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Take a Peek at Kenny Chesney’s Boat (Amazing Yacht)

by steve ‐ March 25, 2021

Kenny Chesney's Boat

photo: YouTube and Facebook

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Kenny Chesney’s boat obsession has been a multi-year journey and he certainly loves living the “no shoes” lifestyle. There has been plenty of internet controversy over Kenny’s boats. Some sources reported that the boat featured in his “Come on Over” music video was a loaner boat and that Kenny still owns a Sea Ray boat. Other sources report that his latest boat is a 63’ Riva Virtus that features 2 large sundecks, 4 cabins, and reportedly has a price tag new of over $3M.

After some research, it appears that Kenny sold his Sea Ray boat to a Yacht Charter company in the Virgin Islands and currently does own a Riva Yacht that is indeed featured in his music video. However, Kenny’s boat is the much larger Riva Domino that has a size range of 86′ – 92′. The boat is a sleek stunner in the music video and a new version of this boat fully loaded is over $6M. Watch the music video featuring Kenny’s Riva Yacht, check out details of his current Yacht, and see his prior boat history below.

Kenny Chesney’s Come Over Music Video (Featuring his 86′ Yacht)

The music video was filmed in Fort Lauderdale, Florida with some ocean scenes near Miami Beach, Florida. Chesney released the video in 2012 and has described the music video as a “classy booty call.” His 86′ Riva Yacht plays a leading role in this video.

The lyrics for “Come Over” were written by Sam Hunt, Shane McAnally, and Josh Osborne. The video features a cameo from Kenny’s dog, Poncho, standing on a paddleboard with Chesney.  Courtney McCann (a model from Bakersfield, CA) stars as Kenny’s love interest in the music video.

Courtney McCann

Sammy Hagar Provides Proof of Kenny Chesney’s Boat…

Rock star Sammy Hagar tweeted a photo of Chesney reaching from one yacht to another for a plate of chef Emeril Lagasse’s ribs (Tweeted on Feb 12, 2017).  This provides some photo proof that Kenny does own the boat featured in his music video.  Apparently, Sammy Hagar and celebrity chef Emeril Lagasse were cruising off the coast of Fort Lauderdale, Fla., (Saturday, Feb. 11, 2017) during Emeril’s charity fishing tournament.They ran into Kenny Chesney on his multi-million-dollar Riva yacht.

Sammy and Kenny Chesney

Sammy made the  following post on his website, “An hour into the boat ride we saw this big gorgeous gunmetal gray 86ft Riva with a few beautiful people on it—I looked closer and noticed it was Kenny Chesney! I screamed at him and he stopped, backed up, and we had a couple high-fives, a toast, and Emeril handed over to Kenny a big plate of barbecue ribs and a jar of about a half pound of beautiful caviar—can you believe this sh*t!? We said goodbye and then Kenny showed up at the event later that night at the Marina Club House, and jumped on stage to sing a really soft version of “Eagles Fly.” Vic and I played an acoustic set for over an hour, and Kari joined in for “One Sip,” “When the Sun Don’t Shine,” and “All We Need Is An Island”—it was an unbelievably satisfying and successful event!  Afterwards, Kenny hung out and we polished off a couple bottles of Da’ kine, what a night!”

Kenny Chesney’s Boat – Riva 86′ Domino Luxury Yacht

This 26 metre coupè is a result of the working relationship between Officina Italiana Design (the exclusive designer of all the yachts in the Riva range), AYT – Advanced Yacht Technology, Ferretti Group’s naval research and design centre, and the team of architects and designers of Centro Stile Ferrettigroup.This yacht is ideal for both long cruises and daily life on board.

Kenny Chesney’s Boat History (prior Sea Ray Cruiser)

Kenny’s professed love of boats goes way back in his career.  He recorded a song titled ‘Boats’ for his ‘Lucky Old Sun’ album.  The song lyrics include, “”vessels of freedom/harbors of healing”.  Kenny grew up in Knoxville, TN in the foothills of the Smokey Mountains and believes that a prior ancestor must have been a beach bum.   Kenny stated in a prior interview, “ I’ve always felt a certain sense of peace and freedom on the boat that I don’t get on the tour bus. On the road, there’s always something to do and some place to be. My life is full of expectations. But on the boat, I can take a deep breath and be myself. ”

Kenny used two own two Sea Rays over 50′ and one of his boats “Take It Easy 2” is now a  rental Yacht .  The website for the Yacht charter shows the below image and description of the two boats.

52’ LOA Take It Easy 2, are both Sea Ray Express Cruisers. Each gorgeous yacht can host up to 12 passengers in total lavish comfort. Both are wonderfully appointed for the even most discriminating traveler making them the perfect St. John or St. Thomas boat charter for a private day trip around the US and British Virgin Islands.

Kenny Chesney’s  Boat History

Kenny Chesney Prior Boat

“Save it for a Rainy Day” Music Video

Remember to “share” this with other boat lovers and country music fans!

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News of St. John

News of St. John

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kenny chesney yacht st thomas

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The Inside Scoop on Kenny Chesney’s “Knowing You” Video

The Inside Scoop on Kenny Chesney’s “Knowing You” Video

Good Morning!  Kenny Chesney released his “Knowing You” music video today and I wanted to share a bit about the people, and the boat, involved in this video….The following is a sneak peek into a more in depth, upcoming interview with the video cast and sailing crew aboard the featured vessel, Kai.

Last summer, my boyfriend Teddy and I were invited to sail north from Puerto Rico to Connecticut on the amazingly beautiful sailing vessel, Kai .  Captain Justin Smith and First Mate Sarah Ford are long time friends of Teddy’s and had extended to him their need for company, and experienced sailors, to assist on this 1500 nautical mile voyage in July.

The Inside Scoop on Kenny Chesney's "Knowing You" Video 1

In the early months of the pandemic and with a desperation to see my family, we discussed it and I agreed to also come along (Although I AM NOT an experienced sailor. Ha!).  So, we sailed Teddy’s boat Asante to Puerto Rico in early July to meet up with Kai and her crew and make ready for the 8-12 day off-shore voyage.  It was one of the most nerve wracking, and best, decisions I have ever made.  The sail north was fair winds and beautiful seas filled with dolphins and whales, sunrises and sunsets, and millions of memories.

The Inside Scoop on Kenny Chesney's "Knowing You" Video 2

After four months in a marina in Connecticut and a boatyard in Gloucester, the beautiful sailboat with a brand new paint job made its way back to the territory on a grueling, into the wind journey through the outer bands of Hurricane Eta.  But they pushed on, knowing they had a schedule to keep.  Just before the crew left the states, they received a call that Kenny would be shooting his next music video on St. Croix mid-November.  And he was looking for a sailboat.

The Inside Scoop on Kenny Chesney's "Knowing You" Video 3

The video was partially shot in Gloucester.  Coincidental, because Kai had been in the boatyard getting an incredible facelift in that same little quaint New England fishing town during the month of September.

The Inside Scoop on Kenny Chesney's "Knowing You" Video 4

The other half of the video was shot in St. Croix, much of it aboard Kai with a co-star that is a long time resident of St. John.  And, a beautiful face that you may recognize if you have frequented some dining establishments in Love City.

The Inside Scoop on Kenny Chesney's "Knowing You" Video 5

For now, I’ll leave you to viewing this latest release from a guy who sings tales about this little rock that we call home and donated millions of dollars and man hours to the response and recovery of St. John after Irma.  But, next week, I’ll be doing a sit down with the cast and crew from the video on Sailing Vessel Kai .  So, enjoy the video and check back in about a week for some insider sneak peeks about the boat and working with Kenny!

21 thoughts on “The Inside Scoop on Kenny Chesney’s “Knowing You” Video”

That was great! I love me some Kenny!! He’s been so good to “Love City”!! ❤️

To sail the seas with friends and family. Nothing like it. I have so many Knowing you ocean moments, I would trade.

Make that I wouldn’t trade.

Awesome would be awesome Linda

This is awesome!! Thank you so much for posting this on NewsofStJohn! Looking forward to upcoming news!

As always a great new song from Kenny!

Thank you Hillary for the lovely comments about my favorite sailor! Looking forward to your next article.

Excellent – Thank you

Beautiful Song

Beautiful… I took time at work today to watch the MV; & parts of the MV reminded me of our marriage – 27th wedding anniversary (plus an additional 13) today… it moved me in a special way… thank you, Kenny and avid fans alike… ❤️

What a wonderful story! Thanks for sharing! My love for Kenny, his music, and St John runs deep! This video is definitely one of my favorites from him!

Wow, beautiful……

My close friend and neighbor just died from cancer and this song just struck a chord with me (so to speak), made me sob like a baby!

I listen to NSR frequently. Ok, most ever day. And I have been trying to get to St. John since April, 2020. My two friends and I had a 12 day trip planned which included 5 days on a Moorings catamaran and 5 days based at a villa on St. John. We moved the trip to April of 2021 and then again to April of 2022. I watched the video when it came out last week. Wonderful imagery to match the mood and poetry of the song. And now I see this article. I won’t wish time away. So, I choose to savor every day that I am able to anticipate our trip in April 2022 and will continue to listen to NSR and check in with “News of St. John”. Thank you. See you soon!

Love this video. I have watched it at least a dozen times and not just because my sweet, beautiful niece, Monica is in it. The scenary is amazing.

This video captures the beauty of Gloucester..My husband grew up in the Eastern Point Lighthouse and his love for that place runs so so deep. His parents actually lived on Thatcher’s Island for some time too…My huband’s father was in the Coast Guard and was the lighthouse keeper to both…How cool is that??? To see this video reminds just how much I love HOME and want to keep her from becoming like every other place…She is perfect the way she is….. Kenny Chesney must see something really special in her too! Thank you Kenny Chesney for capturing a glimpse of Gloucester’s natural beauty to share with “no shoes nation”….:)

  • Pingback: A Simple Twist of Fate- Behind the Scenes of Kenny Chesney's Knowing You Video (Part 1/3) | News of St. John

Love, love, love!!Kenny Chesney is an amazing artist and person!!! Thank you for sharing!!

Thanks Hillary for sharing! I can’t wait to get there❤️

reminds me of things i would say to my wife who passed 18 mos ago love u for that kenny

Love me some Kenny… I’m just an old (66) East TN boy from Chuckey,TN. Kenny used to play at the Chuckey Trading Co. while he was in College (ETSU). I’m an ETSU alumni as well; 1985. My best friend and I were fortunate to have spent 31 days on St John in 1983. We stayed in Cinnamon Bay Campground for two weeks and then stayed on a sailboat moored up in Cruz Bay. This was all prior to Kenny’s upcoming fame. I’m now a NSR Radio fanatic and every single day I relate several songs to my stay in St John. One of these days I hope to get back and re-live some of those great days… maybe look up Kenny! Love to all and cherish every day!

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Mousin' Around

Virgin Islands Itinerary: How I Spent 2 Weeks Island Hopping the USVI & BVI

I’ve had a fascination with the Virgin Islands since I was a teenager (blame it on Kenny Chesney), so a few years ago I checked off a huge bucket list item when I spent two weeks island hopping around the VIs with a couple of girlfriends. And I’ve been trying to figure out how to get back ever since.

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The Virgin Islands are world renowned for their gorgeous white sand beaches, lush green islands, turquoise water, and famous beach bars. This group of islands in the Caribbean (southeast of Puerto Rico) have long since been a haven for sailors, but in recent decades, adventuresome beach bums, sun worshippers, surfers, and yachties (as well as everyone’s favorite Caribbean Cowboy) have put the islands on the map as a can’t miss destination.

In this post, I’m going to give you the lay of the land of the Virgin Islands, share my travel itinerary, plus share some “need to knows” for planning your own vacation.

kenny chesney yacht st thomas

Lay of the Is(land)s

The string of islands collectively known as the “Virgin Islands” are a little honey hole in the Caribbean. The islands are split into the “US Virgin Islands” (USVIs) and the “British Virgin Islands” (BVIs) and although they all operate surprisingly fluidly for being part of two separate nations, it does present some quirks for travelers.

The US Virgin Islands (St. Thomas, St. John, and St. Croix) are a US territory, which means that if you’re an American, you don’t need a passport to travel these specific islands.

kenny chesney yacht st thomas

The British Virgin Islands (mainly Tortola, Virgin Gorda, Jost Van Dyke, and Anegada along with a smattering of small, privitish islands) are a British Overseas Territory and as they’re part of her majesty’s crown, if you’re American, you WILL need a passport to travel to them.

Wherever your final destination, St. Thomas (USVI) is most people’s entry point into the Virgin Islands. There are flights to St. Croix and Tortola, but they’re often more expensive. From St. Thomas, it’s fairly easy to catch a ferry to any of the other islands. And unlike Hawaii, these islands are pretty close together so often you’re only taking about a 20-30 minute ferry ride between neighboring islands. This makes it relatively easy to hop between several different islands on one trip.

kenny chesney yacht st thomas

St. Thomas is a major cruise ship stop (a few also dock on Tortola), and it has made St. Thomas a certain kind of island. There’s expensive shopping, fancy resorts, a lot “to do,” but also a lot of crime. It’s not an island where people get out and freely explore, it’s an island where most people stay close to the ship, go on prearranged excursions, or stay close to their resorts. If you’re a tourist on St. John, expect to be pressured and hustled into cab rides, tours, etc. when you’re out on the streets. I make it sound like a bad island, and while I’m sure it’s not (and it’s incredibly beautiful!), we chose to spend as little time as possible on the island. It just wasn’t the kind of vacation we were going for.

A short ferry ride from St. Thomas is St. John. It’s the choice destination for travelers “in the know” who want to experience the beauty of the Virgin Islands without all of the chaos. A large portion of the north shore of the island is preserved as a U.S. National Park so the beaches there are pristine, unspoiled, and downright magical. It also means that there aren’t many amenities. You’ll have to drive in everyday and pack in and out everything you want to bring with you. There is quite a bit built up on St. John in other places (Cruz Bay is the hub), but it not overly crowded with tourists. I think it has the perfect balance of an undiscovered vibe while still having all the creature comforts that you’d want on vacation (beach bars, restaurants, cute boutiques, etc.)

kenny chesney yacht st thomas

I’ve not been to St. Croix but geographically, it’s an outlier. If it’s your final destination, it’s probably most convenient to take a direct flight. It’s known for being a playground of the rich and famous and its golf game is reportedly strong. It’s also the island that’s the most culturally preserved. If you’re interested in learning about the historical significance of these islands, it has the most sites to see.

Among the BVIs, Tortola is the main island although it doesn’t have the same vibe as St. Thomas. It’s a beautiful island, but mostly known as being a gateway to the smaller BVIs. So many visitors to the Virgin Islands come to sail, and Tortola is where most pick up their charters. It’s north shore is also a surfing hot spot (as hot as things get in the Caribbean) during the winter.

kenny chesney yacht st thomas

Jost Van Dyke is where the party is at. This small island has to have the highest concentration of beach bars in the Caribbean and some of them truly are world famous (hello, Soggy Dollar!) On any given day, White Bay is filled with boats whose patrons jump overboard and swim to shore for a famed Painkiller at one of the half dozen beach bars that front it. Although there are places to stay, the island is primarily visited by day guests coming from other islands or by yachties moored offshore.

kenny chesney yacht st thomas

Anegada is probably the least visited of the Virgin Islands. It has a barrier reef that makes it difficult for sailors to approach, plus it doesn’t have the same type of terrain as the other islands (lush, green, and mountainous). The island is more flat and scrubby like the Bahamas. But it has the longest stretch of beaches in the islands, it’s famous for its lobster, and it has one of the best places to stay in the Virgin Islands.

In addition to these main islands, there are quite a few private islands in the BVIs that are home to exclusive resorts.

My Virgin Islands Travel Itinerary

This trip was for two weeks in April/May, which is considered off season.

Arrival: We arrived on St. Thomas, grabbed a cab at the airport and headed to Redhook to catch the passenger ferry. If you’re renting your car on St. Thomas, the auto ferry leaves out of Charlotte Amalie (where the airport is). The ferry to St. John only takes about 20 minutes.

kenny chesney yacht st thomas

St. John: Once on St. John, we picked up our Jeep (provided by our Airbnb host) and checked into our place. We went “budget” on this leg of the trip and all I can say is…yuck. We spent three full days beach bumming around (mostly the north shore) visiting at least a couple different beaches each day, snorkeling at Trunk Bay, driving to different lookouts, and checking out the far side of the island. It rained off and on pretty much all three days so we spent a lot of time hiding out in beach bars. We had a nice dinner each night.

kenny chesney yacht st thomas

Virgin Gorda: On the morning of the fourth day, we took the first ferry from St. John to Virgin Gorda. I believe the ferry stopped in Tortola first to go through customs. Once on Virgon Gorda, we picked up our car (you could easily just take a taxi if you were going to see the Baths and then go back to St. John) and checked into our apartment. It was a downright palace compared to the last place. It had AC and a bathroom I wasn’t afraid to go in. Too bad we were only there for a night. We headed to the Baths next and had lunch at the Top of the Baths restaurant and spent a few hours climbing around and chilling at the beach. We spent the rest of the day driving the island to Savannah Beach and Hog’s Heaven at the top of the island and wrapped it up with a nice dinner at the trendy CocoMaya.

kenny chesney yacht st thomas

Anegada: The next morning we took the ferry to Anegada where we spent five nights. It was the longest portion of the trip because the girls I was traveling with (VI expert travelers) hadn’t been there yet and they really wanted to soak it up. We splurged and stayed a the Anegada Beach Club which is GLAMPING ON THE BEACH. This place made it worth staying at the budget place on St. John : ) Staying at the ABC is a major reason to go to Anegada. Otherwise, we enjoyed having a lobster dinner every night, visiting the island’s best beaches (I did the most walking and beach combing here), and hanging out at the Cow Wreck Beach Bar and Grill. There’s not a ton to do on this island, but it did feel like the nicest part of the vacation. But for me, that’s largely because it was the nicest place we stayed.

kenny chesney yacht st thomas

Jost Van Dyke: After five days on Anegada, we took the ferry to Jost Van Dyke (I’m pretty sure we stopped in Tortola this time). On Jost, we stayed in a little hotel compound on the top of the island. The views were gorgeous, but we had to drive down to the beach each day. We spent most of the time at White Bay, but ventured out to other parts to visit other beach bars and grills and even rented a dinghy one day to ride out to Sandy Cay and Sandy Spit. JVD probably had my favorite vibe and atmosphere of all the islands that I visited. We stayed on JVD for four nights.

Departure: We left JVD and took the ferry back to St. Thomas to catch our flight. We got there a couple of hours early and thought we’d explore a bit but dragging our suitcases everywhere made us huge targets and after batting away hustlers for a bit at a market, we just hopped in a cab and headed to the airport.

kenny chesney yacht st thomas

Here’s what I liked:

IT WAS SO BEAUTIFUL.

Getting to see so many different islands.

Not spending much time in St. Thomas.

Traveling with girls who knew the ins and outs of the islands made getting around on the ferries super easy.

Staying at the Anegada Beach Club.

A lot of downtime just hanging around different beach bars. Beach bars in the Virgin Islands are usually located on the best beaches on the islands and have plenty of chairs set out for people to use. Drinks are cheap, and most also have a grill. So you’re not just sitting in a bar.

kenny chesney yacht st thomas

What I Didn’t Like: 

In hindsight, I would’ve done the ratio of days per island different. Being on Virgin Gorda for one night felt like a hassle. I would’ve either gone as a day trip or stayed for 2-3 days. 5 days was way too long on Anegada.

Staying at “budget” places. I’m just not a budget traveler and generally how I remember a trip usually depends on where I stayed. So if I did it again, I’d probably go for a shorter time period and stay at nicer places.

kenny chesney yacht st thomas

Who are the Virgin Islands perfect for?

If you’ve made it this far you’ve probably gotten the vibe that each island is a little different and worth seeing, BUT overall the Virgin Islands have a similar feel and travel within them works the same way. This makes it ideal for certain types of travelers and less so for others.

kenny chesney yacht st thomas

Here’s who will LOVE the Virgin Islands:

People who like to get a real feel for the places they travel to.

Serious beach bums who don’t mind packing up all their gear, hiking, and setting up camp to enjoy some of the best beaches and prettiest water this earth has to offer.

U.S. National Park aficionados.

Sailors, yachties, or anyone with enough money to charter one.

Kenny Chesney mega fans.

People who enjoy a slow pace when on vacation and are content with a lot of “sitting around” but not many luxury amenities.

Budget travelers who like to snag cheap accommodations and spend time in beautiful surroundings where there aren’t a lot of hoops to jump through (like trying to find beach access on resort row).

kenny chesney yacht st thomas

Here’s who MIGHT prefer to vacation somewhere else:

People looking for a top notch resort experience. There are some resorts in the Virgin Islands, but they don’t compare with what you’ll find elsewhere in the Caribbean (and that includes both mega all inclusive resorts and more exclusive luxury resorts).

People who want to stay right on the beach. Most places to stay aren’t right on the beach. The VIs are more rugged and mountainous so most nice accommodations will be set back from the ocean.

People who want to only unpack once. The VIs are an island hoppers paradise. The beauty of them is how easily you can move from island to island. If you’re just going to camp out in one place, you can probably find a better setup on other islands in the Caribbean.

People who want luxury. Unless you’re on a yacht, you’re just not going to find it here.

People who need a lot to do or be entertained. It’s all about nature in the VIs. And beach bars.

People who need things to run on a schedule. “Island time” is very real here. Locals are not in a hurry and even ones who work in hospitality don’t seem particularly concerned about prompt or attentive service.

People who can’t handle mosquitoes. They’re seriously bad here.

kenny chesney yacht st thomas

Tips for YOUR Trip

Here are a few helpful things to know before you head to the Virgin Islands:

Mosquitoes can be pretty bad in the VIs, especially on St. John where the majority of the island is preserved as a national park and some of the outer islands like Jost Van Dyke and Anegada. Bring or buy plenty of bug spray (the kind with deet!) and consider using the wristbands as well. I’m pretty much immune to mosquitoes (didn’t wear spray on St. John, Virgin Gorda, or Jost Van Dyke), but my friends (who covered themselves in spray) were completely eaten up after one day on St. John. On Anegada, I didn’t get any bites but was completely swarmed by them several times and one time at dinner we had to pack up our food and head back to our room because they were absolutely everywhere (I’m talking clouds of them).

It’s not unusual to see chickens, cows, donkeys, and goats roaming the islands (especially in St. John) so drive carefully.

Most of the islands have SUPER steep roads (especially on St. John’s famed north shore) with some pretty tight turns. If it’s raining or the roads are wet, you’ll probably want 4WD.

kenny chesney yacht st thomas

Island time is a very real thing in the VIs, but here’s what it really means: THEY can be late but YOU can’t. Plan to arrive early for excursions, ferries, and appointments, but don’t be in a big rush if they’re not on time.

The VIs are a very laid back place. Unlike other Caribbean islands, you won’t find many people getting dressed up for dinner (unless it’s a very fancy place). Swimsuits, tees, hats, and flip flops are perfectly acceptable most places.

The currency in both the British and US islands is the US dollar and most imports come from the US Virgin Islands (St. Thomas) so it doesn’t feel very British.

kenny chesney yacht st thomas

What does feel very British is the fact that they drive on the left side of the road (including in the US Virgin Islands. Try to figure that one out!).

If you’re relying on ferries, check, double check, and triple check the schedule. Check it online and call to verify (especially on ferries that run on a limited schedule to the outer islands). By far the most complicated part of island hopping is figuring out the ferries. Some run every day, multiple times a day. Some only run a day or two a week. Some are direct, and some have stops. We arranged the entire order (and duration) of our trip because of ferry schedules.

When leaving the BVIs, you’ll have to pay exit taxes. Depending on where you’re leaving from and how long you’ve been there, it’s usually between $25-45.

The drink of choice in the BVIs is the famous PainKiller (really anything with rum). It was created at the Soggy Dollar Bar in the 1970s.

kenny chesney yacht st thomas

My Two Cents

The next time I travel to the VIs will be on a boat. The big draw of the area is the water and island hopping, but it’s not necessarily a great “vacation” to be packing up and moving every two days. There’s also a surprising lack of good places to stay in the islands. Some of the “resorts” aren’t super nice and it’s most Vrbos and rentals which aren’t always my favorite. But sailing through the USVI and BVI chartering your own itinerary and always coming back to the boat at night would be an absolute dream.

kenny chesney yacht st thomas

Assuming you’re not chartering a boat, I think the easiest way to see the VIs is to stay on St. John and use it as a hub. Anegada is a bit far away for a day trip, but all of the other islands are very doable for the day. If you’re staying on St. John for a full week, day trips to Virgin Gorda and Jost Van Dyke are a MUST.

kenny chesney yacht st thomas

More posts about this area:

Kenny Chesney Virgin Islands Guide: All of the Spots from the Songs

The Best Beaches (& Snorkeling Spots) on St. John

14 Things to Do on Jost van Dyke (+ the Best Beach Bars)

Visiting the Virgin Gorda Baths (+ a Few Other Places)

Things to Do on Anegada (the BVIs Least Visited Island) 

Glamping on Anegada, British Virgin Islands

P.S. If you want to follow along on my travel adventures in real time, you can follow me on Instagram (@ caitylincoln ). My post captions are full of travel tips and I have a ton of story highlights and videos with great info. And share my account with your travel loving friends! Your support really helps me keep this blog running!

Sunshine Daydream Boat Charters

Kenny Chesney’s Enduring Love Affair with St. John, USVI: A Harmonious Connection Beyond Music

Nestled within the azure waters of the Caribbean lies a gem of an island – St. John, US Virgin Islands. Known for its pristine beaches, lush greenery, and vibrant culture, this paradise has captured the hearts of many. Among its admirers stands a figure whose affinity for the island goes beyond its natural beauty and into the realm of personal connection – Kenny Chesney.

For Kenny Chesney, St. John is more than just a vacation destination; it’s a sanctuary, a muse, and a place where he finds solace amidst the chaos of fame. Born on March 26, 1968, in Knoxville, Tennessee, Chesney rose to prominence as a country music superstar, earning numerous awards and accolades for his soulful tunes and captivating performances. However, amidst the glitz and glamour of the entertainment industry, he found himself drawn to the tranquility of St. John.

a person flying through the air

Kenny Chesney and his guitar in St. John

Chesney’s journey with St. John began in the late 1990s when he first visited the island during a sailing trip in the Caribbean. Instantly enamored by its charm, he felt a profound connection that would shape the course of his life in the years to come. The pristine beaches, crystal-clear waters, and laid-back vibe offered him a refuge from the demands of his career, allowing him to unwind and recharge his spirit.

As Chesney’s affinity for St. John grew, so did his involvement in the local community. He became a passionate advocate for environmental conservation and sustainable living, recognizing the importance of preserving the island’s natural beauty for future generations. Through his philanthropic efforts, he supported various initiatives aimed at protecting the marine ecosystem, restoring coral reefs, and promoting eco-friendly practices.

Beyond his philanthropy, Chesney forged deep friendships with the locals, immersing himself in the island’s culture and embracing its traditions. He frequented local bars and restaurants, where he could often be found jamming with local musicians or simply enjoying a cold beer and a plate of fresh seafood. His down-to-earth demeanor and genuine appreciation for the island endeared him to the community, earning him the nickname “the Mayor of St. John” among locals.

Chesney’s bond with St. John is perhaps most evident in his music, where the island serves as a recurring theme and source of inspiration. Many of his songs are imbued with references to the Caribbean lifestyle, from the swaying palm trees to the salty breeze, painting a vivid picture of his love affair with St. John. Tracks like “Island Boy” and “Pirate Flag” capture the carefree spirit of island living, while ballads like “No Shoes, No Shirt, No Problems” evoke the laid-back vibe that permeates the island.

In 2017, Chesney’s connection to St. John was put to the test when the island was devastated by Hurricane Irma, one of the most powerful storms ever recorded in the Atlantic. Witnessing the destruction wrought upon his beloved paradise, Chesney sprang into action, rallying his fans and fellow celebrities to support the relief efforts. Through his foundation, Love for Love City, he raised millions of dollars for the rebuilding process, providing much-needed aid to the island’s residents and restoring hope in the face of adversity.

In the aftermath of the hurricane, Chesney’s bond with St. John only deepened as he witnessed the resilience and strength of its people in the face of tragedy. Determined to help the island recover and thrive once again, he poured his heart and soul into rebuilding efforts, spearheading initiatives to restore infrastructure, support local businesses, and revitalize the tourism industry.

Today, St. John stands as a testament to Chesney’s enduring love and dedication. The scars of Hurricane Irma have faded, replaced by a renewed sense of hope and optimism for the future. Chesney continues to be a beloved figure on the island, welcomed with open arms whenever he returns to his tropical paradise.

water next to the ocean

The heart of St. John, Cruz Bay

In the heart of the Caribbean, where the rhythm of the waves meets the melody of the breeze, Kenny Chesney found more than just a destination – he found a home. Through his music, philanthropy, and unwavering commitment, he has woven himself into the fabric of St. John’s identity, forever leaving his mark on the island and its people. As the sun sets over the horizon, casting its golden glow upon the turquoise waters, one thing remains certain – Kenny Chesney and St. John, USVI, share a bond that transcends time and distance, a harmonious connection that will endure for generations to come.

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Take It Easy VI

Smooth, Stable Ride to Your Virgin Island Destinations

Full-Day and Half-Day Charter Tours of the Top Destinations in the Caribbean

From the US Virgin Islands to the BVI, Take It Easy Custom Charters will make your experience memorable. Our yachts and crew are amazing – hands down. We tailor to your needs to create moments you’ll never forget. We believe in our commitment to showing you the best destinations of the Virgin Islands!

Private charter means you hire one of our yachts, US Coast Guard Certified Captain and crew for a fabulous day. Our Sea Ray Express Cruisers , the 52’ LOA Take It Easy or the 52’ LOA Take It Easy 2, can easily accommodate up to 12 passengers each.

See the islands like a celebrity!  Step aboard Take It Easy Custom Charters for a personalized Virgin Islands tour on one of our luxury yachts. You choose the destination and the length of the cruise.

Extended Charter Tours

Our yachts can be chartered for extended private tours of the caribbean for "sunsets" or overnight stays., contact us for potential travel itinerary ideas and special pricing., rates for us virgin island tours only, full-day charter tours 8:30am-4:00pm, take it easy rates (1-6 guests): $1,850* take it easy 2 rates (1-6 guests): $1,850*.

  • *Additional guests (7 - 12) $50/person; kids under 4 years of age free.
  • + Fuel - Runs between $300 and $650 depending on destinations visited.

Half-Day Charter Tours 8:30AM-12:00PM or 12:30PM-4:00 PM

Take it easy rates (1-6 guests): $1,250* take it easy 2 rates (1-6 guests): $1,250*.

  • + Fuel - Runs between $250 and $450 depending on destinations visited.

Rates for British Virgin Island Tours Only

Take it easy rates (1-6 guests): $2,500*.

  • + Fuel - Runs between $400 and $795 depending on destinations visited. All Virgin Gorda tours (The Baths) will be towards the higher end.
  • $75/person BVI custom's fees. Cash only. Please note that gov't BVI fees may be higher on the day of your charter.

Experience the Ultimate Beauty & Romance of a Virgin Islands Sunset Cruise!

Experience the ultimate beauty & romance of a virgin islands sunset cruise.

End your day in paradise with an unforgettable Caribbean sunset cruise aboard a Take It Easy private charter yacht. Take in one of the most beautiful sunsets you'll see in your lifetime on a spectacular sunset cruise.

Sunset cruises are available from March 15th to September 15th. Departure time is 5:30 p.m. Price: $800 includes 6 passengers. Each additional passenger is $50. Includes fuel costs.

Celebrate with a sunset cruise on a Take It Easy private yacht charter.

Payment Policy for Your Charter Tour

To make reservations for your charter excursion, we require a credit card deposit to hold the date.

A deposit of $200 or $250 is taken when the trip is booked. Click the Book It! button to see the deposit charge for your trip. When we return to port at the end of the trip, the balance will be charged to your credit card

Cancellation Policy

We understand that plans can change due to external circumstances. If you must cancel your charter, we request a minimum 72 hours advanced notification to refund 100% of your deposit. No shows are charged the full boat rate so please let us know in advance if your plans change.

Sandy Cay

To make reservations for your charter excursion, we require a credit card to hold the date. No charge or deposit is made for scheduling a date.

Within three days of your scheduled departure, a $300 deposit will be charged. When we return to port at the end of the trip, the balance will be charged to your credit card

kenny chesney yacht st thomas

What We Provide on Your Custom Charter

We provide ALL snorkel gear (i.e. masks, snorkels, fins, vests and noodles) and fresh water rinses for up to 12 passengers. We also provide a cooler with ice, beer, a small bar of rum/vodka, juices, sodas, snacks (chips/salsa) for groups up to 12 passengers. For morning departures, we provide fresh fruit and muffins. You are welcome to bring your own food and drinks.

To get the most fun out of your Caribbean excursion, be sure you check out what to bring on your amazing USVI and BVI charter cruise.

Take It Easy 1 and 2

Welcome Aboard!

Have an incredible day cruising one of our pure lavish yachts – the 52’ LOA Take It Easy or the 52’ LOA Take It Easy 2 .

Cruise the Caribbean life pictured in country music star  Kenny Chesney videos & songs  on one of our 52" luxury Sea Ray Cruisers. We’ve got his songs ready to play on our state-of-the-art sound system. We'll take you to the Caribbean hangouts he sings about in his songs.

Your Virgin Islands Cruise Begins Minutes Away from the St. Thomas Ship Docks

Take It Easy Custom Charters is moored at Saga Haven Marina, 6117 Estate Frydenhoj, St Thomas USVI ( map ). You’re just a quick taxi ride away from the most beautiful powerboat tour of the US Virgin Islands or British Virgin Islands.

Take It Easy Custom Charters is an independent, family-owned charter cruise company that provides an unmatched customer experience. Call or text us at (340) 677-1320 and we’ll help you get picked up quickly to begin your St. Thomas island cruise.

But don’t just take our word for it. Read our 5-star reviews on TripAdvisor and Yelp .

St John Beach Guide

The Ultimate Guide to St John Beaches

Your mobile-friendly St John island guide to St John's beaches, snorkeling, maps and more. Whether you want to enjoy the North Shore's Trunk Bay, Cinnamon Bay, Maho Beach and Caneel Bay beaches or favor the solitude of a beach that's off the beaten path - like a "secret" beach, Lameshur, Haulover Bay and Salt Pond Bay - this guide has it all.

Where is St John island?

St John is the smallest of the 3 US Virgin Islands located in the Caribbean. The island measures just 9 mi X 3 mi ( 28 sq mi ). 2/3 of the island and surrounding reefs are protected by the US Virgin Islands National Park [ VINP ].

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How do I get to St John island?

99.9% of travelers come to St John by boat ! St John has no airport. There are busy ferry routes that connect St John to St Thomas, St Croix, Tortola and the BVIs. The most popular ferries are out of Charlotte Amalie and Red Hook, St Thomas.

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Kenny Chesney on St John

Kenny Chesney on St John USVI

With 14 gold and platinum albums and 105 million fans world wide – Kenny Chesney has certainly established himself as a top country talent. But, what many fans may not know is that Kenny Chesney “discovered” St John over 15 years ago – and has been a regular visitor and homeowner ever since. Hell, his latest album “Life on a Rock” was inspired by St John and a portion of the profit from sales will go to the Virgin Islands National Park.

“Anyone who knows me knows I’ve drunk a lot of rum in a lot of places,” Chesney muses. “And the more you drink, the more you know what you wish you could have. I finally decided there was no reason not to…”

Also no secret is Chesney’s love for great rum. He sings about it and talks about it and now he’s created his own rum under the label “Blue Chair Bay Rum”. Blue Chair won’t be available until May – but rest assured after I’ve had a chance to sit down with a bottle – I’ll post my review . Until then, you’ll have to be satisfied with the rum’s lineage – a product of Chesney and master blender Mike Booth out of Barbados. The premium white rum has already received an impressive score of 90 points from The Ultimate Spirits Challenge!

Lameshure Bay beach

Snorkeling Lameshur Bay

10 best st john beaches Maho Bay

10 Best St John Beaches

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Kenny Chesney Extolls the Virtues of Boating

When Kenny Chesney has a little time off the road or from the recording studio, he is most likely out on the water in one of his boats. In fact, he recorded a song titled ' Boats ' for his ' Lucky Old Sun ' album, and it includes the lines, "vessels of freedom/harbors of healing," which is very apropos to how he feels when he's riding the waves.

"That line came from a gentleman and his daughter I met in St. Croix," Kenny explains in the June issue of Boating magazine. "I think anybody who has a boat has an emotional attachment to it. It has a way of healing a person and gives him a sense of freedom. That's where I feel the most freedom -- and it's helped me heal something that needed healing."

Kenny currently has two Sea Rays, a 56- and a 60-footer, although he admits he's a little bit more fond of the 60-foot boat. One of his favorite boating memories is right after he purchased his first vessel.

"My manager and some buddies and I left Ft. Lauderdale, Fla., says the superstar. "The idea was to drive as far as we could toward the Virgin Islands. We made it farther, all the way to Georgetown in the Cayman Islands. It was a very peaceful time, [and] I had a lot of people I loved with me."

When he has some time to spend on his boat near his beloved islands, Kenny says the day usually involves "a little bit of suntan oil, a whole lot of music, and at 2 o'clock it's usually a cold beer out of the cooler. At some point a guitar comes out, and I either write a song or I don't."

Kenny takes his love for boats to a new level by raising awareness and funds for the Coastal Conservation Association with a line of sunglasses he helped design with Costa Del Mar . The limited edition sunglasses are available in five styles named after some of Kenny's songs, including 'Poets and Pirates' and 'No Shoes, No Shirt, No Problems.' They feature hand-drawn artwork etched inside the frames and are available during each stop of Kenny's Goin' Coastal tour. Kenny wanted to have a hand in the designs, because they reflect the lifestyle he and his fans live: the sun, the water and most definitely, the attitude.

The next stop on Kenny's Goin' Coastal tour is Friday (May 20) in Atlanta, Ga.

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20 Years Ago: Kenny Chesney, Uncle Kracker Hit No. 1 With ‘When the Sun Goes Down’

  • St. Thomas/St. John

Interline Tours--Looking for Kenny Chesney

By DD , November 6, 2006 in St. Thomas/St. John

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500+ Club

I cracked up when I read this tour operator's site. He mentioned the "Looking for Kenny Chesney Tour". I picture this boat load of tourists with high-powered binoculars doing Kenny sightings and stalking the poor guy.

A couple years ago, we were in St. John staying at the Westin. At the time, I wasn't a country music fan and I'd never even heard of Kenny Chesney. He was staying at our hotel (or perhaps just spending a lot of time there--I know he owns a house in St. John but it seems to me that he was staying there because either there was work being done on it or because he had brought his whole band to the island) and he had his band at the hotel as well. He was just like any other typical guy on vacation. He didn't put on any airs, he didn't seclude himself, he didn't act like he was better than anyone else. He was just your normal mellow vacationer. He'd wave, smile, and say hello if he passed you walking around the resort. He stood in the buffet line with everyone else (actually he was right behind me and I just thought he was some polite guy who said, "After you...."). We saw him in town later hanging out at a local bar, standing on the street, chatting with locals. I can not stress enough how very decent and normal he was. There was no entourage. Had someone not told us who he was, I just would've assumed he was another tourist soaking up some sunshine.

So, we came home and found out that he was nominated for Entertainer of the Year. We had no idea how famous he was. We bought a CD to check him out, and found, WOW HE'S REALLY TALENTED! I believe I now own every CD and probably know all the words by heart. I wouldn't have even bought them in the first place had I not thought, "What a nice guy...." I guess I have St. John to thank for expanding my taste in music.

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MizzouMary

I'm afraid you have it all wrong. We went out with Jan and Omar, the owners of Interline, in February for a trip over to St. John.

First of all, there were four in our group, my husband and I along with his parents. I believe their sailboat can only accommodate six people. They don't take "boat loads" of people out on excursions to spy on celebrities. Their trips are very low key with light snacks, drinks and nice music. It was a wonderful and relaxing time.

We are huge Kenny Chesney fans and asked Jan and Omar to show us where he lives on the island on our way to snorkel. We passed by a part of the island where his house sits far up on the hill. I seriously doubt if he were standing out on the balcony that he could have seen any of us since we were so far away. It was just nice to finally see where he lives so we can connect even more with his music. After our trip, we finally knew what he was talking about in his lyrics. Interline also showed us many other historical and very interesting things on our excursion. It's amazing what we learned that day.

We would never infringe on anyone's privacy, nor would Interline ever allow that to happen. They are respected members of the St. Thomas/St. John communities and everyone seems to know and like them. They would never risk damaging their reputation to offer an excursion that would be construed as offensive. We got to know Jan and Omar very well while we were sailing with them. They are wonderful people and allowed my husband to steer the sailboat for quite a while, even when we were headed into a storm.

After we were done snorkeling, we stopped off at the famous Woody's Seafood Saloon on St. John where Kenny Chesney hangs out when he is on the island. It would seem that if KC didn't want anyone to know who he is and is worried about privacy, he wouldn't have given them an autographed commemorative picture showing his multi-platinum sales of his "No Shoes.." CD. Nor would he allow ABC to hang out and interview him at Woody's for a prime-time special. Wouldn't you think that would entice millions of fans to travel to St. John to get a glimpse of him? Most celebrities that desire seclusion don't exactly do these types of things.

I am a member of his fan club and have attended at least three concerts a year. He comes out before concerts and hangs out with his tailgating fans. If he were really worried about stalkers, I think he would probably refrain from doing this. My husband and I love his music because it reminds us of the islands, and because Kenny just gets it.

We had the time of our lives with Interline and I am so thankful that Jan and Omar gave us those precious memories. I highly recommend Interline and hope to sail with them again someday.

Mary in Overland Park, KS

Hi Mary, thanks for sharing your experience. My post was not meant as a slam in any way on Interline or the services they provide. I said "I cracked up" and "I picture"--the name of the tour made me laugh and gave me a mental picture.

I hadn't heard of the company previously. I went to their website and clicked on Day Sail and found that their website specifically says, "Snorkel the Virgin Islands National Park at St John! Take the "Looking for Kenny Chesney Tour"- We have FUN"

I hadn't previously realized that there was a "Looking for Kenny Chesney Tour". According to the company's website, there is. I see humor in that. I am not in any way commenting on the rest of their tours or the experience that they provide. I just think it's humerous.

No problem. It just sounded that way from your initial comments. I appreciate your reply.

We actually suggested to them that they should offer a Kenny Chesney tour since there are so many fans out there that would benefit from the same experience we had. Even though the chances of actually seeing him are slim, the idea that you are afforded the opportunity to see where he gets his inspiration to write his songs is worth the trip! He had a Kenny Chesney cruise to the Bahamas in Feb. and since we just got back from our other cruise, we weren't able to go. I heard it was a great time. Kenny gave a beach concert. Hopefully, he'll do it again.

1,000+ Club

This CD has alot of references to places in St. John and BVI's......we spent a fantastic week on St. John last year and that CD takes be back.....can't wait to visit again.

PS: Isn't Woody's fun!

50+ Club

This CD has alot of references to places in St. John and BVI's......we spent a fantastic week on St. John last year and that CD takes be back.....can't wait to visit again. :-) Sandy PS: Isn't Woody's fun!
Where is Woody's? We are booked with Captain Omar on Interlinesail ,and are sailing to St John, but not sure if we are going to visit Woody's. We make 2 snorkel stops, and the Captain told us one could be at Cinnamon Bay, and the other at Canneel Bay. From what I've read and heard, we may wish we had a week there, instead of a day.

Right in town, just tell the taxi or open air safari driver you want to be let off there. You can walk over to the ferry from there. It's very close. Here's the website for Woody's:

http://www.woodysseafood.com/

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LIVE A LITTLE, LOVE A LOT

kenny chesney yacht st thomas

“Happy On The Hey Now… Behind The Song”

 A Special Song For A Special Person.

Many of you have heard this amazing song on the “Live In No Shoes Nation” album. We were there that day in 2013 at Gillette Stadium when Kenny poured his heart into this beautiful tribute to a special friend! We have also passed the boat those memories were made on. When we visit St. John it is moored right there in Cruz Bay! Yes it survived the hurricanes too!

This amazing song is about Kristi Hansen, a friend of Kenny’s who passed away in 2012 from a brain aneurysm at the age of 35. The singer first met Kristi in the US Virgin Islands in the 1990s and she was part of a group of pals whom he would hang out with during his downtime in the Caribbean. He recorded this touching tribute to her as the closing track of his sixteenth studio album,  Life On A Rock . “This record was tough for me in the studio, especially that one,” the Nashville star told  Billboard  magazine. “To sing a song that personal – about someone who really touched your life was hard for me. It really was. There’s a difference in singing something like ‘  Pirate Flag ,’ ‘When The Sun Goes Down,’ or ‘  Summertime ‘ in the studio, and getting in there and singing a song like that. This record was so emotional and so close to me.”

The “Hey Now” was a boat that Kenny would hang out on in the Caribbean with his friends and he considered Kristy the centerpiece of all of them. Kenny explained to  Billboard  magazine: “This person defined that circle of friends, she defined a time in my life when it was a lot simpler for me. I think that she was the kind of person that lived the kind of life I really craved. She was the epitome of living life in the moment. She took life like it was a big lemon and squeezed it really hard. I think we all have somebody in our life that dies young, and it’s hard to figure out why, and that can make such an impact that no matter how busy you are and what you’re doing in life, it can stop you in your life and change you. That’s what it did to me, even before I wrote this song. When that happens to you and you have to let go of someone you really care about, it makes you re-evaluate everything. It makes you re-evaluate the connection with the person you’re in a relationship with, what you’re giving to it, are you giving to it. It makes you re-evaluate your relationships with your family, your friends, and that’s what Kristi’s passing did to me. It changed me as a person, as an artist and songwriter, the way I like to walk through the word. She was a special person.”

“Some people are really good at math, good at school,” he added, “some have a great business mind, some are great at sports. Kristi was good at life and that’s what this song is all about.”

Your spirit will live here forever The sea will echo your gypsy soul You will always bring us together, this much I know Oh, your smile was as big as this island You could drown in your eyes of blue You were friend of a friend and someone, I’m glad I knew

I’ll always see you dancing, up there on the bow Living life in the moment, happy on the hey now And you’ll live with us as long as, memories stay alive And you left us with so many, Kristi You will never die never die You will never die never die

I hope time can be our healer, maybe time can be a friend Still I’m a strong believer, someday we’ll see you again Where the sun is on our faces and the wind is at our back Sailing south to our favorite places, where the water’s calm and flat

‘Til then we’ll always see you dancing, up there on the bow Living life in the moment, happy on the hey now And you’ll live with us as long as, memories stay alive And you left us with so many, Kristi You will never die never die

Our circle of friends, we’re sad that you’re gone We celebrate your life with stories and a song Somehow you will keep us strong

And we’ll always see you dancing, up there on the bow Living life in the moment, happy on the hey now And you’ll live with us as long as, memories stay alive And you left us with so many, Kristi You will never die never die (Left us with so many, Kristi) You will never die never die (Left us with so many, Kristi)

Left us with so many, Kristi

Thank You Kenny for sharing this special song with us in the No Shoes Nation!

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The Best Bars in The Virgin Islands

A big part of traveling is meeting people, and what better spot to go than a bar? Before you arrive here in the Caribbean you’ll want to know the best bars in the Virgin Islands. Taking into account the islands are full of pristine beaches, vacationers, and homemade island rum, it’s pretty obvious the bar scen will be alive. 

Whether you enjoy your drinks best on the beach, in a fine dining restaurant, or the yachty hot spot, we’ve got a place for each vacation-goer. Salt the rim, prepare the lime, find your DD, and let’s jump into the five best bars in the Virgin Islands. 

kenny chesney yacht st thomas

Top 5 Best Bars in The Virgin Islands

Below in no particularly order we’ve gone ahead and listed five of the best bars to help you out planning your next vacation. 

1. The Box Bar – St Thomas

Located in Yacht Haven Grande Marina, The Box Bar is a staple to the yachty community on the island. Conveniently right behind the dock entrance you can find all your local yacht stewardess’s and stewards here enjoying their time off. The crowd is younger during the busy season (October-April), but you can always find an old sailor there enjoying their beverages as well. 

The Box Bar is pet friendly, so expect to see friendly animals while being served. For any problems, concerns, or just a friendly hello, stop by and see the manager Parker. 

2. The Windmill Bar – St John

St John is know for its nature, hiking trails, and of course Kenny Chesney. Located on one of the mountain peaks you’ll find The Windmill Bar , which hands down, has the best view you’ll find while enjoying a cold one. On certain occasions you can find local artists playing here (although, they’ll charge you an outrageous amount to attend), or themed parties. This bar is a staple to the St John community, and goes down as one of my absolute favorites in the Virgin Islands.

3. Doghouse – St Thomas 

Sports bars are where the boys go to enjoy their beers while their watching the game. If you’re on the islands during a big sporting event the Doghouse Bar is more than likely where you’ll end. Bar food, cold beer, and an open bar setting, you can’t go wrong visiting here. Located seconds away are 6-8 more bars where you can enjoy more bevys. If you’re hungry try out the mozzarella sticks, they’re to die for. As well if you’re searching for a Blue Moon on St Thomas, this is where you’ll find it. 

4. The Willy T – Floating Bar of The British Virgin Islands

The Willy T is a famous floating bar located in the British Virgin Islands (BVI). It is a popular spot for locals and tourists alike, offering a unique drinking and dining experience in a picturesque setting. The Willy T is actually a ship, specifically a 100-foot schooner, which is anchored off the coast of Norman Island in the BVI. The ship has been converted into a bar and restaurant, with several levels for guests to enjoy.

The atmosphere on the Willy T is lively and laid-back, with a party atmosphere that attracts people from all over the world. The bar serves a wide range of drinks, including cocktails, beer, and wine, and the food menu features fresh seafood, grilled meats, and other Caribbean-inspired dishes. In addition to drinking and dining, guests can also enjoy various water sports and activities, including swimming, snorkeling, and paddle boarding. The Willy T also hosts regular events, including live music performances and themed parties.

5. Brew STX – St Croix

Brew STX is a popular craft brewery and taproom located in Christiansted, St. Croix. The brewery was founded in 2014 by two friends, who were inspired by the island’s local culture and natural beauty to create a unique and flavorful selection of beers. Brew STX offers a rotating selection of beers, which are all brewed on-site using locally sourced ingredients whenever possible. The brewery’s flagship beer is the Island Hoppin’ IPA, which features tropical notes of mango, passionfruit, and pineapple. Other popular brews include the Gallows Bay Gose, the Hibiscus Wheat, and the Christiansted Stout.

In addition to its great selection of beers, Brew STX also offers a delicious food menu, which includes pizza, sandwiches, salads, and other pub fare. The brewery’s taproom features a relaxed and friendly atmosphere, with indoor and outdoor seating available, as well as a stage for live music and events.

Brew STX is also committed to sustainability, using solar power to help power the brewery and implementing eco-friendly practices throughout its operations. The brewery offers tours and tastings for visitors, as well as growlers and other merchandise to take home as souvenirs.

kenny chesney yacht st thomas

Frequently Asked Questions

For your leisure we’ve gone ahead and answered some of the most commonly asked questions revolving around the bar scene in the Virgin Islands. 

Which US Virgin Island Has The Best Nightlife?

Although this is up for speculation, I’ll answer this based upon my own perosnal experiences. If you’re looking to go party with vactioners and locals who live eat and breathe their island, head over to St John. As long as you have the extra money to throw around, you’ll find the party no matter where you head. Start in Cruz Bay on the beach and work your way around the island. 

Where to Party in St Thomas Virgin Islands?

For the younger crowd your best locations will be starting at The Box Bar in Yacht Haven Grande and following the crowd around. Within a half mile radius you’ll fin ten plus bars. 

For the older crowd, swing over to Rivers Rum Hut for the best frozen drinks on the island. Ask for Greg, and get the mango mamba.  Once you’ve enjoyed your drink, talk to the locals and find out what best suits your night out. For sports fun, and a lively atmosphere Tap & Still is a great option as well. 

Is The Virgin Islands a Party Place?

Considering the Virgin Islands is one of the highest rated vacation spots for all Americans, the Virgin Islands can definitely throw a party. If you’r really looking to enjoy your time and experience the impressive Caribbean culture, plan your visit for the last week in April so you can attend the five day long festival Carnival!

Whether you’re coming down to the Virgin Islands to get your tan on, or burn of all that work stress, you’ll look good with a drink in your hand. If you’re really trying to get the party started, my number one favorite is the Box Bar. Drink responsibly and enjoy your times in the islands, just don’t stay too long! 

Andrew Keaveny

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H.O.M.E.

Inside Kenny Chesney’s Multi-Million Dollar Yacht

Kenny Chesney is a country music superstar who has sold over 30 million albums worldwide. He is known for his high-energy performances and his love of the beach lifestyle. The singer has been spotted on his luxurious yacht, the Riva Virtus, which is over 80 feet long and carries a hefty price tag.

The Riva Virtus is a sleek Italian yacht that is known for its luxurious amenities. The yacht has several cabins, a spacious deck, and a state-of-the-art entertainment system. Chesney reportedly spent over $10 million on the vessel, which he uses to travel to exotic locations and escape the rigors of touring.

The yacht has become a symbol of the singer’s success and his love of the ocean. Chesney is an avid fisherman and has been seen participating in fishing tournaments on the Riva Virtus. The vessel is also a popular spot for entertaining guests and throwing parties. Chesney has been known to invite his celebrity friends on board, including fellow country music stars and famous actors.

Despite the yacht’s opulence, Chesney remains down-to-earth and appreciative of his success. He has oftn spoken about his love for the beach lifestyle and his desire to share that with his fans. The yacht serves as a reminder of that love and his ability to live life to the fullest.

Kenny Chesney’s yacht is a symbol of his success and his love of the beach lifestyle. The Riva Virtus is a luxurious vessel that has become a popular spot for entertaining guests and enjoying the ocean. Despite the yacht’s opulence, Chesney remains grounded and appreciative of his success. The Riva Virtus is a testament to his love of life and his desire to share that with his fans.

Does Kenny Chesney Have A Yacht?

Kenny Chesney does own a yacht. In fact, his yacht is an impressive Italian vessel that measures over 80 feet long. This sleek and stylish yacht is a symbol of luxury and comfort, and it carries a hefty price tag, indicating that it is a high-end investment for Chesney. The yacht is undoubtedly one of the highlights of Chesney’s possessions, and it is a testament to his success as a musician and a celebrity. Chesney’s yacht is an impressive and noteworthy addition to his collection of assets.

kenny chesney yacht

What Type Of Yacht Does Kenny Chesney Have?

According to the statement, Kenny Chesney was spotted on a Riva Virtus yacht during Emeril’s inaugural charity fishing tournament. The Riva Virtus is a luxury yacht that is known for its sleek design and high-performance capabilities. It is a multi-million-dollar yacht that offers luxury amenities and is built to provide a comfortable and enjoyable experience for its passengers. Some of the key features of the Riva Virtus yacht include a spacious interior, state-of-the-art technology, and a powerful engine that allows it to reach high speeds on the water.

Is Kenny Chesney On An Island?

Kenny Chesney does not own an island, however, he is known to enjoy the tropical paradise of St. John, which he considers his second home. Although he does not have an island of his own, Chesney is known for his love of the beach and island vibes, which is reflected in his music. Many of his fans automatically associate his music with summertime and the laid-back lifestyle associated with island living. while Kenny Chesney does not own an island, he certainly appreciates the good vibes and tropical atmosphere of beach life.

How Much Money Is Kenny Chesney Worth?

Kenny Chesney is a popular American country music singer, songwriter, and record producer. As of 2021, his estimated net worth is around $180 million. Chesney has been one of the most successful country music artists of all time, with numerous chart-topping albums and singles to his name. He has sold over 30 million albums worldwide and has won numerous awards, including four CMA Entertainer of the Year awards. Additionally, Chesney has also embarked on severl successful tours, which have helped him generate millions of dollars in revenue. his success in the music industry has made him one of the wealthiest country music artists in the world.

Kenny chesney yacht 1684326977

Kenny Chesney’s yacht is an impressive and luxurious Italian Riva Virtus vessel that spans over 80 feet in length. With a price tag that is rumored to be in the millions, this yacht is a true symbol of Chesney’s success in the music industry. While Chesney may not own an island, his yacht serves as a means of escape and relaxation for the country star. As one of the most popular and successful country artists of our time, it’s no surprise that Chesney enjoys the finer things in life, including his stunning yacht. Whether cruising the open waters or hosting friends and family, Kenny Chesney’s yacht is a true masterpiece that is sure to turn heads wherever it goes.

Photo of author

William Armstrong

Urban Splatter

Kenney Chesney Yacht: The Massive Boat

July 23, 2022, who is kenney chesney.

Kenney Chesney is a country artist who has had many smash hits we all know. Furthermore, he has produced more than 20 albums in his career so far. Moreover, he even has almost 30 number one hits on the Country charts in the United States. Many people all over the US and the world love him for his amazing art. In addition, he has many great things such as a house and yes even a boat. Check out the Kenney Chesney yacht below.

Does Kenney Chesney Own A Yacht?

Kenney Chesney does have his own boat. The yacht is a Riva 63' Virtus.

The yacht has a cost of 3 million dollars and has a capacity of 6 people. Furthermore, the boat has 3 bedrooms and 2 bathrooms. One of my favorite parts in the pool and hot tub area. Furthermore, imagine being able to party or relax on this amazing modern yacht. One other nice thing is that there is so much space this yacht as well. The yacht is an Italian made Riva 63 Virtus. Most of these yachts range between one million and four million dollars. Do you think you could afford one?  Finally, would you like to be on this yacht?

Specifications:

Cost: $3 Million

Capacity: 6 People

Kenney Chesney Boat Interior: Guestrooms, kitchen, TV's

Photos: Kenney Chesney Yacht

kenny chesney yacht st thomas

In conclusion, I hope you enjoyed reading about Kenney Chesney's yacht. Furthermore, please leave your thoughts and comments below. Finally, read some other articles like this one on our frontpage .

Lastly, which other celebrity yachts would you like to see on our site? Please leave the names of other celebrities that you would like to see on here. Check us out on Instagram too and like and follow. Leave your thoughts on our Facebook, or on Instagram in the comments of our posts.

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Kenny Chesney mourns death of friend who died in helicopter crash in St. Thomas: 'A very hard goodbye'

Four people have been reported dead in the crash at the preserve at botany bay.

Fox News Flash top entertainment headlines for February 16

Fox News Flash top entertainment headlines for February 16

Fox News Flash top entertainment and celebrity headlines are here. Check out what's clicking today in entertainment.

Country music  superstar  Kenny Chesney  is mourning the death of his friend who died on Monday in a helicopter crash.

The "You Had Me from Hello" singer took to social media to announce his friend Maria Rodriguez was one of the victims who died in the Virgin Islands.

"Today I have to say a very hard goodbye to my friend Maria Rodriguez in the Virgin Islands. Maria and others were killed today in a helicopter crash in St. Thomas. She was a dear friend to me and to our island community," Chesney wrote on Instagram  with a series of photos of the pals flying together in a helicopter.

Chesney said he'd been flying with Rodriguez for over 15 years.

KENNY CHESNEY HELPING BUILD ARTIFICIAL REEF IN FLORIDA TO PROTECT OCEAN’S ECOSYSTEMS

"We shared a lot of laughs and a lot of life together. She was always the first person I saw when I landed and the last person I said goodbye to when I would leave island. I’m sure going to miss that. It’s fair to say I won’t ever be able to go to the Virgin Islands again without feeling the loss of her. She was such a huge part of my island life," his caption continued.

"So goodbye sweet friend. I’m sure glad our paths crossed on this side. See you on the other," he concluded.

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Four died in the chopper crash on Monday, according to local outlet Virgin Islands Daily News .

Kenny Chesney recently opened up about his volunteer efforts to help build an artificial reef off of Florida's coast.

Kenny Chesney recently opened up about his volunteer efforts to help build an artificial reef off of Florida's coast. (Erika Goldring/WireImage)

The crash took place at the Preserve at Botany Bay. The outlet reports that efforts to recover a fifth victim was expected to take place.

Virgin Islands Fire Services Director Daryl George Sr. was quoted calling the area where the helicopter landed "bad terrain."

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Witnesses on the island said they saw the helicopter go down at around 3:15 pm. Fire personnel are now working with V.I. Port Authority officials and the National Transportation Safety Board to determine the cause of the deadly crash.

Melissa Roberto covers entertainment at Foxnews.com. You can reach her at [email protected] .

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IMAGES

  1. Take a Peek at Kenny Chesney's Boat (Amazing Yacht)

    kenny chesney yacht st thomas

  2. Take a Peek at Kenny Chesney's Boat (Amazing Yacht)

    kenny chesney yacht st thomas

  3. Inside Kenny Chesney's Multi-Million Dollar Yacht

    kenny chesney yacht st thomas

  4. The Boat In Kenny Chesney's Come Over

    kenny chesney yacht st thomas

  5. Take a Peek at Kenny Chesney's Boat (Amazing Yacht)

    kenny chesney yacht st thomas

  6. The Story Behind Kenny Chesney’s “Better Boat”

    kenny chesney yacht st thomas

VIDEO

  1. Kenny Chesney Suffers Heartbreaking Loss

  2. St. Thomas Yacht Haven Grande

  3. 18,500hp Superyacht ENIGMA

  4. Kenny Chesney

COMMENTS

  1. Take a Peek at Kenny Chesney's Boat (Amazing Yacht)

    Kenny Chesney's Boat - Riva 86′ Domino Luxury Yacht. This 26 metre coupè is a result of the working relationship between Officina Italiana Design (the exclusive designer of all the yachts in the Riva range), AYT - Advanced Yacht Technology, Ferretti Group's naval research and design centre, and the team of architects and designers of Centro Stile Ferrettigroup.This yacht is ideal ...

  2. A Kenny Chesney Guide to the Virgin Islands: All of the Spots from the

    St. John. Apart from being Kenny Chesney's home away from home (his home on Peter Bay was reportedly destroyed during 2017's Hurricane Irma), St. John is an island with quite a few magical spots. Just a short ferry ride away from St. Thomas, St. John has a super laid back vibe and it's just plain gorgeous.

  3. Powerboat Rental & Private Charter Yacht in St. Thomas & St. John, USVI

    Boat rental & crewed charter from St. John & St. Thomas, USVI to secluded beaches, pristine snorkeling & beach bars in the US & British Virgin Islands. ... Have the Vacation of a Lifetime on a Private Charter Yacht. ... Cruise the Caribbean life pictured in country music star Kenny Chesney videos & songs on one of our 52" luxury Sea Ray Cruisers.

  4. British Virgin Islands (We saw Kenny Chesney's Boat...)

    Shout out to Captain Chris & Mixed Bag for an awesome time fishing! Also Local Time for an amazing charter! We explored multiple islands, swam, navigated thr...

  5. The Inside Scoop on Kenny Chesney's "Knowing You" Video

    Kenny Chesney released his "Knowing You" music video today and I wanted to share a bit about the people, and the boat, involved in this ... Blue Line Yacht Charters. Explore the Virgin Islands Customized boat charters Up to 10 people Book Today: (508) 259-2503 ... Water Views of St. Thomas Located In Cruz Bay Learn More. Villa Bonita. 3 bedroom ...

  6. Virgin Islands Itinerary: How I Spent 2 Weeks Island Hopping the USVI

    The US Virgin Islands (St. Thomas, St. John, and St. Croix) are a US territory, which means that if you're an American, you don't need a passport to travel these specific islands. The British Virgin Islands (mainly Tortola, Virgin Gorda, Jost Van Dyke, and Anegada along with a smattering of small, privitish islands) are a British Overseas ...

  7. Chesney's St. John Connection

    Kenny Chesney and his guitar in St. John. Chesney's journey with St. John began in the late 1990s when he first visited the island during a sailing trip in the Caribbean. Instantly enamored by its charm, he felt a profound connection that would shape the course of his life in the years to come. The pristine beaches, crystal-clear waters, and ...

  8. Kenny Chesney

    Planning your vacation to St. Thomas, St. Croix, St. John and Water Island will be a lot easier with this great packet of magazines and booklets. This material covers where to stay, fun things to do, culture, local events, beach guides, how to get around, plants and animals, history, tips, things to see, art galleries, shopping and so much more.

  9. Great Rates on a Luxury, Private Yacht

    Take It Easy Rates (1-6 Guests): $1,850*Take It Easy 2 Rates (1-6 Guests): $1,850*. *Additional guests (7 - 12) $50/person; kids under 4 years of age free. + Fuel - Runs between $300 and $650 depending on destinations visited. Reserve a Full-Day Charter Now.

  10. Have you seen Kenny Chesney's new...

    Have you seen Kenny Chesney's new video featuring a gorgeous Viking Yacht? Kenny is a star but this boat steals the show! #VikingYachts #Viking45 #KennyChesney #NoShoesNation @kennychesney...

  11. Let's RumAway

    Tara and Travis Townsley sailing the Caribbean with S/V RumAway. Living out their dream of island life and sailing-and bringing you along for the ride of a lifetime with your own private charter. Learn more about our story.

  12. Kenny Chesney

    279. February 22, 2005. Jacksonville, Florida. #2. Posted April 20, 2007. When we went on the Rumbaba in St. Thomas. He said that one time he had a bunch of 20 year old girls on the boat and that boarded and took pictures with them. He apparently goes there often.

  13. Kenny Chesney on St John

    Hell, his latest album "Life on a Rock" was inspired by St John and a portion of the profit from sales will go to the Virgin Islands National Park. "Anyone who knows me knows I've drunk a lot of rum in a lot of places," Chesney muses. "And the more you drink, the more you know what you wish you could have. I finally decided there ...

  14. That Yacht IS Kenny's in His 'Come Over' Video [Audio]

    That Yacht IS Kenny's in His 'Come Over' Video [Audio] Ricky Woods Published: June 14, 2012. I drooled over the yacht when I saw Kenny Chesney's new video and it turns out all I have to do is make friends with Kenny to get a ride on it, Sara Evans is performing on TV tonight and Carrie Underwood hates a certain behavior from fans ...

  15. Kenny Chesney Extolls the Virtues of Boating

    Kenny currently has two Sea Rays, a 56- and a 60-footer, although he admits he's a little bit more fond of the 60-foot boat. One of his favorite boating memories is right after he purchased his ...

  16. kenny chesney

    There will be two ships on a four-day cruise to the Bahamas and RCL's private island. Kenny is giving a concert on a private island beach in the Bahama's. The concert is only open to the passengers on the two ships. There will be other country stars on the two ships, but their names have not yet been announced.

  17. Interline Tours--Looking for Kenny Chesney

    I cracked up when I read this tour operators site. He mentioned the Looking for Kenny Chesney Tour. I picture this boat load of tourists with high-powered binoculars doing Kenny sightings and stalking the poor guy. A couple years ago, we were in St. John staying at the Westin. At the time, I wasn...

  18. Kenny Chesney Surprises Beach Bar Crowd!

    I've seen both Peyton Manning and Chesney on island. Saw Peyton once at beach bar back in 2001 or 2002 I believe. Also saw Chesney a couple years later. Nobody bothered Peyton at the beach bar. Was pretty cool to see how he just sort of blended in.. That is the kind of island St. John is.. Folks don't care that much.. they aint impressed by ...

  19. "Happy On The Hey Now… Behind The Song"

    Living life in the moment, happy on the hey now. And you'll live with us as long as, memories stay alive. And you left us with so many, Kristi. You will never die never die. You will never die never die. I hope time can be our healer, maybe time can be a friend. Still I'm a strong believer, someday we'll see you again.

  20. The Best Bars in The Virgin Islands

    The Box Bar - St Thomas. Located in Yacht Haven Grande Marina, ... St John is know for its nature, hiking trails, and of course Kenny Chesney. Located on one of the mountain peaks you'll find The Windmill Bar, which hands down, has the best view you'll find while enjoying a cold one. On certain occasions you can find local artists playing ...

  21. Inside Kenny Chesney's Multi-Million Dollar Yacht

    Chesney reportedly spent over $10 million on the vessel, which he uses to travel to exotic locations and escape the rigors of touring. The yacht has become a symbol of the singer's success and his love of the ocean. Chesney is an avid fisherman and has been seen participating in fishing tournaments on the Riva Virtus.

  22. Kenney Chesney Yacht: The Massive Boat

    Kenney Chesney does have his own boat. The yacht is a Riva 63' Virtus. The yacht has a cost of 3 million dollars and has a capacity of 6 people. Furthermore, the boat has 3 bedrooms and 2 bathrooms. One of my favorite parts in the pool and hot tub area. Furthermore, imagine being able to party or relax on this amazing modern yacht.

  23. Kenny Chesney mourns death of friend who died in helicopter crash in St

    Country Kenny Chesney mourns death of friend who died in helicopter crash in St. Thomas: 'A very hard goodbye' Four people have been reported dead in the crash at The Preserve at Botany Bay