sailboat tour st augustine

• St. Augustine, Florida 32084
• Call us: 904-829-0648

Unique Sailing Experiences

Discover the ultimate in luxury sailing charters in St Augustine with St. Augustine Sailing! We are northeast Florida’s premier destination for unique sailing experiences, in-depth sailing lessons, diverse sailing membership options, and sailboat ownership expertise. We are your one-stop-shop for everything sailing from our boat tours to our luxury sailing charters in St Augustine! We are St. Augustine’s sailing connection where you’ll find a friendly, supportive staff of fellow sailors! Have a look through the site for details, and call us anytime for more information at 904-829-0648. We look forward to seeing you dockside soon!

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Take a video tour, fun and adventure awaits, what our sailors say.

I’ve always seen friends going for a sunset cruise but We are glad we went with this one! The sailboat was beautiful. Once our party boarded, there was a champagne welcome for the party! The crew was top notch. We can’t wait to sail again with friends.

We have traveled a lot and been on many charters and sails all over the world, but never anything so great as this.

Mikesroadtrip.com – Professional Travel video blogger and publisher of the award-winning travel blog

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One Stop Shop For All Things Sailing

Watch River City Live with us here at St. Augustine Sailing the northeast Florida’s premier destination for unique sailing experiences, history, dolphin, nature tours, and dining experiences.

St. Augustine Sailing offers unique venue for tying the knot

Sailtime offers benefits of boat ownership without the cost

St Augustine Sailing & Sail Science Partner for Educational Charters

Phone: 904-829-0648

St. Augustine Sailing Enterprises, 3076 Harbor Drive, Camachee Cove Yacht Harbor, St. Augustine, Florida 32084

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• Camachee Cove Yacht Harbor, St. Augustine, Florida 32084 St. Augustine Sailing Enterprises, 3076 Harbor Drive,
• 904-829-0648

St. Augustine Sailing yacht charters

St. augustine sailing yacht charters – your gateway to luxury yachting experiences, book st. augustine sailing charters september 1, 2024 to january 15, 2025 ..

Welcome to SummerWind Adventures, your premier choice for St. Augustine charter boats. We provide an unmatched boating experience in the picturesque waters of St. Augustine, Florida. Our expert crew, advanced yacht technology, and luxury amenities combine to create an unforgettable maritime journey. If you’re seeking an exceptional boating experience in St. Augustine during the months of September through mid-January, we have your ticket waiting.

Why Choose SummerWind for St. Augustine Sailing Yacht Charters?

SummerWind Adventures stands out from the crowd of St. Augustine charter boats. Our unique offering goes beyond just the experience of being on a boat. We provide a rare private yachting experience that you would typically find only if you owned your own yacht. Here are some reasons why SummerWind is your best choice for charter boats in St. Augustine:

Unrivaled Luxury : Onboard SummerWind, we offer luxury that typically is found only in the most extravagant international hotels. Plush robes await you and your guests, and we cater our meals to your specific dietary needs. If gourmet dining is what you crave, we can arrange for an executive chef to serve you onboard. As an additional amenity, we can provide a masseuse for your pleasure.

Unique Adventures : With SummerWind, every trip is more than just a journey; it’s an adventure. Our expeditions offer majestic sunset views and up-close encounters with sea life. Whether you want to share a romantic dinner, surf the waves, or enjoy a relaxing massage, we provide a unique experience like no other.

Personalized Service : At SummerWind, we believe in going the extra mile to make your adventure perfect. Our crew dedicates themselves to cleanliness and attention to detail. Whether you’re planning a special occasion or a spontaneous getaway, we ensure that your charter boat experience in St. Augustine is impeccable from start to finish.

Advanced Technology : Our elegant Jeanneau, DS 50-foot sailing yacht is fully equipped with amenities like electric flush bathrooms, two private showers, a full kitchen, a BBQ grill, televisions, a diesel generator, and air conditioning. With SummerWind, you’re guaranteed a remarkable experience for any length of stay.

Convenient Bookings : Got a sudden urge to escape the daily grind for the thrill of the ocean and a private yacht experience? SummerWind has the answer. With advanced 48-hour bookings available, the sights of beautiful St. Augustine and the serene tranquility of sailing are just a few clicks or a phone call away.

Book your St. Augustine charter September through mid-January

The SummerWind Yacht: A Closer Look

The SummerWind yacht is an elegant Jeanneau, DS 50-foot sailing yacht, one of the largest private sailing yachts available for charter in St. Augustine. Its advanced features and amenities ensure you and your guests have a comfortable and enjoyable time onboard.

Engine and Navigation : SummerWind is powered by a 75-hp Yanmar Turbo diesel engine and equipped with all Garmin navigation and electronics, including two chart plotters, AIS, Radar, Autopilot, and stereo installed in 2022.

Comfort and Entertainment : The yacht boasts 3 staterooms, including a spacious owner’s stateroom and two additional VIP staterooms. The salon is roomy enough to accommodate six in total comfort. For entertainment, we offer YouTube TV for streaming and surround sound stereo for music throughout the yacht.

Galley and Dining : Our fully equipped galley includes a refrigerator, freezer, coffee station, and microwave. The cockpit can fit 10 guests, providing ample room for lounging under the stars. We also have a BBQ grill for hosting a wonderful cookout onboard.

Bathroom Facilities : The yacht has two electric flush bathroom facilities and private showers for your convenience.

Safety Measures : For safety, SummerWind carries an eight-man Winslow auto-inflate life-raft, two EPIRBS, two medical kits, four fire extinguishers, strobes, flares, and two-VHF radios.

Book your St. Augustine charter September through mid-January.

Explore St. Augustine with Our Sailing Yacht Charters

St. Augustine is a city rich in history and natural beauty. By choosing SummerWind’s charter boats, you get to experience this firsthand. From the stunning beaches to the captivating historic landmarks, there’s so much to see and do.

Frequently Asked Questions

When do you provide sailing services and how early should i make a booking for st. augustine sailing yacht charter with summerwind sailing adventures.

Our sailing yacht charters are available from May through October. We recommend booking at least a few weeks in advance to secure your preferred date and ensure availability. However, for your convenience, we also provide advanced 48-hour bookings for those spontaneous trips!  

How many guests can I bring?

You can bring up to 10 guests.

Can I customize my itinerary in St. Augustine?

Yes, absolutely! We understand that every group has unique preferences and interests. That's why we offer customizable sailing yacht charter itineraries. Whether you want to explore secluded coves, visit historic landmarks, or simply relax and enjoy the beauty of the ocean, we can tailor the itinerary to suit your needs.

What is included in my St. Augustine Charter Trip?

• Luxurious amenities for your comfort and entertainment.
• Five-course meal and fully-stocked ship bar.
• Water toys for various activities, such as kayaking, paddleboarding, fishing, or chilling by the beach.
• Snorkel gear is provided for underwater exploration and discovery.
• Experienced crew that brings a depth of knowledge of historic landmarks to keep you informed throughout.

What safety measures are in place during the sail?

Safety is our top priority at Summerwind Sailing Adventures. Our yacht is equipped with an eight-man Winslow auto-inflate life raft, two medical kits, two EPIRBS, two VHF radios, four fire extinguishers, flames, and strobes. We also adhere to strict safety protocols, including regular vessel maintenance, safety briefings before departure, and the presence of experienced and certified captains.

Are there any age restrictions for passengers on the yacht?

While there are no strict age restrictions for passengers on our yacht, we recommend that children be at least 5 years old to ensure their safety and enjoyment. However, younger children are welcome aboard under the supervision of a parent or guardian. Please contact us if you have any specific concerns or questions regarding age requirements.

Book Your St. Augustine Sailing Yacht Charter Adventure Today

Ready to embark on your St. Augustine adventure with SummerWind? Contact us today to book your charter boat during the months of May through October. We can’t wait to welcome you aboard!

SERVING ST THOMAS, U.S. VIRGIN ISLANDS (FEB-JULY) & ST. AUGUSTINE, FLORIDA (SEP-MID-JANUARY)

3219 Harbor Dr. St. Augustine, FL 32084 5316 Yacht Haven Grande Suite N-104 Unit 1137 Charlotte Amalie, St. Thomas 00802

(404) 229-0507

[email protected].

get in touch

Looking to book a sailing charter on Summerwind? Get in touch, either via the form below or calling us directly at (404) 229-0507 . Someone from our team will address your needs and answer any questions you may have. We are happy to help and look forward to getting to know you!

Let’s Get Out On The Water

Explore st. augustine with the outdoor experts.

St. Augustine Eco Tours is your destination for the best outdoor adventures in and around St. Augustine. We offer a wide range of experiences including kayaking, ECO boat tours and Catamaran Sailing. Our staff is made up of experienced, knowledgeable, and personable interpretive naturalist guides, USCG licensed Captains, and reservationists. We are committed to offering exceptional ecological programs along with unparalleled customer service. Start your adventure now and book online!

DOLPHIN, BIRDING & NATURE ECO BOAT EXCURSION

From: $45.00.

Our most popular boating trip and for a great reason! St. Augustine and the surrounding areas boast an active population of Atlantic bottlenose dolphins, with great viewing opportunities year-round. Tours available daily.

SALT MARSH KAYAK ADVENTURE

Explore St. Augustine’s waterways in a kayak! This “nature hike” on the water is St. Augustine kayaking at its very best. 

AUTHENTIC SAILING EXPERIENCE

From: $65.00.

Let the wind take you into the habitats of dolphins and wading birds as you breathe in the fresh air and just relax. You’ll escape the crowded streets for an exceptional way to see the city from the water.

Fun for the entire family.

Relaxing Sail

Bottlenose dolphin breach

Start of the Kayak Tour

American Bald Eagle

Great for Groups

Small Groups, Great Guides

Roseate Spoonbill

Dolphin Breaching

Fun way to explore the city.

Great way to photograph our nature.

Marine Field Experience - Book for Sunday, July 28th!

Florida Water Tours

Scenic boat tours in st. augustine, fl.

View our beautiful city by water!

Experience St Augustine on the water with our Expert Guides!

Offering the Dolphin & Wildlife Adventure, Sunset Cruise, Wine Tasting Cruise, Private Charters and more. Embark on a journey with our knowledgeable experts, who make every sighting a moment to remember. With something for everyone, let our guides be your companions in crafting memories that last a lifetime.

Top Cruises This Summer

• Only one in St. Augustine!
• User Ages 21+
• Hour Glass 90 minutes
• Clock Early Evening

Wine Tasting Cruise

Sample 6 delicious wine as we take you on an adventure to the bayfront, where our experienced guides give you a tour of the local nature, wildlife, and historic landmarks.

• Adults Only
• Hour Glass 2 Hours

Brunch & Bottlenose

Mimosas, Brunch & Dolphin! Our expert guides will lead you on a captivating search for wildlife, as you enjoy a delightful brunch on board!

• Best Seller!
• User All ages
• Clock Daytime

Dolphin and Wildlife Adventure

Combining sightseeing and learning, our Dolphin and Wildlife Adventure appeals to nature enthusiasts! Enjoy the wetlands, coastal marshes, and wildlife with a bit of history on this tour great for any age.

• User 21+ or Family Friendly
• Clock During Sunset

Sunset Cruise

YES! This is a real photo taken from our boat!! Choose between our Adults Only -OR- our Family Friendly Sunset Cruise! Get lost in the glorious wonder of St. Augustine’s attractions with perfect picture opportunities. Enjoy the beautiful colors & sunsets of St. Augustine!

Private Charters

Let our professional staff of USCG Licensed Captains & Tour Guides welcome you and your guests aboard for an experience like no other in the beautiful city of St. Augustine.

Marine Field Experience

Great for families and kids! Come out onto the water and become a Jr Marine Scientist! This cruise provides a hands on experience where you help us collect real data and use it to keep a profile of our waterways. Every single dollar goes to provide educational cruises for students.

Jimmy Buffett Sunset Cruise

Adults only 21+, $45/ person.

• New Cruise!
• User 13 or older
• Hour Glass 75 minutes
• Clock Varies with season

Moonlit Mysteries: Stargazing and Haunted History Boat Tour

This cruise combines star gazing, ancient navigation, and some intriguing tales of the history of the Ancient City after dark!

Welcome to Florida Water Tours

Experience the Intracoastal Waterway at its finest featuring picture-perfect attractions. Based in St. Augustine, we offer amazing eco-tourism cruises for vacationers and locals year-round. Offering private and public services, we encourage you to explore the fun side of learning about nature, history and wildlife through our exciting cruises. Our private cruises  are ideal for larger groups.

What makes us unique?

• Free parking! *Parking fills up quick on weekends and holidays so please arrive early, carpool or take a cab!
• Restroom on board.
• Bar on board!
• A variety of different cruises to choose from.
• St. Augustine’s only Wine Tasting on the water!
• An experienced crew with tour guide and marine naturalist licenses.
• The Salty Boutique! We have a great little gift shop for you to explore while you check in and wait for your tour!

Aside from all of those wonderful things, Florida Water Tours takes a percentage of EVERY TICKET PURCHASED and donates into our educational outreach program. This non-profit, called Florida Water Warriors is something that we are very proud of! We take low income and under-served students on Educational Cruises, all in an effort to spark some passion about marine wildlife, nature and conservation! Children are our future! To learn more about this program or to donate please head to FloridaWaterWarriors.org

Check out our Social Media pages for more pictures of our vessel and tours!

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Over 4,000 Visitors Love Cruising with Us!

Personable staff, beautiful scenery, great tour! We really enjoyed ourselves - having a drink, listening to the crew talk about St A, snapping pics as the sun slowly set over the historic downtown. Can’t believe we hadn’t done this before & will definitely take one of their other tours next time we’re in town.

The sunset cruise was a lot of fun while also informative. Kevin was our tour guide and he was great...he and the captain, Mike, gave us the perfect introduction to St. Augustine! I would highly recommend this tour. Oh, and we saw dolphins and a stingray jumped out of the water right next to our boat! That was such a thrill!

Kevin really made the tour fun while also being very informative. Good selection of beer and wine on board and the ride was smooth. It was a really good time and well worth the money. On top of that we were thrilled to hear that the company also gives free tours to schools which we support 100%. Great company, great tour, great time.

The Sunset Cruise in St. Augustine was great! The boat ride was relaxing and informative. Kevin, the co-pilot / narrator was witty and knowledgeable. Made the trip light and fun. The scenery was beautiful and included sightings of Dolphins,Terns & Pelicans. Sunset was nice too.

We're among the top 10% of things to do worldwide!

Red boat tours, llc wins tripadvisor travelers’ choice award 2024 red boat tours recognized as a traveler-favorite attraction, st. augustine from a new perspective.

When you sail with Red Boat Tours, whether on one of our scheduled trips, or a private tour for a birthday, reunion, wedding, or even a divorce, you and up to 50+ friends, will be traveling in style. We have many new tour ideas in the works, so be sure to check out our site regularly for new excursions, dates, and discounts.

Book Your Cruise Today!

US Coast Guard-Certified Vessels and Crew

Children of all ages are welcome aboard any of our cruises unless otherwise noted in the cruise description. Please note, however, that we require every person on board to have a paid ticket, regardless of age. Evening cruises are B.Y.O.B.

It is our goal, that you be completely satisfied with your boat tour aboard Pellicano. Our First Mates work hard to be sure that you and your family members are safe and comfortable while you're with us. If they have done a good job and you have had a good time, your gratuities will show them your appreciation.

Gratuities are not included in ticket prices and are greatly appreciated by the crew.

Your Family Friendly Choice in St. Augustine! 904-436-3566

• Dolphin and Wildlife History Boat Tour
• Sunset Boat Tour
• Nights of Lights Boat Tour
• Private Charter & Small Boat Tours

Sample Tour

Dolphin/wildlife.

$27 adults / $15 kids / $5 infants

$34 per person

Nights of lights.

$34 adults / $15 kids

Private charters and small boat tours, looking for a unique gift.

• Dolphin and Wildlife Tour
• Private Charter

• Accreditations
• Meet Our Animals
• Our History
• Nellie’s Legacy
• Frequently Asked Questions
• Swim with Dolphins
• Interactive Programs
• General Admission
• Reservations
• Flipperz Food Truck
• Annual Passes
• Where to Stay
• Swim Adventure
• Dolphin Encounter
• Meet & Greet
• Custom Dolphin Paintings
• Trainer For A Day
• Tortoise Time
• Aquarist for a Day
• Program Photographs
• Special Occasion
• Field Trips
• Homeschool Days
• Early Learners
• Summer Camps
• Single-Day Camps
• Ambassador Program
• Self-Guided Activities
• Education Outreach

Fins & Freedom Sailboat Tours

• Kayak & Boat EcoTours
• Internships

Fins & Freedom Tours

Set sail with  Schooner Freedom Charters for a one-of-a-kind sailing experience! Join us at the downtown St. Augustine Marina and then kick back and relax while you learn fascinating new facts about dolphins from Marineland Dolphin Adventure’s very own experts. It’s very common to see dolphins in the wild during these tours, so come prepared to ask plenty of questions!

Complimentary refreshments are provided on board the boat. Passengers may bring snacks or a picnic. Your Fins and Freedom ticket includes an admission pass to Marineland Dolphin Adventure.

• Adult: $60 + tax*
• Child (16 and under) : $45 + tax*

* includes General Admission voucher for a visit to Marineland Dolphin Adventure

Tour Length: 2 hours Departing at 1:15 p.m. and returning at 3:15 p.m.

For reservations, please call Schooner Freedom Charters at 904-810-1010.

PLEASE NOTE:

• Your Marineland General Admission tickets may be redeemed any time after the tour. These tickets do not expire.
• Our tours take place outside, so we highly recommend weather-appropriate gear such as sunscreen, sunglasses or jackets.
• Guests are free to bring cameras or binoculars to enhance the tour.
• Due to limited seating, Schooner Freedom Tours has a 24-hour cancellation policy. Cancellations within this 24-hour window may be subject to the full charge without a refund. View the  Schooner Freedom Charters FAQ for more information.
• Some tours may be cancelled in the event of bad weather. Guest may reschedule for other planned cruises .

9600 Oceanshore Blvd St. Augustine, FL 32080. USA

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Tall Ship Sailing Daily from Saint Augustine

Full Moon Sail

Enjoy the beauty of St. Augustine bathed in moonlight, listen to the waves lap the hull, dolphins surfacing, and the distant hum of the sea buoy. Live music sets the mood. This sail takes place every month on the day before and the day of the full moon – keep an eye on our calendar. Length of Sail: 1 hour 15 minutes

Complimentary refreshments provided.

Live music provided by a local musician. Blankets are provided on chillier winter and fall evenings.

DEPARTURE DATES AND TIMES

Feb 23rd at 6:45 March 25th at 8:45 April 23rd May 23rd June 22nd July 21st Aug 19th Sept none not sailing Oct 17th Nov  15th Dec 15th

** Please note this sail is a day before or after the full moon, however, we will still be able to enjoy the beauty of the full moon as seen from the water!**

Rate : $55 per person

Rates are subject to 6.5% Florida State Sales Tax** Based on availability

Note: ThIs  Sail takes a Southerly route towards 312 due to bridge and lease restrictions

For reservations and availability, call (904) 810-1010 or email us at schoonerfreedom@gmail.

Sabrage Charters

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117 Dockside Dr

St Augustine, FL 32084

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Sabrage St. Augustine boat tours for individuals and group events. This includes weddings, birthdays, fun days for private and corporate businesses, and any special occasion you can imagine! We can accommodate groups large and small. We do open boat excursions as well check out our website and book now. …

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Is there a bar, or can you bring your own alcohol?

Hi Leah we do have a bar on board. If you would like to set up a private event please email us at [email protected] thank you

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Went on the Sabrage last night had a great time. Weather was fantastic,music perfect and dolphins put on a great show. The crew are very knowledgeable,kind and caring. The drinks are very reasonably priced. A great way to see St.Augustine! Even for the locals

What an amazing time! We were in very capable and knowledgeable hands! The catering was plentiful and delicious! Safe, clean environment and perfect music for positive vibes as we sailed toward rare points of view, touring downtown St Augustine. A Must do for large group gatherings (100ish person engagements, weddings, birthdays, anniversaries, graduations, work parties, nights of lights, summer nights...). Such a relaxing way to spend a Friday night. Thank you to our Captain and his dynamic duo!

Very nice crew and owner. I went out for two hours for my 50th birthday and it was everything.

Wonderful and relaxing sunset cruise with the best service! So nice and laidback. Highly recommend!

Great tour, took the sunset cruise, amazing clean boat, friendly staff. 5 star all around.

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20 Best Things to Do in St. Augustine, Florida

Here's how locals recommend exploring the coastal city, from ghost tours to gourmet ice pops.

With more than 450 years of history, it's not surprising that St. Augustine — the oldest continuously occupied settlement in America — is packed with intrigue. This coastal city is one of the best places to visit in Florida , thanks to all the fascinating things to do and see here, plus quaint places to stay and delicious eats to enjoy.

If there’s anyone who knows the best things to do in St. Augustine, it’s Barbara Golden, who has served as communications manager at the St. Augustine, Ponte Vedra & The Beaches Visitors and Convention Bureau since 2005. “I’ve been lucky enough to work in the tourism industry in the St. Augustine area for more than 40 years,” Golden says. “I get to explore and interact with great people and experiences here every day.”

Of course, the city has other superfans, too, like Florida travel and lifestyle blogger Mandy Mizell, who's known as The Flohemian to her followers. “I first visited St. Augustine on my fourth-grade field trip — a Floridian rite of passage — and fell in love,” Mizell says. “I told my mom at the tender age of 10 that I was going to Flagler College, which I did for a year. When I met my husband, a Flagler College alum, I started visiting the area three to four times per year and spending every Christmas there with his family. I began a Florida travel blog shortly after I met him, and I used our family visits as an opportunity to seek new adventures around St. Augustine.”

Serving as your unofficial tour guides, here's what Golden and Mizell point to as the best things to do in St. Augustine, from classic, can’t-miss attractions to lesser-known locals’ picks.

Related : Hotels to Book for a Trip to St. Augustine

Go for a ride with Old Town Trolley Tours.

It may be touristy, Mizell admits, but taking a ride with Old Town Trolley Tours is a great and easy way to get around St. Augustine, and you'll hear historical tidbits about the 458-year-old city as you go. Plus, Mizell points out, “It’s a free sober ride around town — and most of the local distilleries, wineries, and breweries offer free tastings. There’s also a connection to the Old Town Trolley Beach bus, so you can easily navigate the area without a car.”

Tour Castillo de San Marcos National Monument.

Castillo de San Marcos National Monument is a Spanish stone fortress that was built in 1695 and offers unbeatable views of St. Augustine Inlet. “I love to stand on the ramparts, looking out at the Atlantic Ocean,” Golden says. “I love to imagine what it was like living here in the 1600s, being on watch for approaching pirates or British invaders. Today, the views are of boats moored in the Bayfront, pods of dolphins swimming and playing in the bay, and kayakers paddling by. The rangers, reenactors, and storytellers here are engaging, and I learn something new about our history every time I visit.”

Mizell shares the same love for the landmark and recommends visiting after sundown. “The fort has a special energy at night, and it’s completely free of charge to wander the grounds outside after hours. The entire fort is illuminated, making for some fun night photos with palm tree shadows in the background. You’ll also overhear haunted tales as ghost tours pass through the area. Sit on the wall during a full moon and watch boats cruise along the Matanzas River.”

Cool down with a gourmet popsicle.

Everyone loves a home-grown success story, and The Hyppo is exactly that. Opened in 2010 with a little money and a lot of passion, this shop sells ice pops that are inspired by Mexican paletas, and they contain local, in-season produce and herbs in super-fresh flavor combinations like cucumber lemon mint, blackberry jasmine, pineapple ginger, and (this writer’s favorite) mango mojito. Today, there are five Hyppo locations around Florida, plus pop peddlers across the nation. The pop shop is named for the patron saint of Saint Augustine — the city was discovered on the day of the Feast of Saint Augustine of Hippo — and their flagship store location is on Hypolita Street.

Get spooked on a ghost tour.

It’s another touristy itinerary item, but ghost tours in St. Augustine are popular for a reason, and you simply can’t leave the city without taking one. From Old Town Trolley Tours’ Ghosts & Gravestones tour aboard their signature ghoulish trolleys to lantern-lit walking tours with Ghost Tours of St. Augustine , there are many to choose from, some more spooky than others. Expect to end the night fully freaked out after hearing tales of St. Augustine’s dark past and the hauntings that continue today.

Tour the St. Augustine Distillery and have a drink upstairs.

The St. Augustine Distillery and upstairs Ice Plant Bar is a two-for-one stop. “No visit to the Oldest City is complete without embracing its true spirits,” Mizell says. “This local distillery is located inside the historic FPL Ice Plant. They offer free tours with complimentary tastings, which will get the light drinker quite tipsy. Be sure to visit the Ice Plant restaurant and bar upstairs for a cocktail, where each concoction is served with special types of ice.” There’s also a gift shop where you can purchase the distillery’s sippables, plus non-alcoholic treats that are often created in collaboration with other local businesses.

Visit St. Augustine Lighthouse and Maritime Museum.

For a birds-eye take on the Oldest City, head to St. Augustine Lighthouse and Maritime Museum . “Climb 219 steps to the top for the most spectacular view of historic St. Augustine, the surrounding area, and the Atlantic Ocean,” Golden recommends. “I also like touring the grounds to see the wooden boatworks and the local volunteers working to build authentic replica vessels. My favorite part is entering the archaeology lab to observe maritime archeologists working to identify and restore some of the treasures they find on wrecks off our coast — most hundreds of years old.”

Relax at the beach.

While the main appeal of St. Augustine is certainly its winding cobblestone streets and centuries-old Spanish colonial architecture, its beaches are also worth a visit. Nearby St. Augustine Beach is a popular choice, while the white sands of tranquil Crescent Beach and breezy Butler Beach are perfect places to unwind.

Dine at The Floridian Restaurant.

For full-fledged, Florida-style dining with a Southern twang, chow down at The Floridian Restaurant . “Located on Spanish Street, this farm-to-table restaurant is adorned with quirky Florida decor, such as vintage rattan, alligator heads, and Florida kitsch,” Mizell shares. “The native Floridian chef composed a menu sourcing local ingredients with dishes that pay homage to all the flavors that influence St. Augustine. It's predominantly upscale Southern fare with local recipes passed down over generations.”

Plan a wintertime visit to experience Nights of Lights.

There’s no bad time of year to visit St. Augustine, but some visitors make annual pilgrimages from mid-November to the end of January to witness Nights of Lights , one of the top holiday light displays in the world. Decked in millions of tiny white lights, the city glows with a warm and festive atmosphere that’s breathtaking to see, and the spectacle is completely free to enjoy.

Watch a show at St. Augustine Amphitheatre.

Located on Anastasia Island, the St. Augustine Amphitheatre is an outdoor amphitheater that seats up to 4,000 people, making it a great place to catch some of your favorite acts. Mizell also recommends going on a Saturday morning, when you can browse a farmers’ market full of local vendors selling produce, art, and prepared foods. “There’s always live music, and it gives you a real glimpse of the local life and flavors of St. Augustine,” Mizell says. “Oftentimes there’s a featured local artist or author that you can chat with and learn lore about the Oldest City.”

Zipline over crocodiles.

Alligators and Florida go together like beaches and sunshine, and the St. Augustine Alligator Farm Zoological Park is a great place for an up-close (but safe) encounter, plus educational programming. “My favorite experience is the Crocodile Crossing, a zipline and ropes course over the crocs and gators,” Golden shares. “It’s a workout and a fun way to see the park’s inhabitants.” Another favorite is the rookery, where hundreds of wading birds nest each year between February and June. “The sight is amazing,” Golden adds. “If you love birding, this is the spot — roseate spoonbills, egrets, herons of all kinds, and more can be seen here.”

Try local chocolate.

If you have a sweet tooth, Golden recommends touring the Whetstone Chocolates factory . “Free samples come with this tour that tells the story of chocolate (one of my favorite things in life), including the Spaniards introducing it to the rest of the world, how artisan chocolates are made, and the right way to eat fine chocolate,” she shares.

Stroll Magnolia Avenue.

Contrary to what its name suggests, Magnolia Avenue is lined not with blooming magnolias but with the second-most Southern of trees: “This scenic street is shaded by live oak trees dripping with Spanish moss, and it's one of the most photographed streets in America,” Mizell says. “It also has a great photo opportunity in front of the Fountain of Youth sign.” Directly across the street, grab a freshly squeezed lemonade from The Fountain of Juice to enjoy as you walk.

Take a scenic drive.

Hit the road for a 72-mile coastal drive along the A1A Scenic & Historic Coastal Byway from Ponte Vedra Beach to Flagler Beach. “I like to pack a picnic and head down to the spectacular beaches at Matanzas Inlet, then take the ferry over to our other fort, Fort Matanzas ,” Golden shares. “Paddle the inland waters with Ripple Effect EcoTours to see dolphins and other native animals in their natural habitat, followed by a visit to Marineland Dolphin Adventure to take a deeper dive into the aquatic life here, and — my very favorite — swim with a dolphin and learn to speak their language.”

Get out on the water.

Kayaking, stand-up paddleboarding, and sailing are great ways to get another perspective on St. Augustine. “I feel safest with minimal boat traffic, paddling in front of the Castillo de San Marcos, on Salt Run, or at Matanzas Inlet,” Golden shares. She also recommends sailing charters for all the salty fun with none of the work. “One of my favorites is St. Augustine Sailing for a sunset sail — makes me feel like I am in a Christopher Cross song. They also have some really fun themed sails — brunch, Magic on the High Seas, and dinner cruises with a private chef.”

Visit Ponte Vedra Beach.

Don’t forget about Ponte Vedra Beach — a luxury resort town with beaches, golf, and nature preserves just north of St. Augustine. “The beaches at Ponte Vedra are very unique, and between St. Augustine and Ponte Vedra sits the GTM NERR ; we refer to it as the GTM Reserve,” says Golden. “This is the coastal site where Ponce de Leon actually sighted land on April 2, 1513, and came ashore the following day and claimed all of Florida for Spain. There’s even a statue of Ponce de Leon at the north beach parking area. The sand dunes here tower over the coquina beaches; in fact, they are 40 feet high in some places — the highest dunes in Florida. It’s also a great place to hunt for fossilized shark’s teeth .”

Take a nighttime bioluminescent kayaking tour.

Want to get out on the water, no SPF required? “One of my other favorite activities at the GTM Reserve is a night paddle with Geo Trippin ,” Golden shares. “They take guests out on Guana Lake, where they paddle into the night to see the bioluminescent jelly combs. It’s like magic to see the sparkles that light up around your paddle in the water, and your guide will explain the existence of this natural phenomenon since the beginning of man and its importance to our environment. Unlike other places where biolumes are a seasonal occurrence, they are present year-round on Guana Lake.”

Book a food tour.

The food scene in St. Augustine has exploded in recent years, with eateries dedicated not only to the latest food trends but also to showcasing locals’ culinary heritage, from Greek, Menorcan, and Latin influences to down-home Southern cooking. “It’s hard to eat at all the great restaurants here, so I like to taste a few at a time on one of our city’s food tours ,” Golden says. “They change featured restaurants (usually three to four on each tour) and the chef or a manager comes to the table to talk about what’s so special at their restaurant.”

Groove at Colonial Oak Music Park.

According to Mizell, one of the hidden treasures of historic St. George Street is Colonial Oak Music Park , where you can “listen to live local music under a 300-year-old oak tree streamed with lantern lights.” What could be better? The one-of-a-kind venue also has improv comedy nights, where you can sit back and enjoy a laugh or become part of the show as an audience volunteer. “In September, the Colonial Oak hosts artists during St. Augustine’s annual Sing Out Loud Festival and features national music acts,” she adds. “The best news is that most events have free admission, so you can pop in for a song or hang out for the whole evening.”

Visit Anastasia State Park.

Located less than 10 minutes by car from historic downtown St. Augustine, the serene Anastasia State Park has 1,600 acres of beaches, tidal marshes, maritime hammocks, and ancient sand dunes, where visitors can swim, fish, canoe, kayak, hike, and even camp. The park also has a full calendar of events , from guided paddle adventures and bird walks to trail hikes and coffee with a park ranger. It’s a vacation within a vacation, right in the middle of everything.

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