The best luxury yacht rentals Chicago has to offer!

Chicago Private Yacht Rentals management and staff would like to introduce you to the best yacht rentals Chicago has to offer.  Adeline’s Sea Moose is our well-appointed 68-foot luxury Chris Craft 45-passenger Coast Guard certified Chicago private charter yacht located at J-Dock  Burnham Harbor Chicago  and her attentive captains and crew that shall provide you and your guests a priceless, pampered, and private yachting experience.

The best luxury yacht rental Chicago has to offer on Lake Michigan

You Will Not Be Disappointed

Being the best yacht rental Chicago has…  Adeline’s Sea Moose yacht charters  provide the opportunity to spend  Priceless  quality time together with your family, friends, colleagues, clients, or employees while being  Pampered  by an attentive crew and enjoying the best  Private  yacht rental Chicago has all to yourselves for a memorable  Yachting Experience.

The Priceless Pampered Private Yachting Experiences Chicago Private Yacht Rentals Offers

Family outings, celebrations and reunions charters.

Best Yacht Rental Chicago for Family Outings Celebrations and Reunions Charters

Private Yacht Rental Chicago for Families and Friends

You and your family and friends will be able to share and cherish memories that will be made on our 68-foot luxury Chris Craft yacht, Adeline’s Sea Moose which is exclusively yours to enjoy with an attentive crew to ensure everyone shares a priceless pampered private yachting experience together.

Celebrations Cruises and Special Occasions Charters

Best Yacht Rental Chicago for Birthday Celebrations and Special Occasions

Unique Yacht Rental Chicago for Birthday Celebrations or Any Special Occasion 

Imagine the special memories that will be made on our private Adeline’s Sea Moose yacht that is exclusively yours with a discreet, professional crew attending to all the details, allowing you and your guests to enjoy a unique yacht rental in Chicago for birthday celebrations, or any special occasion, from start to finish.

Corporate Events and Business Functions Charters

Best Yacht Rental Chicago for Corporate Events Business Functions Charters

A Yacht Rental Chicago to Impress, Influence, and Inspire.

Offering a priceless, pampered private yachting experience aboard our Adeline’s Sea Moose can be an added advantage to your Corporate Event or Business Function that can Impress, Influence, and Inspire.

Dinner Parties and Romantic Dining Charters

Best Yacht Rental Chicago for Dinner Parties and Romantic Dining

A Yacht Rental Chicago for Dinner Parties or Romantic Dining

Romantic dinner for two, an intimate setting for up to twelve guests, or a dinner party for up to 45 guests. we promise and provide a priceless pampered private yacht dining experience aboard Adeline’s Sea Moose.

Chicago Skyline Architecture Tour Charters

Best Yacht Rental Chicago for Docent Skyline Architecture Tour

Amazing Yacht Rental Chicago for Docent Skyline Architecture Tour

Chicago is home to some of the most breathtaking buildings in North America. Our Chicago Skyline Architecture Tour charters provide a unique viewing perspective with a docent explaining the history of the City’s magnificent structures.

Non-Profit Events, Fundraising and Networking Charters

Best Yacht Rental Chicago for Charity Fundraising and Networking

Pampered Yacht Rental Chicago for Charity Events, Fundraising and Networking

Adeline’s Sea Moose provides the perfect private venue and attentive pampering crew to help non-profit organizations strengthen relationships with their present donors and persuade prospective donors.

Marriage Proposal Charters

Best Yacht Rental Chicago for Marriage Proposal Charters

Bachelorette Bachelor Charters

Best Yacht Rental Chicago for Bachelorette and Bachelor Parties

Wedding Ceremony Charters

Best Yacht Rental Chicago for Wedding Ceremonies

Perfect Chicago Private Yacht Rentals pairings with lakefront events, activities and attractions

Chicago Private Yacht Rentals Navy Pier Fireworks , Chicago Air and Water Shows , and concerts and events in Millennium Park, Grant Park, and Northerly Island pairings with a pampered private Adeline’s Sea Moose yacht charter make for priceless moments and memories.

And, being a leisure walk from Alder Planetarium , Shedd Aquarium , and Field Museum taking a Lake Michigan cruise on Adeline’s Sea Moose nicely pairs with family and friends priceless pampered private yachting experiences.

Soldier Field Concerts Charter Pairings

Chicago navy pier fireworks 2024, chicago blues festival 2024, millennium park summer film series 2024, chicago air and water show 2024, chicago private yacht rentals for pleasure or business.

We coined the phrase yacht rental Chicago style to help distinguish the yachting experiences we offer from a boat rental Chicago style. Our yacht rental Chicago style provides, for pleasure or business, a 68-foot luxury Chris Craft twin-engine motor yacht, Adeline’s Sea Moose, as opposed to a boat rental Chicago style on a smaller vessel.

Our yacht rental Chicago style and a boat rental Chicago style for intimacy.  Depending on how creative you are,  either a yacht rental Chicago style or a boat rental Chicago style may serve you well. However, for the most intimate of occasions, our yacht rental Chicago style aboard Adeline’s Sea Moose provides the luxury of a private 68-foot yacht and pampering by her crew, where boat rental Chicago style may not.

(224) 601-0220

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Adeline’s Sea Moose is a well-appointed 68-foot luxury Chris Craft 45-passenger Coast Guard-certified twin-engine yacht located at J-Dock Burnham Harbor Chicago . East of Lake Shore Drive at the end of Waldron Drive. The first dock north of the Harbormaster’s office.

Directions Docking Address J-Dock Burnham Harbor 1559 South Lake Shore Drive Chicago , IL 60605

Office Address Chicago Private Yacht Rental, Inc 4751 West Touhy Avenue Suite 101 Lincolnwood, IL 60712

Yachting in Chicago, IL

Yachting in Chicago, IL

Whether you want to cruise the Chicago River or go out into Lake Michigan and tie up at the Playpen, the Windy City is one of the most popular American cities for summer day charters. Don’t forget to book early for busy weekends and every Wednesday and Saturday for the Navy Pier fireworks!

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60' Sea Ray

60 Sea Ray luxury charter yacht - 31st Street Harbor, Chicago, IL, USA

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55' Prestige

Why charter a yacht in chicago, il, .css-1uazooj{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;width:100%;outline:2px solid transparent;outline-offset:2px;transition-property:var(--chakra-transition-property-common);transition-duration:var(--chakra-transition-duration-normal);font-size:1rem;-webkit-padding-start:var(--chakra-space-4);padding-inline-start:var(--chakra-space-4);-webkit-padding-end:var(--chakra-space-4);padding-inline-end:var(--chakra-space-4);padding-top:var(--chakra-space-2);padding-bottom:var(--chakra-space-2);padding:10px 16px;}.css-1uazooj:focus-visible,.css-1uazooj[data-focus-visible]{box-shadow:var(--chakra-shadows-outline);}.css-1uazooj:hover,.css-1uazooj[data-hover]{background:var(--chakra-colors-blackalpha-50);}.css-1uazooj[disabled],.css-1uazooj[aria-disabled=true],.css-1uazooj[data-disabled]{opacity:0.4;cursor:not-allowed;} .css-1pkhz46{font-size:var(--chakra-fontsizes-sm);font-weight:600;-webkit-flex:1;-ms-flex:1;flex:1;text-align:left;} how do i book a yacht on yachtlife .css-g5ledl{width:1em;height:1em;display:inline-block;line-height:1em;-webkit-flex-shrink:0;-ms-flex-negative:0;flex-shrink:0;color:currentcolor;vertical-align:middle;font-size:8px;}, when is my payment collected is it refundable.

Once you confirm your reservation, your broker will process your payment.

  • If you are booking for a single day and your reservation is confirmed more than 7 days in advance, a deposit of either $1,000 USD or 50% of the total cost of the reservation (whichever is greater) is processed immediately in order to hold the yacht. Once your embarkation date is 7 days away, the remainder of the amount due is processed.
  • If you are booking for a single day and your reservation is made 7 days or less in advance, the total price of your reservation is processed immediately.
  • If you are booking for a multi-day charter and your reservation is confirmed more than 30 days in advance, a deposit of 50% of the cost of the yacht is processed immediately in order to hold the yacht. Once your embarkation date is 30 days away, the other 50% is collected for the price of the yacht, plus the APA, plus the taxes due.

Terms of refunds are dictated by the Charter Agreement. Generally, once a payment is collected, it is non-refundable. In certain circumstances, as dictated by the Charter Agreement, credits can be provided so you will be able to enjoy your yacht charter at a future date that is convenient for you.

Why is there a 3% credit card convenience charge?

Are my payment details saved on the app, what if your servers get hacked is my payment information really safe.

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Experience top Chicago boat rentals with Knot My Boat Charters. Explore our fleet of 17 iconic yachts offering affordable and luxury boating options perfect for hosting unforgettable events and celebrations on Lake Michigan.

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biggest yacht in chicago

View Yachts

Our yachts offer the ultimate comfort and entertainment for river cruises, fireworks, and fun days out on the water. Ranging from 33' sport cruisers to luxurious 70' yacht, each vessels comes with a premium bluetooth sound system, kitchen, restroom, and cooler on board.

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33' Rinker Fiesta Vee

Rates start at $200/hr.

  • 12 Passengers + 1 Charterer
  • Includes cooler, kitchenette, and bathroom
  • Sport Cruiser - modern and affordable

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37' Rinker Fiesta Vee

Rates start at $250/hr.

  • Larger Sport Cruiser - modern and affordable

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34' Rinker Fiesta Vee

Rates start at $225/hr.

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37' Sea Ray Sundancer

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50' Sea Ray Sundancer

Rates start at $265/hr.

  • Cooler, kitchen, 1.5 staterooms, and 1 bathroom
  • Premium Cruiser - great for parties!

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46' Sea Ray Express

Rates start at $300/hr.

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70' Sea Ray Sun Sport

Rates start at $400/hr.

  • Cooler, kitchen, 3 staterooms, and 3 bathrooms
  • Luxe Yacht - spacious & luxurious

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56' Sea Ray Sundancer

Rates start at $375/hr.

  • Cooler, kitchen, 2 staterooms, and 2 bathrooms

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55' Sea Ray Sundancer

Rates start at $350/hr.

Please Note: Charter rates cover taxes, cleaning, and fuel. Captain and crew are not included but can be hired from our approved list or arranged independently by the client.

*Guests may select any duration with a minimum of 3 hours on weekdays (Mon-Fri).

**Guests may select from three available weekend time frames (Sat & Sun): 10AM-2PM, 2:45PM-6:45PM, or 7:30PM-11:30PM.

biggest yacht in chicago

Celebrate the summer season with fireworks illuminating the sky at Navy Pier, starting from Memorial Day Weekend until Labor Day Weekend . Craft your ideal summer evening on a private charter, filled with excitement, picturesque sunsets, and the dazzling spectacle of fireworks over Navy Pier.

Wednesdays - 9:00 pm saturdays - 10:00 pm, due to high demand and limited availability, we suggest booking as far in advance as possible for the following holidays:, 4th of july weekend, chicago scene boat party, chicago air & water show.

biggest yacht in chicago

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(312) 971-0971

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Dock Address

3155 S Lake Shore Drive Chicago IL 60616

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Corporate Office

350 N La Salle St #420 Chicago, IL 60654

The information on this website is for general information purposes only. Nothing on this site should be taken as professional advice for any situation. By using this website you agree to our privacy policy, terms & conditions, and cancellations policy.

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Home » North America » USA » 7 EPIC Boat Rentals in Chicago

7 EPIC Boat Rentals in Chicago

The city of Chicago is affectionately known as the ‘Windy City’, though let us tell you that it’s got more going for it than a strong breeze. That breeze though is PERFECT for sailing!

Did you know that Chicago is a great place to hire a boat and get out on the water? Chicago may not be near the sea, but the enormous Lake Michigan is so gorgeous it could rival some of the top tropical destinations in the U.S. And during summertime, Lake Michigan really comes into its own.

Life in the city can be crazy, so renting a boat in Chicago is a sweet way to experience something far different from the ordinary city-break vacation.

You can sail around the ocean-like lake, cruise up and down the Chicago River, or drop your anchor in the Play Pen (Chicago’s wharf dedicated to party boats). For party-lovers, if you drop an anchor here you’ll be sure to have a good time.

Whether you’re travelling with family, friends, as a couple, or with colleagues. Getting out on a boat is, without a doubt, one of the best ways to soak up the atmosphere of the city.

But if you’ve never experienced a boat rental in Chicago before, you might be wondering how does one go about this. Well, dear friends, that’s what this guide is for! Read on to be enlightened.

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Top 3 Yacht Rentals & Boat Charter in Chicago

How to rent a boat in chicago , why rent a boat in chicago, yacht charters in chicago, things to do on a boat in chicago, final thoughts.

36 Foot Sailboat Chicago

36 Foot Sailboat

  • > 6 Passengers
  • > Captained
  • > Budget-friendly 

Luxurious Italian Yacht Chicago

Luxurious Italian Yacht

  • > 12 Passengers
  • > Classy Italian Yacht

Two Story Yacht Chicago

Two Story Yacht

  • > 12 passengers
  • > Captained or Bareboat
  • > Two story yacht

Chicago Illinois

It’s all well and good to say that you should rent a boat when staying in Chicago , but how does one find a boat?

Introducing, Sailo .

Sailo is an app/website where verified boat owners can list their boats to rent, not just in Chicago, but all over the world. People who are interested in renting a boat can easily browse through the options in their destination of choice, pick their vessel, and send a message to the owner, and boom, you got yourself a boat buddy! It’s like the Airbnb of boats. 

You can apply filters to your search to choose the perfect vessel for your adventure. Each listing provides detailed information about the boat, the extra services on offer and any additional costs they may incur. There are also customer reviews so you can make an informed choice about what to hire, which for anyone looking to hire a boat for the first time will agree that reading other traveller’s feedback relieves a lot of anxiety.

boatlife-sailo-plug-banner

So why should you rent a boat or yacht in Chicago? Why the heck not, we say!

It’s a fun way to celebrate a special occasion, bond with your family, or even tick your first sailing trip off the ol’ bucket list. 

It may not be the Caribbean, but the lakeside beaches of Chicago still boast a tropical vibe and are the place to be during the warmer months. If we compared a picture of people enjoying a boat rental in Miami and Chicago, you would probably have a hard time telling the difference (though admittedly the water temp is a little different).

This is especially epic when you consider Chicago is over 2,500km from an ocean!

When you rent a boat in Chicago, you have the chance to admire the natural beauty and architecture of the city from the water. Even if the weather is cool, it’s still an awesome and unique way to experience Chicago. 

There are options to charter a bareboat in Chicago, which means there’s no captain and you do the sailing yourself. For those with less experience with boats or who want to enjoy their holidays to the max, you can also hire a captain (and sometimes crew) for your trip. 

Once you’ve found your boat, simply check the weather and wind speed and be on your way!

Are you ready to cruise through our top picks? 

We’ve selected the seven best boat rentals in Chicago so you don’t have to. We get that there are a billion different ways to travel, so we chose with different travel styles and budgets in mind. 

So, without further ado, allow us to get stuck into our top picks. 

Best Yacht Rental for Families in Chicago – Two Story Yacht

Two Story Yacht Chicago

  • Two story yacht
  • 12 passengers
  • Captained or Bareboat

Fancy a bit of family bonding? Why not rent this two-story, 40-foot yacht and discover the waters around Chicago. There’s a bunch of places that are only accessible by water and the captain of this ship knows all the secrets. 

If you prefer to do it yourself, you can choose to rent this boat bareboat, which means you and the fam are captain and crew. This way you’ll have the freedom to set your own pace and visit the places you want. 

Now you don’t need a boating license to rent a bareboat in Chicago, but you do need some form of boating education certification approved by the National Association of State Boating Law Administrators (NASBLA). And of course, some experience of driving a boat.

On the boat itself, you could use the top floor for reading and tanning and the lower deck for setting the mood with music on the Bluetooth speakers. 

The cabin below has air conditioning if you need a moment to cool off, and there’s even a microwave and a fridge. If you wanna spend the night, it’s got a cabin for up to four people to sleep in. 

Pro tip: bring some extra inflatables with you so you can float in the water off the boat. It will make the chilly water of Lake Michigan a little gentler too. 

Epic Party Yacht Rental in Chicago – Sexy Party Yacht 

Sexy Party Yacht Chicago

  • Spacious deck
  • 12 Passengers

Remember how we told you about Chicago’s Play Pen? It’s the wharf dedicated to yachts dropping anchor and partying it up. On the weekends, you can find up to 50 boats and yachts living it up here. If you’ve ever watched a music video set on a fancy boat, it’s not so far off from what you should expect. 

Now imagine you rock up to the Play Pen on this sexy 60-foot yacht. Chances are, you and your mates have never looked better. 

The yacht has a massive wraparound sofa inside the yacht’s air-conditioned and window-lined cabin. Of course, it’s nice in there and all, but out on the spacious deck in the open air is the place to be. 

If you prefer to cruise around the Lake while you and your buddies get loose, this is a very good choice for that too. The ship comes captained, and some pretty flashy catering packages are available for you and your crew if you want to leave the food and drinks thing to the professionals. Overnight stays on the yacht can be organized, so your party needs no curfew. 

Over-the-Top Luxurious Yacht Rental in Chicago – Luxurious Italian Yacht

Luxurious Italian Yacht Chicago

  • Classy Italian Yacht

This beauty is a fresh arrival in Chicago after spending her early years enjoying the coastline of Italy. Let’s just say, she transports a whole lotta Italian class to Chicago and Lake Michigan. 

It’s a luxurious choice, but a great fit if you’re organizing a bachelor(ette) party, a special birthday, or a tie-up at the iconic Chicago Play Pen. It’s got a full kitchen, two bathrooms, two cabins for sleeping, and a powerful Bluetooth sound system. This charter comes captained, so all you and your team have to do is rock up and enjoy. 

You’ll feel like a million bucks cruising around on this yacht, and you’ll look it too. This luxury yacht is 66 feet of pure sexiness. Have you seen a picture of that deck? Imagine spending an afternoon lounging in the sunshine on there?  If you rent this yacht in Chicago, you’re going to look hot. It’s basically science. Pop the champagne on ice, darlings!

biggest yacht in chicago

Wanna know how to pack like a pro? Well for a start you need the right gear….

These are packing cubes for the globetrotters and compression sacks for the  real adventurers – these babies are a traveller’s best kept secret. They organise yo’ packing and minimise volume too so you can pack MORE.

Or, y’know… you can stick to just chucking it all in your backpack…

The Biggest Yacht Charter in Chicago – Giant Luxury Motor Yacht

Giant Luxury Motor Yacht Chicago

  • Awesome catering
  • 749 Passengers

Round up as many as 749 of your nearest and dearest for an intimate soiree on this stunning 111-foot motor yacht. 

We very well realize this giant yacht is out of the price range for most of us mortals, so we’re not going to pretend like this one doesn’t cost an arm and a leg. It’s expensive, but it is the biggest boat for rent in Chicago and a bloody nice one at that. Split between 749 people though and you got yourself a bargain!

This Chicago Yacht charter has three huge decks for everyone to spread out on. Everything is served to the highest quality imaginable – think three-course meals, specialty cocktails, and craft beer. You’ll even get a DJ and a dance floor thrown in to sweeten the deal.

Stuck on ideas for what kind of event you could throw on this bad boy? Allow us to help you out – get married, throw a bloody fancy birthday party, surprise your mum with a private cruise, organise a work team bonding day (don’t you just hate those professional development seminars? Well, not on a boat, you won’t). It’s your event, so get creative, folks! 

It’s an extravagant choice, but if you can, you should. 

The Most Affordable Boat Rental in Chicago – 36 Foot Sailboat

36 Foot Sailboat Chicago

  • Budget-friendly
  • 6 Passengers

This Catalina 36 foot sailboat is a great budget option for those keen to rent a boat in Chicago. Going for the budget option doesn’t mean you’re skipping out on the vibes with this sailboat. 

The boat features a comfy cabin if you want to chill out of the sun for a while. There is a large deck for sunbathing and taking in the scenery of the Great Lakes. There’s plenty of space for six people to spread out. Of course, if you want to ensure the great vibes, you’ll want a good sound system, and this baby has that too. 

The price of the rental includes a caption, crew service, and a bag of ice to keep the drinks cold. It’s got a sweet set up and it meets the needs of any budget traveler. What more could you want? Get your friends or family together – all aboard, me hearties!

Best Boat Tour in Chicago – Chicago Architecture Cruise

Chicago Architecture Cruise

  • From $44 per people
  • Commentary on the sites
  • Up to 15 Guests (per booking)

This river cruise is the way to deep dive into Chicago’s history and culture. Chicago is world-renowned for having unique architecture, and let us tell ya, it’s all the more impressive when viewed from the water.

It’s no coincidence that this waterside city offers cruises down the Chicago River to show off some of its best assets. This tour shows off the best views of the city skyline from the water, including peeks at the famous Navy Pier and Wrigley Building. 

You’ll get live commentary on what’s what in the city while you cruise along all three branches of the Chicago River.

Photography fans, be sure to bring your camera for gorgeous snaps of the city skyline from the river. 

Pro tip: Take the cruise at dusk and enjoy the sunset from the boat. If that time doesn’t work from your schedule, fear not. This tour runs 20 times per day, so there’s no excuse not to squeeze it into your Chicago itinerary . 

Booze Cruise Boat Rental in Chicago – Party Pontoon 

Party Pontoon Chicago

  • Cooler and ice provided
  • 20 Passengers

All aboard the party pontoon, my friends. It’s common knowledge that a booze cruise is one of the best ways to celebrate with your mates, why not do one in Chicago? You can hire this pontoon and throw a party on either Lake Michigan or the Chicago River. Bring your own booze and food and you can set yourself up for an awesome time on the water. 

This party pontoon comes captained, so you and your buddies won’t need to choose someone to skip the drinks and drive. A huge cooler and bags of ice are supplied, plus, there’s a 1200W Bluetooth sound system for you to connect your favorite tunes. There’s a bathroom onboard for when nature calls, which is particularly important if you’re getting stuck into the beverages (responsibly, of course). 

This is a great boat rental in Chicago if you want to get out on the water and party with your friends in a unique way.

Backpacking Chicago

  • Admire the city skyline and unique architecture from the Chicago River. River cruises run throughout the day and are a great way to learn more about the city and its gorgeous architecture.
  • Drinks on deck. Whether your style is beers on a party pontoon or champagne on a luxurious yacht, get out on the water and have a cold one.
  • Explore the Great Lake Michigan. Chicago alone has over 26 miles of scenic lakeside spaces, and some areas can only be explored from the water. 
  • Party at the Playpen. Remember how we told you Chicago has a dedicated area for boats to anchor and party it up? Don’t miss this spot for an awesome party.
  • Catch some sun. It may not be the tropics, but that doesn’t mean you can’t relax on deck and work on your tan. Be sure to protect your skin with sunscreen and insect repellent to fend off those pesky mozzies. 
  • Go on a dinner cruise. Wanna earn some brownie points with your lover? Plan a romantic date night for you and your boo on a dinner cruise in Chicago. You can take in the sparkly skyline of the city at sunset. You can either soak up the gorgeous view or stare lovingly into each others eyes. Sounds bloody nice either way, right?
  • Rent a stand-up paddleboard! Stand-up paddleboarding is not only a great workout, but it’s also a lot of fun. Be prepared to take a dip in the icy water. Anyone who has tried before knows you’re basically guaranteed to fall off at some point. 
  • Watch the fireworks. Chicago puts on a firework display every Wednesday and Saturday night at Navy Pier, and you can see the show from Fullerton Beach to Navy Pier. Imagine cruising by on a boat and watching the fireworks over the city skyline? 

There we have it, my friends. You came here for the best yacht and boat rentals in Chicago and those are our top picks. 

Whether you’re planning a unique activity on your trip to the city or want to explore the Great Lake Michigan on a sailboat, you should find something here to fit your needs and adventure-level. 

If you can’t find a vessel that floats your boat in our selection, you can browse through other listings on Sailo. Organizing a trip should be fun and easy. We hope planning your trip to Chicago is smooth sailing. 

Happy boating!

biggest yacht in chicago

And for transparency’s sake, please know that some of the links in our content are affiliate links . That means that if you book your accommodation, buy your gear, or sort your insurance through our link, we earn a small commission (at no extra cost to you). That said, we only link to the gear we trust and never recommend services we don’t believe are up to scratch. Again, thank you!

Aiden Freeborn

Aiden Freeborn

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2020 Sea Ray 40' Lock Leader

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Luxury 40' 2010 Multi Level Yacht. Hourly rate includes Captain fee!!!

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Double decker flybridge yacht

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Luxurious 45FT MAXUM w/ huge sunpad!

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The Spectacular SEA RAY 40 SUNDANCER - ICEMAN IV

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40 Foot Luxury Yacht Perfect for Your Party

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Luxury 54 Ft Yacht perfect for a day on the water

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As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

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Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for yacht rentals

Miami

Top yacht rentals reviews in Chicago, IL

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CHICAGO FIVE-0H! ...

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24 Passenger...

Troy was great with setting up the reservation and answering questions. Very easy communication. The captain and crew...

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Luxury 40' 2010...

Helpful, friendly, accommodating, prompt! Thanks for taking good care of my work team!

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Dan is an amazing boat owner! Our crew with Captain Jason, Ray Ray, and Laurie was absolutely the best. The boat is...

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Amazing time and experience. Our entire party was super happy with the quality and service. Dan is amazing, always...

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Great boat and crew, would book again!

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"Beautiful &...

Captain J and Captain Derek made our boating experience truly exceptional. They were professional, responded in a...

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We had a great time. It was perfect weather, the boat was very well maintained. Dan was responsive & very easy work...

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Better than advertised. First time going out in Chicago so a little skeptical and didn’t know what to expect. Captain...

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The Spectacular...

We had a very nice time. It was perfect weather, the boat was very well maintained. The owner was responsive and...

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Dan’s boat was exceptional and exceeded expectations! There was more than enough room for our group and the new...

Had an amazing time as a first timer. Captain Ray was our sailor, he’s awesome, great guy, I do recommend getting...

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grand rusalina superyacht american made usa

The 20 largest yachts built in the USA

With nearly 96,000 miles of coast teeming with ports and harbours, the United States has been a proud shipbuilding site for more than 250 years. In an Independence Day special, we take a look at the largest and finest yachts constructed across the pond...  

Builder : Swiftships Length : 91.4m Year : 1997

Originally launched by US yard Swiftships in 1997, the 91.4-metre explorer Voyager spent the first two decades of her life as a 63-metre supply ship called Candy Trader , used for commercial works. That all changed in 2016 when she arrived at Dania Cut in Florida to start a three-year conversion into an explorer yacht. When she emerged in 2019, blinking into the East Coast sunshine, Voyager became the largest conversion superyacht ever in the US. She features a bathing platform and helipad, while her five decks host a huge crew of over 70 members.

Builder : Derecktor Shipyards Length : 85.6m Year : 2010

Launched in time for the 2010 Fort Lauderdale International Boat Show from Bridgeport, Connecticut, the 85.6-metre superyacht  Aquila  (formerly Cakewalk ) is a full displacement, oceangoing superyacht with a steel hull and aluminium superstructure. Her refit in 2016 secured her the title of the largest yacht to be refitted in the UK and gave her the added 'wow' factor of a bespoke chandelier from Czech company Preciosa, comprised of more than 850 pieces of hand-blown glass. The chandelier is a staggering 11.2 metres long, cascading through four of Aquila ’s five decks.

SS Delphine

Builder: Great Lakes Ew Length: 78.6m Year: 1921

This motor yacht was a familiar sight around Detroit and Chicago in the 1920s. Automobile manufacturing mogul Horace Dodge named  SS Delphine   after his daughter and designed an unusual quadruple steam expansion engine for the vessel, which gave her an impressive top speed of 15 knots. During World War II she served as the flagship of Admiral King, the Commander-in-Chief of the US Fleet. Laid up in 1962, she was bought by the Seafarers International Union for use as a headquarters ship but fell into disrepair in the early 1990s. She was later acquired by a Singapore company which planned to convert her into a mini-cruise liner for Asian waters, but this sale fell through. Happily, she was purchased by a Belgian buyer, Ineke Bruynooghe, and a thorough restoration and conversion brought both the yacht and her original steam engines back to new condition.

Builder : Trinity Yachts Length : 73.8m Year : 2013

Built to ABS class in steel and aluminium, Cocoa Bean was launched in 2011 as the largest yacht to hit the water in North America at the time. Owned by the late Ali Ghandour, her name presumably refers to one of the Ghandour Company’s best-selling confectionaries - chocolate. In 2020, she emerged from a three-year refit courtesy of Astilleros de Mallorca with her upper deck brows extended, her mast restyled and a freshly-painted red bootstripe. Twin 2,575hp Caterpillar engines give her a range of 6,000 nautical miles and a top speed of 15.5 knots.

Builder : Delta Marine Length : 73.2m Year : 2006

Built in the Pacific Northwest, Laurel  has a steel hull and composite superstructure and is the fourth-largest yacht to be built in North America since the Great Depression. Her sun deck extends fore and aft of a central observation room, the forward part being a belvedere terrace and the aft offering a gym, spa pool and sunbathing. Tenders are stored on the lower deck and launched through doors to port and starboard. Another highlight is the diving room, which opens to a large bathing platform created by opening the stern door.

Builder : Delta Marine Length : 72.2m Year : 2016

Launched from Dakota Creek in September 2016, Albatross is the second-largest yacht from this American yard to date and has since only been used as a private vessel. She sports an exterior by Espen Oeino International and a Francois Zuretti interior with a volume of 2,066 GT. Equipped for exploring, she is capable of 7,400 nautical miles and is fitted with a helicopter landing pad and a large 13-metre beam tender garage. On deck, leisure highlights include an al fresco dining area accompanied by a chef station, a BBQ, oven and a raised eight-person Jacuzzi.

DSSV Pressure Drop

Builder : Tacoma Boat Building Length : 68.3m Year : 1985

The 68.3-metre DSSV Pressure Drop was described by owner and explorer Victor Vescovo as being "not a yacht, and not luxurious". Used as a support vessel for Vescovo's host of deep submersibles, the yacht was originally delivered in 1985. A full refit in 2015 courtesy of Stabbert Maritime saw DSSV Pressure Drop transformed into what it is today, able to accommodate 47 people – including 19 crew and 12 technical specialists. The yacht also features dry and wet science labs, full ocean-deep sonar and an 11.2-metre Triton 36000/2 submersible .

Builder : Bender Length : 67.1m Year : 1982

Described as a "sport utility" vessel by the yard that converted her, Global owes her rugged commercial appearance to her former life as an oil rig support vessel. Formerly known as Allure Shadow , she is half yacht and half toy carrier, offering six double guest cabins with balconies, a saloon, a dining room, a sky lounge with panoramic views opening to a forward observation deck, an eight-metre freshwater swimming pool, a cinema, a games room that also functions as a library and a full gymnasium complete with a spa. Her huge decks can carry, among other toys, a helicopter and its full logistical needs plus a large sport fishing vessel. If all that doesn't impress, Global also has the capacity to host events for 200 people.

Builder : Candies Shipbuilders Length : 67m Year : 1980

Explorer  has lived many lives, starting out as Clipper Cap Haitien and later being converted to a Shadow Marine vessel. In 2011, she had a major hull extension that brought her from 51.8 metres to her current length of 67 metres. The latest refit was undertaken in order to add an additional deck dedicated to the owner’s use, which comprises the owner’s cabin, private lounge, gym and spa. Other refit work included creating a movie theatre and upgrading all the audio-visual and IT systems. Moving the helipad also allowed the creation of a new open sun deck, providing ample entertaining spaces. An elevator was also installed to serve all decks.

Blue Shadow

Builder : Campbell Length : 66.8m Year : 1994

Blue S hadow is best known through her previous owner, HRH Prince Khaled bin Sultan of Saudi Arabia. A keen oceanographer, Prince Khaled made the yacht available for scientific purposes worldwide in support of the Living Oceans Foundation. The yacht carries Golden Eye , an amphibious 10-seater Cessna 208 with Wipair floats, as well as many special-purpose tenders, and offers a range of scientific laboratories and accommodation for up to 11 visiting scientists and pilots. Blue Shadow  was built in the USA by the now-defunct San Diego builder Campbell Industries to the design of Martin Francis and was refitted in 2006.

Builder : Delta Marine Length : 65.5m Year : 2013

Previously known as  Project Invader , Delta Marine's  Invictus is built with an ice-strengthened steel hull and a composite superstructure which was penned by  Delta Design . With such a long-distance cruising range of 7,000 nautical miles and features such as a pool on the sundeck, a theatre and a gym, this boat is designed to keep its guests entertained on long-haul voyages. She was officially delivered in Seattle, Washington to a North American client, but the key is her remarkable 1,945GT volume, which leaves ample space for an innovative layout.

Builder : Palmer Johnson Length : 64m Year : 2013

Lady M is Palmer Johnson's 64-metre flagship and is the largest all-aluminium boat ever built in the United States. Her narrow profile and characterful vertical bow are shared by her much smaller SportYacht sisters, which start at around the 36-metre mark. Outstanding features include a hot tub and large open teak decks that flow into contemporary beachy interiors, courtesy of Italian design house Nuvolari Lenard . Powered by twin diesel MTU engines, Lady M boasts a transatlantic range and top speeds of 28 knots.

Builder : Halter Length : 63.4m Year : 1978

Formerly known as Fierce Contender, this vintage expedition yacht's greatest claim to fame is a stint on the popular television show Deadliest Catch, where it was used as a crabbing vessel. S uRi has since undergone a series of refits after braving the treacherous seas around Alaska's Aleutian Islands. The most substantial was in 2011 at California-based Bay Ship & Yacht Co., which saw 11 metres added to her mid-body. Benefits of this extension included a larger al fresco dining area, sunning and shade areas. A glass-enclosed guest lounge in the existing lounge was also added, which can either be closed and fully climate-controlled or opened up for the indoor-outdoor effect on balmier nights. Following a 2016 refit, this 1,355GT displacement yacht now features new timeless interior décor by Krilloff & Associates .

Builder : Delta Marine Length : 62.8m Year : 2018

Built at the Seattle shipyard in 2018, this 63-metre superyacht is allegedly owned by US billionaire Jay Alix of Alix Partners. All exterior and interior stylings were completed in-house and Satori has since remained very resolutely out of the public eye. Interior photos and amenities have not been released, with exterior photos revealing a helipad on the sundeck, a spacious swim platform and a lateral-opening tender garage and balcony.

According to BOATPro , Satori seems to be spending July 4 cruising along Savusavu Bay in Fiji.

Mia Elise II

Builder : Trinity Yachts Length : 60.4m Year : 2012

With a length of 60.4 metres and a relatively small draft of 2.4 metres, Mia Elise II  is one of the largest yachts still capable of accessing shallow anchorages in the Bahamas and Caribbean. This 916GT yacht was designed by the yard’s in-house team and has a bright, airy interior owed to  Patrick Knowles . The full-beam upper deck houses a sky lounge, an office, a VIP cabin and the master suite forward with a private foredeck, meaning that owners can enjoy unimpeded, secluded ocean views.  Mia Elise II accommodates a total of 13 guests in a master, a VIP and five double cabins including four on the lower deck. 

Builder : Trinity Yachts Length : 59.7m Year : 2009

The first Trinity yacht designed by the Bannenberg and Rowell studio, Bacarella  began life at 55 metres and was extended to her current length mid-build. She features four very large guest cabins on her lower deck and a full-beam main deck master with a large his-and-hers en suite forward. Her 1,052GT volume gives Bacarella  a vast interior, offset by a dramatic interior palette of unusual materials and pale colours. Notably, Bacarella suffered some damage in 2017 after a helicopter crashed into her off the coast of Bergen, Norway. She was refitted most recently in 2020.

Grand Rusalina

Builder : Trinity Yachts Length : 59.6m Year : 2006

Damaged by fire during her construction in 2002 and subsequently rebuilt in Brisbane, Australia, Grand Rusalina (ex- Ulysses ) is a solidly-constructed explorer-type yacht capable of traversing the world’s oceans with ease and in the greatest of comfort. She can accommodate 14 guests and now has a range of 6,000 nautical miles, allegedly boasting upwards of 8,000 in her heyday. This self-sufficient superyacht is MCA compliant and able to stow a vast array of equipment, including several tenders, jet skis, an inflatable dock and pool and a helipad.

Builder : Palmer Johnson Length : 59.4m Year : 1998

Pearl  is the largest yacht to emerge from the Wisconsin-based shipyard and has since sailed under multiple owners (and names). She was launched as  La Baronessa  for a Singaporean owner and was renamed  Frequency  when acquired by a Turkish businessman with an interest in cell phones. She later became Shubra II  and was again renamed, this time becoming Pearl . Naval architecture is by New York-based Sparkman & Stephens , while her styling and interior design are by Italian design house Nuvolari Lenard .

Builder : Trinity Yachts Length : 58.8m Year : 2016

Launched in 2016, the 58.8-metre Imagine is hull number T062 in the Gulfport-based yard's impressive fleet. The exterior styling for this tri-deck motor yacht was created by long-time collaborator  Geoff Van Aller , with both the hull and superstructure built from aluminium to AB classification. Power comes from a pair of 3,386hp Caterpillar engines and her total interior volume is believed to be in excess of 800GT. The yacht also has a bonus cabin that doubles as a massage room – imagine that. 

Builder : C. Welding Length : 58.3m Year : 1950

This 58.3-metre motor yacht was built for American shipping and real estate tycoon Daniel K. Ludwig under the name Argo . Designed by John H. Wells , Hasabi II is a hardy vessel, with a maximum range of 5,300 nautical miles and exterior stylings that have been left relatively unchanged across her impressive 73-year tenure. She has not had a major refit since 2006. According to BOATPro , she was last sighted today at the Corfu Town Yacht Harbour in Greece.

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Relax and Float Away on Your Own Island  38 foot LOA

Chicago, IL

boating guide

In addition to the best offers we have for boat and yacht charters in Chicago, IL, see also options available for rent in these nearby locations:

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Rent a Luxury Yacht Charter in Chicago, IL with Sailo!

Choosing a luxury yacht rental in Chicago, IL? Enjoy the freedom of the open water on a private boat rental in Chicago, IL from Sailo. Rent a boat from a couple of hours to a full day, to really explore Illinois from Chicago. With a licensed captain driving your boat rental with, you’ll be able to relax and discover those hidden gems with your friends or family. Prefer to skipper your yacht rental? Use our advanced filters to find your perfect bareboat charter on Sailo!

Our premium selection of private boat rentals in Chicago, IL

There are currently 15 Sailo Chicago yacht charters waiting for you in Illinois. From a day trip on the water, to a week exploring (or more), it’s easy to find the perfect boat for you on Sailo. Our inventory includes boats for Chicago sailing waiting to take you away. You’ll find Chicago catamaran rentals and charters in Illinois. If you prefer boating in Illinois you’ll also have the choice of Chicago motor boat rentals for an unforgettable trip. Throw the party of the year in Illinois on the deck of your own party boat rental suitable for more than 13 guests: search the Chicago party boat rentals with Sailo and book the one for you.

How to find the perfect boat charter for Chicago for sailing?

Sailo has the most advanced filters to help you find the perfect boat charter in Chicago for an amazing experience on the water in Illinois. Start your search by choosing your start trip date, duration and number of guests. For a great day trip with your family or friends, you have the option to select 2, 4 hours or full day rentals. Depending on your preferences and budget, you may narrow your results by Chicago boat rental type and price range. The 'crew' filter allows you to check the boat rentals with the captain included in the price, skipper optional (paid as extra) or bareboats that you’ll captain yourself (boating resume required). Once you have laid your eyes on a boat you like in Illinois, click on it to read the description, reviews and see more pics. We also recommend using our direct 'Message Owner' feature that allows you to start a conversation with the boat representative to ask away everything you want to know before you submit a booking request.

How much does it cost to rent a yacht in Chicago for a day?

Whether you are looking to rent a yacht for a city sightseeing tour, a romantic sunset cruise or an active day on the water with your family or friends, we're confident you’ll find the best one for you on Sailo. The average starting price to charter a yacht in Chicago sailing is $1100. You can however find excellent affordable rentals from $250 and also elegant Chicago yacht charters that can go up to $6500 (service fee and mandatory extras not included).

Can I rent a boat in Chicago with a captain?

When you rent a Sailo boat rental in Chicago with captain, you set yourself and your guests for a relaxed, worry-free trip, with a professional skipper making sure that you all have an amazing experience on the water. Currently we offer 14 boat and yacht rentals with captain in Chicago for sailing.

Sustainable yachting tips

If you’re looking to explore our beautiful planet, a boat rental in Chicago is a great place to start. Explore coral reefs with your snorkel, discover hidden bays and islands and generally enjoy the view of nature. Remember, that sailing motto: 'Take only photos, leave only wake' (OK, so we paraphrased). To be a responsible sailor, remember:

  • Don’t disturb coral or sealife
  • Take your trash home (and don’t throw anything in the sea)
  • Respect the locals and their customs wherever you go

Read more about responsible boating.

Popular locations to rent a boat on the Midwest USA:

  • Rent a boat in Detroit
  • Cleveland yacht charters
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  • Rent a boat in Ohio
  • Traverse City boat rentals
  • St Clait Shores boat rental

Popular boat types among renters:

  • Party boat rental Detroit, Michigan
  • Cleveland sailboat rental
  • Party boat rental Cleveland, OH
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biggest yacht in chicago

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biggest yacht in chicago

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106Breaux   Bay

Twin   Detroit Diesel  16V92 2200 HP  Hours: 25 / 4577

Length:106’    Beam:22'    Displacement: 120 Tons

Location:Chicago, IL            See More »

38Sea Ray

Twin   MerCruiser  8.1 L MPI 310 HP  Hours: 916/ 902

Length:38’    Beam:13 ft    Displacement: 18,300 LBS

33Rinker

Twin   MerCruiser  6.2L MAG 320 HP  Hours: 525/ 525

Length:33’    Beam:11 ft 4 in    Displacement: 14,100 LBS

31Chaparral

Twin   MerCruiser  350 MAG 300 HP  Hours: 162/ 162

Length:31’    Beam:10 ft    Displacement: 10,600 LBS

22Savannah Boats

Single   Mercury    Hours: 1

Length:22’    Beam:8' 6"    

19Savannah

Single     Mercury 150 HP  Hours: 1

Length:19’    Beam:    

Location:Fox Lake, IL            See More »

Selling Your Boat Tips

Reprinted here with permission from "PassageMaker Magazine"

Why Use a Yacht Broker

The Right Broker: an essential part of the successful sale of your boat

70Azimutclick image to view Product Info

Twin   MTU  2300 HP  Hours: 2200/ 2200 Length:70’    Beam:18' 3"    Displacement: 108,000 lbs

Location:SOLD, MI                 See More »

59Marquisclick image to view Product Info

Twin   MTU  60 DDEC 1650 HP Length:59’    Beam:16 ft 6 in    Displacement: 62,861 lbs

Location:SOLD, IL                 See More »

54Sea Rayclick image to view Product Info

Twin   Caterpillar  3196 1320 HP  Hours: 2195/ 2207 Length:54’    Beam:15 ft 11 in    Displacement: 39,000 lbs

53Princessclick image to view Product Info

Twin   Volvo   D12-800 1600 HP  Hours: 1059/ 1067 Length:53’    Beam:14 ft 8 in    Displacement: 45327

48Fountainclick image to view Product Info

Other   Cummins  QSB 5.9  Hours: 540 Length:48’    Beam:12 ft    Displacement: 28000

47Postclick image to view Product Info

Twin   Detroit Diesel  6V92 625 HP  Hours: 785/ 785 Length:47’    Beam:15ft 9in    Displacement: 49,668

38SeaRayclick image to view Product Info

Twin   Mercury  7.4L (454) MPI 380 HP  Hours: 250/ 250 Length:38’    Beam:13ft    Displacement: 18300

32Sea Rayclick image to view Product Info

Twin   MerCruiser  350 MAG VDrive 600 HP  Hours: 117/ 117 Length:32’    Beam:11' 5"    Displacement: 13,200 LBS

Why Use a Professional Yacht Broker?

Boat transactions customarily represent large financial investments. It’s not unusual for transactions to exceed $100,000, and in some instances they may exceed $3,000,000. If you had a $100,000 income tax problem or a $100,000 legal question, would you attempt to handle it without experienced professional advice?

Considering the small upside cost and the large downside risk, it would be folly to consider a transaction in yacht brokerage without the professional assistance of a qualified Yacht Broker. Jeff Pierce at Windy City Yachts is dedicated to providing skilled professional advice to the Chicago Boating Community.

Whether you are buying or selling, WCYB’s Buyers Checklist » provides valuable guidance to a successful outcome.

The Chicago Yacht Broker

Chicago’s Yacht Broker

Windy City Yacht Brokerage LLC is owned and operated by Jeff Pierce, CPYB(see below for explanation) since 2004. Not only is Jeff a Yacht Broker, he is also a boater himself, having totally restored a 1986 52' Jefferson. Windy City Yachts uses standard Yacht Broker Association of America contracts, used by hundreds of other brokers so you know everything is being conducted in an ethical manner. Whether you are buying or selling a boat, Jeff makes certain that it is an easy and satisfying experience.

* What does the CPYB (Certified Professional Yacht Broker) designation mean?

  • A yacht broker who has passed a rigorous 3 hour exam.
  • A yacht broker who follows the Code of Ethics from the National Yacht Brokers Certification Program.
  • A yacht broker who has completed the necessary continuing education requirements to maintain membership.

There are only 5 CPYB yacht brokers on Lake Michigan from Milwaukee to Saugatuck.

Weber Yachts

Yachts for Sale in Chicago

Buy or sell new and used boats in chicago.

Are you looking for yachts for sale in Chicago, Illinois? For many people, buying a new, used, or pre-owned yacht is one of the largest purchasing decisions they’ll ever make. With thousands of boats listed for sale, finding the perfect boat can be a daunting task. It takes time, knowledge, expertise, and patience to sort through all of the available options.

Chicago is located along the shores of Lake Michigan, making it a popular destination for boating enthusiasts. There are several marinas offering a range of options for both experienced boaters and those who are new to the activity. The city’s waterways offer beautiful views and a unique way to explore the city.

Weber Yachts was created to be the Premier Yacht Brokerage in Chicago, Illinois. Our team of full-time, dedicated brokers have extensive experience helping new and repeat owners sort through the challenges and excitement of buying a new, used, or pre-owned boat or yacht. Our company philosophy has always been to put our client’s needs first, and this has served us well as we are nearing 1,000 satisfied customers.

The most frequent yachts for sale in Chicago are Sea Ray, Tiara, Viking, Hatteras, Carver, Cruisers, Marquis, Azimut, Princess, Sunseeker, and Galeon to name a few. If you’d like to reach out to a Weber Yachts broker near you, contact us to get started! We’d love to hear from you.

Featured Listings

View all listings, 2022 cruisers yachts 46 cantius.

Kenosha, WI, US

2020 Front Runner 39 Center Console

Ft. Myers, FL, US

2018 Invincible 40 Catamaran

Palm Beach, FL, US

2017 Tiara Yachts 53 Coupe

Sturgeon Bay, WI, US

2015 Tiara Yachts 50 Flybridge

Chicago yacht broker, chris weber, 815-262-4024, [email protected].

Chris Weber is the founder of Weber Yachts who has a lifelong fascination for boats, planes, cars, and anything else with an engine. Not one to sit still, Chris is an Advanced Open Water SCUBA diver, FAA Licensed Private Pilot with Instrument, Multi Engine and EMB-500 Type ratings. When he isn’t on a boat or plane, he can usually be found tinkering in his garage, reading leadership books, or enjoying time with his wife and two young daughters. Chris is passionate about making our customers our friends, cultivating deep relationships, and equipping the Weber Yachts team to succeed.

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A look at the most expensive superyachts at the Palm Beach yacht show and their insane features, from basketball courts on deck to ice baths and saunas

  • The Palm Beach International Boat Show kicks off later this week.
  • Eight megayachts are expected to be on display for would-be buyers and charter customers.
  • These are the show's biggest yachts — and how many millions of dollars they are going for.

Insider Today

The Palm Beach International Boat Show — the yacht world's flashiest event stateside — is returning this year with over 800 boats for both deep-pocketed potential owners and window shoppers to peruse.

While it's impossible to know what exactly will be on display until the show begins on Thursday, it's expected that eight megayachts — generally defined as ships over 60 meters long — will be docked at the show and at nearby marinas like the Rybovich Marina in the ritzy Florida town.

Some of these are for sale at eye-popping prices, but others are available to if in case you fancy living like a billionaire for a week or two this summer (and if you have six figures to spare on a vacation).

These are the eight biggest yachts that will be at the Palm Beach International Boat Show and nearby marinas, in size order.

Nero: 90.1 meters

Price: From $497,000 a week (charter) Standout features: Pizza ovens, beauty salon, massage room, resistance pool

Reportedly owned by Irish billionaire Denis O'Brien, Nero is modeled after J.P. Morgan's 1930s ship , and was built in 2007 and updated in 2021.

She now boasts a gym on her sundeck with multiple cardio machines and a beauty salon, and has an on-board beautician for manicure, pedicure, hair, and massage needs. There's also an upgraded movie theater, two new pizza ovens, and both a pool and a jacuzzi.

For those who want to go overboard, she has more than a dozen toys, including a waterslide, Jet Ski, and flyboard.

Victorious: 85 meters

Price: From $876,600 a week in the summer and $950,000 a week in the winter Standout features: Hammam (Turkish bath), wine cellar, wood-burning fireplace, children's playroom

Victorious brings a party vibe to the yacht show. With a beach club on board, a wine cellar, a cigar clubroom , multiple bars, and a lounge with a piano, the vessel is made for entertaining. Plus, there's a playroom and movie theater to entertain the kids.

For tamer charter clients, Victorious has a suite of wellness features such as a gym, massage room, beauty salon and hammam, or Turkish bath — perhaps a custom request of her owner, Turkish businessman Vural Ak.

She also boasts a treasure trove of water toys, including Jet Skis, jetsurfs, inflatable kayaks, and scuba equipment.

Casino Royale: 72 meters

Price: TBD Special Features: Infinity pool, helipad, private jacuzzi

Purchased and refitted by car dealer magnate John Staluppi last year, Casino Royale is the latest of his James Bond-inspired yachts (he's also owned an Octopussy and a Skyfall, among others).

Casino Royale has a helipad that turns into a dancefloor, an infinity pool, and a wellness center with a gym and sauna. The owner's cabin has its own deck, which features a private bar and jacuzzi.

Related stories

However, the boat's price isn't listed, and while she's not necessarily officially for sale, that might change depending on who's prepared to buy, Mr. Bond.

Talisman C: 70.6 meters

Price: $60 million (or from $567,000 a week to charter) Special features: Massage and beauty room, private library

Likely the largest yacht for sale (not just charter) at the show, the Talisman C is a 2011 six-bedroom boat. The owner's cabin comes with an en suite bathroom, dressing room, private library, and crystal chandeliers.

Amenities include a gym, a beauty room, oversized jacuzzi, and a fully equipped bar. Her crew of 19 includes a trained masseuse, and the toy room comes equipped with a wakeboard, eFoil , and WaveRunners.

Joy: 70 meters

Price: From $650,000 a week Special features: Disco club, basketball court, onboard fitness instructor

Superyacht Joy testifies to the fact that owners want as many on-board experiences as they can get.

There's an expansive suite of fitness features, including a basketball court (don't shoot that hoop too hard!), a personal trainer on staff, boxing equipment, and a handful of machines. For post-workout winddowns, there's a spa with a steam room and onboard masseuse. And for entertainment, there's both an outdoor and indoor cinema, and a disco club.

Triumph: 65.4 meters

Price: From $707,600 a week in the summer and $650,000 a week in the winter Special features: Sauna, helipad, banana boat

This 2021 superyacht is named after Triumph motorcycles — a reported favorite of her rumored owner, British businessman Chris Dawson — and even has one on display as an art piece in the upper deck's lounge. The primary suite is 1,400 square feet and has its own study , and there's a sauna, an indoor-outdoor gym, a helipad, and a massage room spread among her six decks.

She boasts an "armada of water toys," including two kinds of Jet Skis, electric water bikes, and a banana boat.

Seanna: 64.5 meters

Price: $54,000,000 (or from $462,000 a week to charter) Special features: marble foyer, movie room, sundeck pool

The recently refurbished Seanna is available for sale and charter.

Her indoor-outdoor gym is on sea level so that passengers can take a dip after a session with the onboard personal trainer. There's also a sundeck pool, a helipad, a two-room massage facility, and, for the more cerebral guests, a library with an electric fireplace.

There are a number of toys on board, including a popular water trampoline and two WaveRunners.

Come Together: 60 meters

Price: $65,000,000 Special Features: DJ and videographer on board, ice bath, sauna

Next-to-new yacht Come Together is looking for a new owner after doing charters during the 2023 season.

The Beatles' influence is evident beyond the yacht's name, with guitars dotting the sky lounge and a crewmember who doubles as a DJ. There's also an outdoor cinema and bar for entertainment and an ice bath and sauna for the day after the party. The owner's suite has a private study and lounge, and each guest cabin has its own ensuite.

The sale includes a number of toys, like Jet Skis, kayaks, and Seabobs.

Watch: Inside the world's biggest cruise ship that just set sail

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