sailboat rental chicago il

Choose Windy City Sailing for your Chicago Sailboat Charter

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LUXURY ACCOMODATIONS

Our sailing yachts accommodate 1 to 10 people. We offer charters with captain and crew for groups up to six (6) or a bareboat charter for groups up to ten (10) with a USCG Licensed Captain paid separately. With up-to-date amenities and two bathrooms onboard, we assure the comfort of all our guests.

CUSTOMIZED CHICAGO SAILING CRUISES

All private Chicago sailboat charters depart and return according to your schedule. All Chicago sailboat cruises have three-hour minimums. Charter extensions are available upon request. Yes, we encourage you to bring food and refreshments, including alcoholic beverages.

Our yachts are professionally maintained and equipped.  In addition, we certify, train and employ United States Coast Guard Captains with over 20 years of experience. Because of this, rest assured that you are in excellent hands.  Also, all of our captains are enrolled in USCG mandated drug screening programs.

CONVENIENCE

The yachts are at the North End of Belmont Harbor, just east of Wrigley Field—or 15 minutes from the Chicago Downtown area. Windy City Sailing is easily accessible via Uber, Lyft, taxis, and bicycles. Also, parking is available via the City of Chicago. Gift certificates are available for all Chicago sailboat cruises and bareboat charters. We confirm reservations with a 50% deposit, fully refundable with a seven-day notice. Gratuity is at your discretion (we recommend 20% to our outstanding crew).

SPECIAL EVENT YACHT CHARTERS

4th of July Sailing Charter

​ Each year, the Fourth of July Sailing Charter gives the citizens of Chicago the chance to witness some of the nation's most spectacular firework displays from the comfort of a boat. The tour has become increasingly popular and is one of the highest rated Independence Day activities.

Chicago Air Show Charter

​ Chicago Air and Water Show is a remarkable event that has long been captivating city dwellers. By taking a sailboat charter from us, you can experience the show from the lakefront. You won't need to fight the crowds for the best view, as you will be luxuriating on your yacht with an unparalleled outlook of the show.

Navy Pier Firework Charter

​ During summer, the Navy Pier gives us breathtaking firework shows. For an unforgettable experience, there is no better way to appreciate these amazing visuals than to charter a yacht . Our dedicated captains and crew members make sure that all your needs are taken care of, so you don’t have to worry about anything else. With our exclusive amenities, it is not even worth considering any other way to view these displays.

Book Your Chicago Sailing Trip Now

WITH WINDY CITY SAILING

We know you will have questions about sailing charters, so feel free to reach out via phone or email.

Please contact Edwina at 773.868.0096 or  [email protected]  for details and pricing.

Frequently Asked Questions

Have you ever wanted to sail but were unsure what it would cost to charter a private yacht? If so, Windy City Sailing is here to help with all your sailing–related questions. We have made things easy to find by categorizing our questions, and if there’s anything you can’t find, feel free to reach out. Our knowledgeable staff is here to answer all your questions about sailing along the wonderful Chicago Lakeside. From planning the perfect corporate outing for out-of-town guests to helping you witness the incredible  4th of July fireworks , we have it all covered!

Review our  FAQ

Preferred Partners

Preferred Partners are the resources we depend on to deliver the highest quality service to our guests. We value them and appreciate their services.

WHAT OUR CUSTOMERS SAY

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ON A BOAT SAILING

Chicago cruises & charters, 2024 sailboat rental bookings now open, playpen rentals, chicago skyline cruises, navy fireworks cruises, custom charters.

Chill in Lake Michigan with a floatie, practice diving, lounge on deck with your favorite drink. The choice is all yours.

Your favorite people, tunes, drinks & snacks! Ride the wind with incomparable views of Chicago's renowned skyline.

Get the best possible seats for the Navy Pier Fireworks! Every Wednesday & Saturday night from Memorial Day to Labor Day.

 Photoshoots, engagements, bachelorette parties - your special occasion will create unforgettable memories from the decks of our 37' sailboat.

On A Boat Sailing offers a variety of  skyline sightseeing tours , sailing charters,  playpen float parties  & customizable cruises on Chicago's famous lakefront. Our focus is on curated experiences for small groups of 2-10 passengers that prefer the flexibility of a captain-included, private rental as opposed to the lower cost, crowded approach of large operators. Open bookings are Wednesday, Friday, Saturday & Sunday from Memorial Day weekend to mid-October with multiple departures daily from Monroe Harbor. Please visit our cruises page to learn more. Chicago is a wonderful place to combine the thrill of sailing with views of a world class skyline. Simply sit back & enjoy the ride. We'll take care of the rest.

Captain Greg & First Mate Cait

Chicago’s Premier Private Yacht Charter

Weddings. Corporate Outings. Parties.

Welcome to Anita Dee Yacht Charters

For over fifty years, Anita Dee Yacht Charters has specialized in fully customizable events aboard our two private and exclusive luxury yacht venues. Every detail about your event is completely customizable to meet your vision. With the help of our event coordinating staff, not one detail will be overlooked when you treat your guests to the stunning Chicago skyline setting aboard the Anita Dee I or the Anita Dee II .

Onboard our customized boat cruise, you and your guests can enjoy state-of-the-art entertainment and gourmet food as your party sails past Chicago’s majestic skyline. Our gorgeous yachts, our customized experience, and our attention to every detail are sure to leave a lasting impression.

Contact our office today at (312) 379-3191 to learn more about how we can help you.

Why Choose Anita Dee Yacht Charters?

In addition, Anita Dee Yacht Charters has hand-picked some of Chicago’s best catering services to provide gourmet food from a menu that you select. Both of our luxury vessels are fully equipped with a full-service galley and top of the line entertainment systems to help create the perfect event. The possibilities are endless while onboard one of Anita Dee Yacht Charters’s private boat cruises. Let us help you create a truly spectacular event! Contact us today at (312) 379-3191 to begin planning your adventure.

Anita Dee Yacht Charters Services

• Wedding Events : We can assist you in planning, preparing, and executing the finest wedding ceremony. Our luxury yachts can also host your wedding rehearsals, bridal showers, wedding receptions, and post-wedding brunches. Contact us today to set the wedding event of your dreams.
• Corporate Outings :  We offer private boat rentals for business luncheons, client appreciations, networking, product launches, and everything in between. With elegant décor and delicious cuisine, our boat cruises can ensure a successful corporate affair.
• Parties : Anita Dee Yacht Charters can offer a unique venue for private parties. We design and customize every detail of the private event to fit your vision. We can accommodate a wide variety of social events, including birthdays, reunions, and fundraisers.
• Special Events : We are the place to go for a personalized event that steps outside the norm. Imagine watching fireworks on the Fourth of July or the annual Air and Water show onboard on of our spacious luxury yacht rentals.

Book a private boat rental for your next event with Anita Dee Yacht Charters by calling (312) 379-3191 today.

Anita Dee Yacht Charters Catering

For many people, the most important and complex consideration when planning an event is the food that you serve to your guests. Our experienced staff will work with you to cater a menu to your exact specifications. Anita Dee Yacht Charters has taken the time to hand-pick some of Chicago’s finest catering services . You and your guests can enjoy five-star, award-winning cuisine that is guaranteed to dazzle your guests. Both of our vessels are fully stocked with fresh ingredients that can offer you endless cuisine possibilities. Please contact one of our catering services below to learn more about your options:

• Cater by Design : For over 30 years, we have dedicated our services to creating sophisticated and artistically displayed cuisine.
• Beyond Events Catering : We promise to make a lasting impression on every occasion. Our catering service has two decades of experience in providing the highest standard of catering service for our clients.
• Harry’s Catering and Events : With us, our clients are treated to award-winning five-course meals that will leave everyone wanting more.
• Blue Plate Catering : Our lavish dishes can be custom-tailored to match your expectations and budget.
• Food for Thought Catering Group : For over 35 years, our exceptional catering service has crafted dining experiences in Chicago’s most renowned venues.

Anita Dee Yacht Charters can also accommodate any licensed or insured catering service not listed here for an additional fee.

Anita Dee Yacht Charters Entertainment

If you’re looking to spice up your event, Anita Dee Yacht Charters can provide you and your guests a chance to dance the night away as your party sails past the historic Chicago skyline. In addition, our hospitality specialists can accomodate any insured entertainer not listed here for an additional fee.

Contact Anita Dee Yacht Charters

A luxury yacht rental is a splendid way to celebrate your marriage , host a corporate outing , or treat your guests to a once-in-a-lifetime party .

Our yachts can accommodate up to 400 guests, and we will work diligently to ensure your guests will never forget your event. To get a quote for a  private yacht event aboard one of our beautiful vessels, contact Anita Dee Yacht Charters at (312) 379-3191 or fill out the contact form .

• Vessel Vessel Anita Dee I Anita Dee II
• Type of Event
• Date of Event * MM slash DD slash YYYY
• Number of Guests
• How did you hear about us? *
• Questions/Comments

555-555-5555

[email protected]

CHICAGO RIVER CRUISE

Yacht rental, day or night, you can use part of your boat rental to cruise the chicago river., chicago river yacht rentals chicago, il.

Renting a yacht with Chicago Sailboat Charters and taking a river cruise down the Chicago River is an unparalleled experience. The moment you step onto one of our power boats, you're greeted by the inviting sun and your choice of music on our sound systems.

As you cruise down the river, you're treated with awe-inspiring views of Chicago's iconic skyline, which transforms into a dazzling display of city lights as the sun sets. The yacht's open, flexible floor plan is ideal for parties, ensuring everyone has plenty of space to relax and enjoy your experience.

One of the many highlights of this river cruise is docking at one of Chicago's riverside restaurants. Here, you can disembark for a quick bite or enjoy a refreshing drink, adding another delightful layer to your unforgettable yacht charter experience in Chicago. Reservations at the restaurant may be required, please talk to one of our conciereges for more information!

BOAT RENTALS

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MAILING ADDRESS

400 West Belmont Harbor Drive, Chicago, IL 60657

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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.

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Popular boat types among renters:

• Party boat rental Detroit, Michigan
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Boat Rental Chicago  

We'll show you the ropes!

PRIVATE YACHT & BOAT RENTALS For groups up to 13 passengers

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How to Plan your Boat Rental:

Book a boat.

You can book your Chicago boat rental online here . Start by selecting your date. You'll be able to select your boat and see capacity, rates and availability.

Captained Boat Rental

Shortly after you book you will receive a captain contact list of qualified captains who are familiar with our boats. We recommend budgeting $100/hr for the captain. See more info about hiring a captain for your boat cruise  here.

Prepare for your outing!

Refer to our FAQs here or reach out with any questions. Get ready to enjoy your power boat rental on Lake Michigan!

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The Best Boat Rentals in Chicago

Browse, book, and get out onto the water with local captains and boat owners., our favorite boat rentals in chicago.

4.9 (4,223 reviews)

• Boat Rentals

the United States

Captain Memo's 28 ft. Sea Ray in Chicago

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2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024

20 Passenger Captained Party & Event Boat in Chicago

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day

24 Passenger Captained Party & Event Boat in Chicago!

2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!

Suggested searches, types of boats popular in chicago.

From mid-size to mega yachts, these luxury boats are great for groups and celebrations

₽16,580-₽92,130

Set sail with these traditional wind-powered boats

₽11,060-₽40,540

Explore local waters with a boat rental dedicated to sightseeing and exploration

₽15,660-₽34,090

Perfect for casual cruising, sandbar stops, swimming, and parties

₽11,060-₽73,710

• Fishing Charters

Let a captain do the driving while you do the fishing

₽6,910-₽18,430

Fast, fun, and easy to operate, these are a guaranteed good time on the water

₽17,040-₽18,430

Fishing Boats

Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts

All the comforts of home out on the water, for multi-day boat trips

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Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago

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44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

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70' EXCLUSIVE Motor Yacht NEW to Chicago

46' Spacious Portofino Party Yacht in Chicago For Every Occasion

Sea Ray 38 Sundancer - Motor Yacht for Charter in Chicago, Illinois

Beautiful Burnham Harbor, CAPTAIN & FUEL INCLUDED

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Hop abroad the Malort Missile luxury 31' Formula - Perfect for the Playpen

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37' Carver in Chicago

40ft Formula 40 Performance Cruiser in Chicago

Recent reviews in chicago.

Okoye'

September, 2023

Memo is absolutely amazing! Please believe every great review left. He gives outstanding instructions as to where and how to find his boat. He had a cooler, floats, a large speaker- essentially everything we needed. My friends and I had a great time and will be back!

August, 2023

Captain Memo made this experience unforgettable, just like the name of his boat! He made sure we knew exactly where to meet him at the time of departure, supplied coolers and ice for us and had all the lake floats blown up and ready for us to relax in the lake. He is trustworthy and all around a great guy. Thank you Captain Memo for an unforgettable time!!

If you click out of Memo's page without booking, you're making a mistake! Memo was BEYOND anything my family could have imagined. Our group of 5 had one of the best times on his boat and he is the DEFINITION of hospitality. Memo is a GEM!!!!!!! BOOK WITH HIM!!!!!!

Couldn’t ask for a better cap to a first weekend experiencing Chicago. Captain Memo went out of his way to make the experience special, from making sure we always had a full drink in hand, to creating some Titanic-esque front of boat moments, to letting us take a turn at the helm. He even voluntarily let our time run long because we were all vibing to Frank Sinatra on the way back in to the docks. You will have a great time because he’s just a generally kind soul. Oh captain my captain!

We had an absolute blast with Captain Memo! He is the most accommodating and kind person and went above and beyond many times over to make our experience one of the best times we could ever imagine. We can’t recommend him highly enough! Thank you Captain Memo!

This was our first time on a boat all for ourselves. I planned to celebrate my fiancé s birthday on the boat. I wanted to cut the cake on the boat at the Playpen . Captain Memo was so accommodating and very easy to work with. He made the trip a memorable and fun experience. Overall definitely recommended. We will return back soon

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How To Book on Getmyboat

Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.

Inquire & Book

Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.

Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

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Frequently asked questions.

Renting a boat in Chicago starts at $100 an hour for a small powerboat and goes up to $800 an hour for a luxury motor yacht .

A smaller motor yacht rental will cost around $250 an hour, while a larger yacht can cost up to $700 an hour. When getting a quote, inquire if the captain’s fee and gas are included in the price.

While there are many options while boating in Chicago, here is a list of the most visited boating destinations and tours in Chicago.

• Chicago Architecture Tour
• Cruise The River
• Shoreline Tour

While boating season in Chicago can vary depending on the weather, it usually starts at the beginning of May and can extend through to October.

The Playpen is one of the most popular boating destinations in Chicago. It’s a protected area in front of Lake Shore Drive created by a breakwall in front of the water filtration plant. It’s the perfect destination for swimming, boat parties, and floating. Boaters stop here and tie-up with other boats for an on-the-water social affair. In fact, the Playpen hosts the largest annual boat party in all of Chicago, dubbed the Chicago Scene Boat Party.

The Chicago Scene Boat Party is an annual event held in the Playpen where hundreds of boats tie up for what is now the largest boat party on Lake Michigan . This event is usually held the last weekend of July, but boat rental reservations fill up months in advance. The Chicago Scene Boat Party was started in 2000 by Ted Widen, the publisher of the luxury lifestyle mag Chicago Scene.

Boats listed on Getmyboat offer boat rentals with or without a captain in Chicago. Before confirming your booking, you can always communicate with the boat owner through Getmyboat to ensure your captain and crew needs are met.

While Airbnb has a few boats or yachts that you can sleep in overnight at the marina, they do not allow you to go out on the boat. Getmyboat specializes in top-quality boat rentals and yacht charters in Chicago that allow you to leave the dock and experience the water. Don't just sleep on the boat, explore with the boat.

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XIII Charters Yacht Rentals in Chicago, IL

Rent one of our three beautiful yachts and cruise Lake Michigan!

About 13Charters.com...

The Sea Ray 39 Sundancer "Iceman"

The "Iceman" Yacht , rents for $400 per hour , up to 12 guests ( plus Captain's Fee, Fuel & Gratuity ). Captain's fee may range from $85-$100 per hour on non-premium dates.

The Sea Ray 38 Sundancer "Iceman II"

The "Iceman II" Yacht, rents for $400 per hour, up to 12 guests ( plus Captain's Fee, Fuel & Gratuity ). Captain's fee may range from $85-$100 per hour on non-premium dates.

The Sea Ray 38 Sundancer "Iceman III"

The "Iceman III Yacht" , rents for $400 per hour , up to 12 guests ( plus Captain's Fee, Fuel & Gratuity ). Captain's fee may range from $85-$100 per hour on non-premium dates.

Sail the lakefront aboard one of our FOUR Sea Ray Sundancer yachts.  Relax and experience the THRILL , the SKYLINE , the PLAYPEN , public or private BEACHES. See the sights, see the sunsets, enjoy the fireworks or the Air and Water Show from your privately rented yacht on LAKE MICHIGAN.

You are allowed to bring food and drinks on your charter.  We'll have an empty cooler, refrigerator and freezer on the boat.  

Our Yacht Rental Policies

Payment required at the time of booking .

Cancellations: 80% Refunds - 7 days prior.

Hours of Operation: 10 AM - 11 PM

Custom Charters Available.

*Owner provides a list of USCG Licensed Captains to choose from for your yacht rental voyages.

We book half-day and full-day charters!

Based on US Coast Guard regulations, our boats can accommodate up to a maximum of 12 guests plus captain.  Upon booking, we provide a list of USCG licensed captains for you to choose from.  

Charters start at the agreed start time - For your benefit, please arrive 20 minutes early.  Parking is available and Uber is even easier.   You choose where to go and what to do!

Chicago's skyline is one of the best kept secrets.  It's another world viewing the city from the water on your own private charter.  You are the boss!  You work with YOUR USCG licensed captain on what you want your experience to be,

Sea Ray Sundancer

Enjoy the chicago boat party scene.

Send us a message with any comments, questions, or scheduling concerns. 

We will get back to you soon!

XIII Charters - Launches from 31st Street Harbor

3155 South Lake Shore Drive, Chicago, Illinois 60616, United States

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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.

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.

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

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

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

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

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

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

Bachelorette Bachelor Charters

Wedding Ceremony Charters

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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• Chicago Museum Campus
• Priceless private yacht dining and dinner parties

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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

You're the Captain

Chicago Boat Rental

The best view in the city.

Come experience the calm side of Chicago. Nautical Chicago Boat Rentals allows you to explore on your own terms. You are the Captain. Cruise, Fish, or Swim. Lake Michigan is yours. Our boats are carefully chosen to be easy to drive while still being a capable big water boat. Book your Chicago boat rental today and experience what the city has to offer on the Great Lake Michigan!

Lake Michigan Boat Rental

Looking for the best option to explore the lake on your own? We offer Lake Michigan boat rentals for you to start your adventure today! Explore Lake Michigan like never before – be your own captain, lead your own crew.

Chicago Boat Rentals

Nautical Chicago Boat Rentals has boats waiting for your adventure out onto Lake Michigan. Forget about the hassle of owning and maintaining a boat, rent one of ours! Trust only us when it comes to booking your Chicago Boat Rental.

Testimonials

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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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.

33' Rinker Fiesta Vee

Rates start at $200/hr.

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

37' Rinker Fiesta Vee

Rates start at $250/hr.

• Larger Sport Cruiser - modern and affordable

34' Rinker Fiesta Vee

Rates start at $225/hr.

37' Sea Ray Sundancer

50' Sea Ray Sundancer

Rates start at $265/hr.

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

46' Sea Ray Express

Rates start at $300/hr.

70' Sea Ray Sun Sport

Rates start at $400/hr.

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

56' Sea Ray Sundancer

Rates start at $375/hr.

• Cooler, kitchen, 2 staterooms, and 2 bathrooms

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.

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.

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Terms & Conditions

Weather & Cancellations

Frequently Asked Questions

(312) 971-0971

[email protected]

Dock Address

3155 S Lake Shore Drive Chicago IL 60616

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.

All Rights Reserved | Knot My Boat Charters, Chicago, IL

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How to rent a yacht in chicago, find the perfect boat.

Enter your desired location and date to explore our fleet of yachts.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Why Boatsetter?

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.

Get out on the water worry-free, knowing our insurance covers every boating trip

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

Top yacht rentals reviews in Chicago, IL

CHICAGO FIVE-0H! ...

24 Passenger...

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

Luxury 40' 2010...

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

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

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

Great boat and crew, would book again!

"Beautiful &...

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

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

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

The Spectacular...

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

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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