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We'll show you the ropes!

PRIVATE YACHT & BOAT RENTALS For groups up to 13 passengers

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private yacht rental chicago

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!


Luxury Yacht Chartering in Chicago

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Aspire Yacht Charters

Chicago's premier yacht experience.

Step aboard one of our luxury yachts and marvel at the view. We invite you to explore the spectacular Windy City skyline from the water. You will be captivated by our exclusive yacht and our carefully selected crew members. This is your opportunity to book Chicago’s premier luxury yacht rental service!

Luxury Amenities

Featuring spacious and luxurious lounges and suites with stunning views of Lake Michigan. We offer full service boating services including cleaning and maintenance, gourmet kitchens with high end appliances and entertainment systems.

Professional Crew

We specialize in entertaining clients, meeting with vendors and entertaining potential guests. Our crew will cater to your needs on board and we are happy to accommodate any request you may have!


Curate your yacht experience with catering, bar staff, private chefs and more. Customize your cruise package to make your event one to remember.

Amazing Views

Offering endless sightseeing opportunities! Whether you are looking to enjoy a private sunset cruise on Lake Michigan, hunt for that hard-to-find restaurant or simply relax with friends on your on the dock, Chicago has something to offer every type of guest.


For daily rentals, our luxury models, click the button below to view our vessel in, what people are saying, testimonials, 10 out of 10.

I have chartered many yachts before and I can honestly say that this yacht was one of the best experiences I've had. The crew was very attentive and took great care of us. The yacht itself was very clean and the amenities were wonderful. The food prepared for us was excellent. Overall I give it a 10 out of 10, a must do in Chicago!

Very Professional

I had an amazing experience working with the charter specialists at Aspire Yacht Charter. They streamlined the booking process for us and provided the best options for our private yacht charter in Chicago. I highly recommend!

Top Notch Service!

We had the best time on board. The service was top notch and the itinerary was customized to our needs. Our charter was a hit with all of our guests. They couldn't stop talking it. We will be chartering again next year.


What is the capacity of the yacht.

Our maximum passenger capacity is 12 people, excluding the captain and crew. Our passenger capacity is regulated for your safety on board. Capacities cannot be increased under any circumstances.

Are your vessels Coast Guard certified?

All of our boats are Coast Guard-certified. We maintain our fleet regularly to adhere to strict safety regulations and the latest COVID restrictions.

Hours of Operation

Mon - Sun, 9.00am until 9.00pm

Burnham Harbor, 1559 E Waldron Dr, Chicago, IL 60605

[email protected]

Luxury Yacht Charters - Chicago, IL


A unique chicagoland & lake michigan experience.

Call or Email For Rates & Availability


[email protected]

private yacht rental chicago


75' private yacht charter.

private yacht rental chicago


Established in 1986, Luxury Yacht Charters provides a top of the line experience with their family-owned personalization. With a number of yachts available for your pleasure, and more than 45 years experience in yachting, we will take you along the Chicago Skyline, or the Chicago River between high-rise buildings of the city—some of the most beautiful sites to see from Lake Michigan.

From simple and casual to elegant and sophisticated, our seventy-five foot (75’) yacht can accommodate whatever experience you desire. Enjoy a piece of Chicago’s paradise with us—we’ll take care of the rest.

Privately Owned 

Tailor-made excursions  , luxury yacht charters can take your chicagoland boating experience to the next level experience your tailor-made package today, lake michigan - chicago skyline.

Experience the one-of-a-kind Chicago Skyline from Lake Michigan, including the famous  Navy Pier  and popular museum campus of the  Adler Planetarium  and  Shedd Aquarium.

Chicago River

Take romance to a whole new level & experience the majesty of downtown's infamous architecture along the Chicago River. Plan dinner reservations at one of Chicago's top dining establishments on the riverside, or dine yacht-style on board.

FirstMerit Bank Pavilion - Northerly Island

Avoid the crowds and listen at your leisure! Luxury Yacht Charters offers private charters to Northery Island for a live listen to one of your favorite performers.

Rates & Details - p lease contact us for a formal quote on your custom package.

Booking your custom package can be overwhelming - we understand. Our Chicagoland-based staff can help prepare your package with you and your guests in mind. Please contact us to get more information about your custom yacht charter!

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private yacht rental chicago


“the whole trip went, without a hitch , you totally hit it just right for us” , “our honeymoon was magical, thanks to luxury yacht charter’s exquisite planning.”, - sara d. -, “thanks luxury yacht charters, we loved every second & would go back there in a heartbeat.”, - laura g. -.

private yacht rental chicago

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Thanks for subscribing! See you on the Lake!


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 .

captain's hats and champagne

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?

private yacht rental chicago

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

private yacht rental chicago

  • 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

private yacht rental chicago

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.

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

private yacht rental chicago

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

private yacht rental chicago

Choices Charters ​

private yacht rental chicago

Experience Chicago on the Water

Image by Carles Rabada

Choices Charters Luxury Yacht Rentals

Experience elegance at its finest. .

The Choices Charters invites you to cruise with us along the beautiful blue waters of Lake Michigan and the Chicago River. Join us for private trips, spectacular views and unforgettable memories on a private yacht of your dreams! We are here to give you the very best boating experience possible by exceeding your expectations. 



A private boat dinner is the epitome of romance and luxury combined into one perfect evening. Imagine dining on a private yacht with a perfectly painted Lake Michigan sunset as your backdrop, your favorite song playing in the background, and gourmet food prepared by our Signature Chef Kathryn’s Soul. Kathryn's Soul's Catering has a romantic all inclusive menu designed to suit your every taste and need, with the option to cater to special diets. Catering is sold separately.

private yacht rental chicago

Our Rental Experiences

Dockside Bed & Breaksfast

Dockside Bed & Breaksfast

Dockside Rental

Dockside Rental

Romantic Dinner Cruise for Two

Romantic Dinner Cruise for Two

Iconic Lakefront Cruise

Iconic Lakefront Cruise

Wednesday Morning Sunrise Retreat

Wednesday Morning Sunrise Retreat

Signature Dining Experience

Signature Dining Experience

Lake Michigan Sunset Cruise

Lake Michigan Sunset Cruise

Navy Pier Firework Cruise

Navy Pier Firework Cruise

Just Chill'n

Just Chill'n

Captain Ed is a US Coast Guard Certified, Licensed Captain. He is a Navy Veteran (Viet Nam Era). He has been boating for over 15 Years. His love for being on the water has led him to desiring that others experience the beauty and serenity of the Sea. Choices Charters is the result of Choice. Captain Ed strongly believes that “The Choices we make, dictate the lives that we lead.”  thus, the name of his boat and his desire to expose others to the beauty of the boating lifestyle.


Kathryn’s Soul

Kathryn Miles, chef and owner of Kathryn’s Soul. Her love for cooking and baking started at the very young age of 10. Her father noticed that she had a gift for cooking, so he began to encourage it.

In 2019, Kathryn decided to take a chance and pursue her passion. Kathryn’s Soul, a restaurant that offers quality comfort food made with love was born.


"The choices we make, dictate the lives that we lead."

From the city to the shore.





Every summer, I have the perfect  getaway on the Choices Charter! Sitting on the dockside is just enough for me to enjoy the Chicago Skyline and Lake Michigan.  


My first week in Chicago, I was able to set sail with my  friends for her birthday with Captain Ed. The combination of a relaxed atmosphere and impeccable service was perfect.



We had the best time with Choices Charters! Captain Ed was very  accommodating ! This was our  first  time on a private  yacht.   We highly recommend!


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