Thursday, July 11, 2024

Chicago Boat Rental With Captain

Our Premium Selection Of Private Boat Rentals In Chicago Il

Weekend Break: Chicago Boat Rentals

There are currently 15 Sailo Chicago yacht charters waiting for you in Illinois. From a day trip on the water, to a week exploring , its easy to find the perfect boat for you on Sailo. Our inventory includes boats for Chicago sailing waiting to take you away. Youll find Chicago catamaran rentals and charters in Illinois. If you prefer boating in Illinois youll 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.

Your Own Chicago Boat Rental With Captain

Hiring a talented party boat captain takes the guesswork out of maneuvering on the water. By putting the party boat under the supervision of a professional, guests get to focus exclusively on enjoying themselves. At Adelines Sea Moose, our unique Chicago boat rentals with captain services ensure that all security, protocols, and safety measures are under control. Theres nothing more rewarding than being in good hands, so enjoy the best of Lake Michigan yacht parties with our captain service that comes with all of our private boat rentals in Chicago.

Cruise The Scenic Chicago River

18 FT Smaller Pontoon

Enjoy cruising the beautiful Chicago River for two hours

Gas Powered, automatic. simple to drive. Bluetooth capabilities so you can enjoy your favorite music. BYOB and snacks welcome or we will be happy to cater to you.

22 FT Larger Pontoon

Enjoy cruising the beautiful Chicago River for 2 hours

The 22 ft pontoon has more space and a table for snacks and drinks. BYOB and food or allow us to cater so you have less to carry,

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How To Find The Perfect Boat Charter For Chicago 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 boat type and price range. The crew filter allows you to check the boat rentals with the captain included in the price, skipper optional or bareboats that youll captain yourself . 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.

The Best Views Of Chicagos Famous Architecture Can Only Be Seen From The River

6 Chicago Boat Rental Options to Get On the Water
And BBQ Pontoon helps you get there.

Rent with us and you can take a private, self-guided river cruise where youre the captain! No strangers tag along. Its just you, kicking back with some good friends, great food and awesome views! Cruises start at only $279 for two hours!

Fun for Families

A Chicago River cruise is an experience you and your family will never forget. Remember to take plenty of photos for your screensaver!

Perfect for Parties

Perfect for birthday parties, bachelor and bachelorette parties, holiday celebrations, graduations, out-of-town guests, or just an excuse to bring loved ones together.

Office Outings

Are you organizing a team-building event, entertaining clients, or trying to close the Jacobson account? You can achieve it all on a Chicago River cruise.

Someone Special

Sure, the boats will hold up to six people, but they also hold only two. Why not treat that special someone to a romantic river cruise?

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Luxury Yacht Rental Chicago Try Top Boat Charters In Chicago Il With Sailo

Choosing a luxury yacht rental in Chicago? Enjoy the freedom of the open water on a private boat charter 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, youll 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!

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Floatzillas Rule Boating In Chicago came up with Floatzilla 10 years ago and havent looked back. Our marketing was generating many small intimate groups from 13-25 guests with interest in being together. Our clients wanted to jump in the lake or go River bar hopping without the limitations larger boats would have. Turning these groups away just wasnt an Read more about Floatzillas Rule Boating in Chicago

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What Is The Playpen In Chicago

The Playpen is one of the most popular boating destinations in Chicago. Its a protected area in front of Lake Shore Drive created by a breakwall in front of the water filtration plant. Its 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.

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Lgtbq Couples N Groups Love Rentchicagoboatscom

Chicago Boat Rentals hosts different events on the water has had amazing LGBTQ clients rent Granny, Meemaw or Grandpa pontoon for a celebratory cruise with us. The latest was with our client JJ who booked in 2020 only to carry her booking over to 2021 to celebrate their LGBTQ marriage. Awesome, we love being apart of their experience. In 2020 and again Read more about LGTBQ Couples n Groups Love

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Fathers Day Boat Rental Lakefront Chill Cruise

Lake Michigan and Fathers Day, sounds like the perfect match with and a great Fathers Day Weekend. All of our pontoons were built by us to go on Lake Michigan when the water is right for their cruise. If clients / captains, stay within the break walls surrounding the Playpen and Monroe Harbor swim Read more about Fathers Day Boat Rental Lakefront Chill Cruise

Knot My Boat Charters

465 North Park / Website

Boasting itself as Chicagos #1 Yacht Rental, this luxury option offers some of the most impressive options in its catalog, including boats up to 50 feet long. Looking for something simple? This company offers 30-foot speedboats at about $225 an hour, perfect for a nice, cruising experience. With affordable prices and amenities to bring your own food and drinks, this is one of the primary rental options for a great day on the water.

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See What People Had To Say About Their Experience

Trevor was great and everything went super smoothly. He had ice and coolers ready for us, was very accomodating, and our group had a wonderful time. We couldn’t have asked for a better experience! Thank you .

Carla, September 2021

Paul, our captain, was the most kind, go-with-the flow guy. He dealt with our group taking 2397 pictures for my bachelorette party, took us to some cool locations for photos, and had lots of supplies on the boat for us . When I started to feel pretty queasy near the end of our trip, he got us out of the playpen quickly and back to the dock, where he serenaded our group with two songs on his guitar which were the cherry on top of the day. He made the experience truly amazing!!

Lauren, September 2021

Great time on the water today. Boat was clean and had everything we needed for a great day. Paul was a great captain with good communication about location and navigating the Burnham Harbor area. Would recommend to friends!

Kelsey, August 2021

Chicago Sailboat Charters: Now Offering Power Boat Rentals

Private Chicago Yacht Rentals

Chicago Sailboat Charters is happy to offer a Power Boat Rental. Some people prefer the sounds of an engine to the sounds of wind, and power boats can be the perfect summer time Lake Michigan party boat. Make it a crowd of up to 11 people, so you can enjoy the ample seating for 11 in the cockpit / party deck. There is a huge area for sunbathing on the bow. So after the party guests on board cool off in the lake, they can dry off on the bow under the seasons blue skies. And they will have no problem getting back on the vessel, since there is an easy access ladder for swimming on our 40 cruisers.

Look into our available ships. Experience the thrill of cruising on a sunny day, the spray coming off your wake as you steer away from the coast line and farther into the fresh water. Come out for a day of cruising, swimming, and taking in the sun. Or enjoy a night cruise instead. Coast along the skyline and down the river. On Wednesday and Saturday nights there are also fireworks displays by Navy Pier. These nights are between Memorial Day and Labor Day.


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Sign Up Now Sunday Fathers Day Special 3 Hr River Pontoon Rentals

When was the last time you took your dad out for a Sunday family holiday Pontoon Cruise with We invite everyone to book your Daddys Day Boat Time for our WONDERFUL 3 hour river only pontoon rental! Our location is at River City Marina 900 S. Wells, on Grey Dock, Downtown Chicago (next to Read more about SIGN UP NOW! Sunday, Fathers Day Special 3 hr River Pontoon Rentals

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 book a private yacht rental aboard one of our beautiful vessels, contact Anita Dee Yacht Charters at 379-3191 today.

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Chicago Boat Rental Large Group Tailgating Parties

Thanks to the unmatched passion of the fans, every Cubs game is an experience. Between the barbeques and celebrations, theres no denying the sense of unity at each event. Due to its strategic location outside Soldier Field, Dunham Harbor is the ideal place to beat the crowds. All guests get free lakefront parking, which takes the stress out of the festivities. Explore the many advantages of tailgating for the Cubs on a private yacht!

When boarding our Chicago party boat rentals, the possibilities are truly endless. Again if you are searching for Chicago boat rentals for parties, Adeline can host your very own Chicago boat rental with captain services that allows you to rent a yacht for a day too! We go the extra mile to treat our customers! The previously mentioned options only cover a fraction of what Adelines Sea Moose has to offer. Submit an inquiry form today to see whats possible for your private boat rental today!

Sail & Power Lessons By Uscg Licensed Masters

Two women in critical condition after boating accident at Chicago’s ‘Playpen’

Pinnacle provides sailing lessons and powerboat lessons for Members new to yachting, or who wish to enhance their skills prior to taking the helm on their own. Unlike boat rentals, Pinnacle Members go through extensive training so they can drive the boat themselves. Hiring a charter captain is not required unless requested.

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Chicago Electric Boat Company

300 N. State St. / Website

One of the most highly-reviewed options online, this simple-to-use service promises a great scene around Chicago. Electric, bus-style boats are perfect for simple groups looking to see the city from its famous river, while exercise buffs may go for the first-ever cycleboat. There are also retro boats fitted from the 1950s and ’60s for those trying to bring a bit of Venice to their river ride, and like many others, Chicago Electric Boat Company does offer yacht services for those looking to get into the Playpen cocktail and chef service optional.

Fall Weddings Season Rentchicagoboatscom Is Ready To Serve You

Wedding Parties have been taking new shapes and growing in sizes. Our Floatzilla Program has received immense popularity this Spring and Summer with party sizes growing from 13 to 38 in guest participants. Weve helped international bachelor party groups to bachelorette & bachelor parties joining forces to cut costs and taking advantage of our boats Read more about Fall Weddings Season, is Ready to Serve You

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Anita Dee Yacht Charters

200 N. Breakwater Access / Website

With 31 years of experience and the most reviews of any service online, this is one of the most reliable options for a true luxury experience. Featuring two yachtsfittingly named the Anita Dee I and the Anita Dee IIthe service promises pure control over any large event the vessel can carry. Weddings, corporate retreats, or even just a large shindig for you and 400 of your closest friendsit all gets the green light. The service also offers catering, bar service and amenities for any such event. Not exactly perfect for a weekend getaway, but for a private event unlike any other, the Lake beckons for Anita Dee.

Airbnb For Boats Is One Way To Become A Boat Person In Chicago This Summer


Nancy Fletchers fiance would often spot a boat on the Chicago River and ask: How come were not on a boat? How can we get on a boat?

Fletcher did some Googling and came across the GetMyBoat app. She gave him a charter boat tour on Leonard Besingers boat, the Bellanzi, for his recent 30th birthday, with a small group of family and friends.

When asked how often the Berwyn couple typically go boating in a season, the fiance, William Dulles, said, Not enough.

This summer, as Illinois opens up without COVID-19 restrictions, the app which connects customers directly with charter captains for quality time on the water in a wide range of watercraft aims to make boating more accessible to everyone, from those still comfortable with a certain amount of social distancing to those who may be experiencing FOGO fear of going out.

What better time to become a boat person than this summer with so many boat rental options to choose from? It doesnt matter what youre in the mood for: a night rental, a powerboat rental, a rental for the Playpen or the Chicago River. And the types of boats vary from yachts to cycleboats to pontoons. Each boat has certain restrictions, but Chicagoans can get in touch with their inner water baby at many price points.

Besinger keeps an eye on everybody to make sure theyre having fun and staying safe. He has life vests for adults onboard, but clients under 12 have to bring a Coast Guard-approved life vest.

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What Is There To See And Do In Chicago Illinois

After you have explored Chicago, Illinoisand Lake Michigan by water, there are still many things to see and do by land!

  • Take some time to walk around the Art Institute of Chicago as well as the Museum of Science and Industry.
  • Get an up close view of the iconic Cloud Gate or the Bean and Millennium Park.
  • Head for the Clouds and admire a 360° view of the river & city from the Willis Tower Skydeck.
  • Relax at some of the nicest beaches in town like Oak Street, Osterman, and North Avenue Beaches.
  • Spend an afternoon riding a bike or walking along the Chicago Riverwalk, home to many restaurants, bars, and shops.
  • Have a day of fun at the Navy Pier, one of Chicagos top attractions with food, entertainment, and rides.

Go Sailing On Lake Michigan

Being that Chicagos nickname is the windy city its no surprise that sailing on Lake Michigan is another favorite form of boating here. Toss the lines and cast your sails into the trade winds for a science sailing experience alongside Chicagos shoreline.

Moorage: Most, if not all, of Chicagos Harbors can support sailboat dockage.

  • Wake zone: Yes – in some areas

  • Pro Tips: If youre in search of a Boatsetter Sailing rental, be sure to check out boats listed near Monroe Harbor or 31st Street Harbor.

  • Seasonality: Sailing season is year-round, but most Chicago sailors stick to a six month period between late spring and early autumn.

  • Lat/Long: 41.8781° N, 87.6298° W

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    North Shore Marine Llc

    1438 W. Cortland St. / Website

    Looking for more of a cruise than a swim? North Shore has just the boats for you. While its lake availability does depend on weather conditions, the company promises a relaxing cruise along the scenic Chicago River, prioritizing your private party above all else. Reviews rave about the customer service with parties, saying the crew works well to communicate with outside services such as catering and movement to bring your party to the waterfront, as well as prioritize safety. Take a load off this summer, and cruise like Nelly.

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