Welcome to Carefree Boat Club of Chicago! Thank you for choosing to visit our site and learn more about boating the Carefree way. Boating in Chicago has never been easier with Carefree Boat Club, your alternative to buying or renting a boat in Chicago, IL.
Carefree Boat Club strives to provide our customers an affordable boating experience that is fun, easy, and safe through professional boat safety training, quality maintenance, excellent customer service, and unsurpassed industry knowledge.
In 2013, Carefree Boat Club of Chicago was established at 31st Street Harbor. In July 2018, the owners of the Wisconsin Club acquired the Chicago location. Our fleet continues to be upgraded both in and out of season, and we are beyond excited!
WHY YOU'LL LOVE BEING A CAREFREE BOAT CLUB MEMBER:
Why join a boat club if you aren’t able to boat when you want? Since 2002, boat availability is among our top priorities at Carefree Boat Club. We’d be happy to show you our low member-to-boat ratio on our online reservation system. There are currently over 100+ locations across the country with additional international locations!
VARIETY OF BOATS AND SIZES
We offer bowriders, cabin cruisers, tritoons, pontoons, fishing boats and sailboats that range from 21-30 feet. You’ll have opportunities to take your son or daughter out fishing, your coworkers out on a tritoon, your family out tubing on a bowrider, or your significant other out on a sunset cruise on one of the premium cabin cruisers! Our members love having options and never get bored because they are able to use a variety of boats, rather than taking the same boat out every time.
Carefree Boat Club Chicagoland & Wisconsin works closely with boat manufacturers year-round to buy and sell boats. This allows our members to always enjoy the latest and greatest models, including hard-to-find special order boats loaded with options not normally found in boat clubs - bow thrusters, cabin heaters, windlass anchors, upgraded performance packages, high horse power engines, plush seating, and much more designed to provide more comfort and safety while allowing you to have more fun on the water! We're constantly upgrading our fleet with new boats throughout the year, so check out our fleet page often to see the latest additions.
AWARD WINNING CUSTOMER SERVICE
Carefree Boat Club Chicagoland & Wisconsin has won multiple awards each year, including the prestigious President's award every year since our inception of the current owners. The mission and drive of our valet dock staff is to delight our members at each of our 4 local locations - 31st Street Harbor (Chicago), Belmont Harbor (Chicago), Lake Geneva & Milwaukee. Our entire team is dedicated to member experience and providing value beyond simply facilitating your time on the water! Our member socials, for example, are a great way to network with fellow club members.
Even with all the benefits our members enjoy, Carefree Boat Club has a surprisingly competitive price. We offer various packages to work within your budget and boating goals.
Give us a call to schedule a no pressure tour of our fleet, see the reservation system, and find the right membership plan for you and your family and friends. You can also fill out the inquiry form below to request more information. We look forward to meeting you and showing you Chicagoland & Wisconsin’s premier membership boating experience!
With a Carefree Boat Club membership you get:
With membership as little as 1/3 cost of owning a boat, you can cross these expenses off your list: boat purchase, slip fee, insurance, maintenance, repairs, taxes, towing and winterization.
Use the boats as often as you would like with no additional cost.
Our online reservation system allows you to pick the day, time, boat and Carefree location...easily.
Large Variety of Boats
Varieties include 18'-27' Cruiser, Deck, Bowrider, Pontoon, Fishing, Ski and Sail Boats & more! Members have options in both type of boat and type of activity!
With low member to boat ratios, an easy to use online reservation system & spur of the moment walk-on access members can enjoy boating how they like when they like.
On The Water Instruction
Instructors at each location provide Boat Safety training and handling skills so our members can comfortably and safely enjoy the great variety of boats for all activities.