Carefree Boat Club Chicago
Carefree Boat Club ChicagoThe Carefree concept is simple — we offer you the opportunity to fully experience the joys of boating without the ancillary costs or hassles of ownership. You join the club and pay dues and boat as often as you like. Members are paying approximately $5000 per year for unlimited use of the entire fleet, depending on the length of the membership, 1-5 years.

Located at the gorgeous new 31st Street Harbor just minutes from downtown Chicago.


Enjoy Waterfront with:

Olson’s Classic Yachts
Since 2001 Olson’s Classic Yachts has been making the sailing lifestyle a reality for Chicago area boaters through our leaseshare operation, SailShare Chicago. With six boats, ranging from 27 to 42 ft, in Chicago’s Monroe Harbor, we have a boat for every sailor and a plan for every budget.
(708) 481-3123

Transportation Services: Chicago

Chicago Carriage Cab Co.
Provides a large new fleet of uniquely elegant, dark maroon, leather-lined, extra-roomy taxis. We’ve combined the latest in advanced mobile technology with luxurious, black-car-style passenger features as limousine-like promptness and service.