Hire a US Coast Guard licensed captain for your Chicago boat day
Spread out with a spacious cockpit and two private staterooms
Relax together with a flybridge lounge, wide walkways, and onboard music
Double-decker catamaran for private entertaining and water views
Cruise Chicago by private 47 ft yacht with space for up to 12 guests
Cruise the Chicago River for skyline views and Riverwalk sights
Private yachting for celebrations, family gatherings, and corporate outings
Anchor at Chicago’s Playpen for swimming, skyline views, and a laid-back day on the water
Cruise Chicago’s waterfront with a professional crew and private gathering spaces
Charter a 47’ Carver yacht with kitchen, bathrooms, and Bluetooth audio
Private 40' Sea Ray yacht rental in Chicago for up to 13
Cruise and swim aboard a spacious Sea Ray with room to lounge
Private Sea Ray yacht charter on Lake Michigan with 3–8 hour options
Sail Lake Michigan on a private day charter with skyline views
Explore Lake Michigan by boat, from Playpen outings to Chicago river cruises
Celebrate on the Gypsy Spirit along Chicago’s waterfront
Set the mood on board with your own food, drinks and music
Bring your group aboard for a captain-led Chicago outing
Private Chicago cruising with a kitchen, bathroom and Bluetooth sound
Cruise Lake Michigan with a full kitchen, two bathrooms, and skyline views
Cruise a 47-foot Carver with space to relax, dine, and play your music
Charter a private 38' yacht on Lake Michigan for up to 13 guests