Chicago's Premier Yacht Fleet.
The Largest and Most Diverse Fleet in Chicagoland
With 19 iconic yachts to choose from, Knot My Boat Charters offers luxury and affordable options for unforgettable events on Lake Michigan. Whether you're cruising the river, enjoying fireworks, or spending a fun day at The Playpen, our fleet—ranging from sleek 37' sport cruisers to elegant 72' yachts—ensures the ultimate in comfort and entertainment for every Chicago boating experience.
What to Know
Before You Explore Chicago's Top Yacht Options
14 to 49 passengers
1 to 13 passengers
Browse Our 2025 Fleet -
Private Yacht Rentals in Chicago
With our 13-passenger vessels departing from 31st Street Harbor and our 49-passenger vessels
departing from Burnham Harbor, we offer unforgettable private outings designed for every
occasion. Perfect for families, friends, small groups, or corporate outings, our charters are
a great way to take in unmatched views of Chicago from the water. Whether you're gliding
through the Chicago River or anchoring in The Playpen, every vessel offers a smooth and scenic
escape. Looking for a worry-free day? All 49-passenger options include a licensed captain to
elevate your experience, and for our 13-passenger vessels, captains are available to book at
the end of checkout. Browse the full lineup below and find the perfect boat for your next
adventure.
Don't miss out
Upcoming Boating Events and Holidays
Boating EventsHolidaysFireworks
May
1
Boating Season Begins!
May
4
Cinco De Mayo Pre-Party
May
5
Cinco De Mayo
May
24
Memorial Day Pre-Party
May
25
Memorial Day Weekend
