Charter a Chicago boat
A USCG-licensed captain comes with every booking. Every charter contributes to Sail Shop Chicago, our 501(c)(3) youth-sailing nonprofit.
Captains USCG-verified by usCaptain included on every charter
Captain included
Just for Fun
Diversey40′Up to 11
$325/hourView →
Captain included
Sea Myth
Jackson Park33′Up to 6
Contact for pricingView →
Captain included
PEONY
Burnham Harbor33′Up to 6
$162.5/hourView →
Captain included
SeaQuest II
Hammond Marina, IN47′Up to 22
Contact for pricingView →
Captain included
42' Party Yacht (Mainship)
31st Street Harbor42′Up to 12
Contact for pricingView →
Captain included
Vera
Belmont Harbor37′Up to 12
Contact for pricingView →
Captain included
Vista
Belmont Harbor37′Up to 12
Contact for pricingView →