Charter Services

Every charter is operated by a USCG-licensed captain. Revenue funds maritime scholarships through Sail Shop Chicago NFP.

Scenic Cruises

Chicago's skyline from the best seat in the house — on the water.

Explore Lake Michigan's hidden world — shipwrecks, reefs, and more.

Team building, client entertainment, and celebrations on the water.

Salmon, trout, and perch — Lake Michigan's best fishing, guided.

Learn to sail on Lake Michigan with ASA-certified instructors.

The best seat for Navy Pier fireworks is on the water.

Chicago's floating party — the Playpen sandbar experience.

Cruise the Chicago River — architecture, history, and hidden gems.