Water Activities in Wilmette, IL

Bring your group aboard for a captain-led Chicago outing

Hire a Polish-speaking captain for your rented Lake Michigan boat

A quiet private weeknight sail with Chicago skyline views

Sail Lake Michigan on a private weeknight cruise with sunset and skyline views

Cruise Chicago’s lakefront for skyline and Navy Pier views

Speed across Lake Michigan with your own music and skyline views

Sail Chicago’s lakefront at sunset aboard a private 37-foot yacht

A private sail for proposals, photos, and a champagne toast

More time on Lake Michigan when summer fish are farther offshore

Make the most of a weekday fishing trip on Lake Michigan

Paddle past the Wild Mile and Chicago's skyline in a single or double kayak

Explore Chicago River routes by kayak or stand-up paddleboard at your own pace

See Chicago’s skyline from Lake Michigan on an evening sail

Cruise Chicago’s waterfront with a certified EMT captain

Take in Chicago’s skyline from a floating tiki bar with a full bar on board

Cruise Chicago with a flexible captain for your 3–4 hour charter

Cruise offshore from Navy Pier for fireworks and skyline views

Watch Navy Pier fireworks from the water with Chicago skyline views

Private 3-hour sail to view Navy Pier fireworks with a USCG-certified captain included

See Chicago by water from a floating tiki bar with Sunday drink specials

Ride Lake Michigan with downtown Chicago views

Parasail up to 500 feet above Lake Michigan for skyline views

Paddle the Chicago River in a single or double kayak, from the Wild Mile toward downtown

Learn essential sea kayaking skills with certified instructors