things to do in Wilmette, IL

Design your own mini cake, then take it home or dig in

Cruise Chicago by private boat with an experienced captain

Set your own Chicago agenda and leave the driving to a local guide

Celebrate with shared inflatable play, a dedicated party area, and cleanup handled for you

Taste global flavors beyond Chicago's usual food classics

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

Bike Chicago’s North Side neighborhoods and lakefront in 3 hours

Hire a seasoned Lake Michigan captain with 40+ years of experience

Get your bearings on your first day in Chicago

Cruise Lake Michigan with a full kitchen, two bathrooms, and skyline views

Rent a bike by Chicago’s Lakefront Trail with maps, helmet, lock, and easy access near Navy Pier

Celebrate on a tiki-themed yacht with an open bar and Chicago skyline views

Private cruising for relaxed gatherings and celebrations

Explore the history, neighborhood culture, and presidential ties of Chicago's South Side

Cruise Chicago’s lakefront in an exotic vehicle with skyline and landmark views

Rent a bike for 24 hours near the Lakefront Trail and Navy Pier

Hire a captain for 3–4 hours, with flexible languages and a safety-first focus

Trade airport waiting time for a guided taste of Chicago

Rent a bike near the Lakefront Trail and Navy Pier—return it by shop closing

Cruise on a 46 ft Sea Ray Express with up to 13 guests

Go beyond Chicago’s main sights with a private guide and time in local neighborhoods

Cruise the Chicago River aboard a private floating tiki bar

Rent a bike for 4 hours steps from Navy Pier and the Lakefront Trail