things to do in Munster, IN

Trace Chicago’s Prohibition history across four neighborhood speakeasies

Cruise Chicago’s lakefront for skyline and Navy Pier views

Taste your way through Chicago’s West Loop with a local guide

Celebrate on the Gypsy Spirit along Chicago’s waterfront

Taste Chicago donuts while uncovering Fulton Market’s industrial past

Private 6–8 hour fishing charter for up to 6 on Lake Michigan

Step inside Chicago Loop landmarks and trace the evolution of its skyline

Cruise Chicago’s river in a vintage 1950s Milo Craft

Explore historic prison spaces at your own pace

Bike Miami Beach and sample local food with a guide

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

Set sail aboard a 50' Sea Ray with a kitchen, bathrooms, and Sonos audio

Explore Chicago's Prohibition era through stories of class, nightlife, and rebellion

Cruise about two miles offshore for wide-open Chicago sunset views

Eat Chicago’s five classic dishes with VIP access in River North and Streeterville

Ride Chicago’s 1920s–30s gangster trail with actor guides

Taste Santa Monica’s donut culture on an outdoor walking tour

Tour and tasting for two with a tasting room reservation and wine

Private skyline cruise with a local perspective

Paddle the Chicago River after dark with city lights and stories from your guide

Explore Old Joliet Prison after dark at your own pace

Pedal through Chicago neighborhoods while tasting pizza, hot dogs, brownies, and optional beer pairings

Hire a Chicago captain and cruise to the Playpen, Monroe Harbor, or the river

Cruise a 47-foot Carver with space to relax, dine, and play your music