AIRBNB EXPERIENCES

Outdoor activities in Chicago

Book unique activities hosted by local experts on Airbnb.

Top-rated outdoor activities

View our most highly rated experiences, loved by guests.

4.96 out of 5 average rating, 24 reviews

75 min Chicago architecture cruise from Navy Pier

Cruise Chicago’s river and marvel at iconic skyscrapers with engaging expert stories on this 75-minute Architecture adventure.

5 out of 5 average rating, 9 reviews

60 min Chicago architecture cruise from Navy Pier

Cruise Chicago’s river and marvel at iconic skyscrapers with engaging expert stories on this 60-minute Architecture adventure.

4.67 out of 5 average rating, 9 reviews

75 min Chicago architecture cruise - Michigan Ave

Cruise Chicago’s river and marvel at iconic skyscrapers with engaging expert stories on this 75-minute Architecture adventure.

4.96 out of 5 average rating, 68 reviews

Ultimate City Bike Tour of Top Chicago Attractions

Ride Chicago’s top attractions—Millennium Park, Buckingham Fountain, Navy Pier, Museum Campus & Lakefront. Enjoy skyline views & fascinating stories on an easy bike tour through the heart of the city.

4.4 out of 5 average rating, 5 reviews

Lake Michigan Chicago skyline cruise tickets

Enjoy unmatched views of Chicago’s skyline as you cruise Lake Michigan, soaking in iconic landmarks while learning local stories.

4.92 out of 5 average rating, 38 reviews

Chicago's Lakefront Neighborhoods Bike Tour

Ride through Chicago's North Side, finding quiet streets, city parks, and sunny beaches.

5 out of 5 average rating, 16 reviews

Family Food Bike Tour - Explore Top Foods & Sites

Pedal to iconic downtown sites while sampling classic Chicago favorites. This family-friendly adventure blends skyline views, rich stories, & delicious bites into one unforgettable kid-friendly tour.