Best results for Deerfield IL

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

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

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

Paddle Lake Michigan off Ohio Street Beach for an hour

Walk Chicago’s Pedway and spot hidden details in the Loop

Explore hidden architectural gems and ornate lobbies with a guided 2-hour stroll through the Loop

Explore Chicago’s darker past with ghost stories, gangster lore, and true crime on a relaxed 2-hour city walk

Explore Chicago’s glamorous Art Deco interiors with stories of the Roaring ’20s

Discover Chicago's iconic skyline and rich history on a narrated lake and river cruise

Explore masterpieces with a private guide and skip the ticket lines.

Skip lines and explore masterpieces with an expert guide in a small group for a more personal, flexible visit

Walk Lincoln Park’s Nature Museum, Conservatory, and Zoo with a local guide

Taste Vietnam, the Middle East, and Sweden while exploring Argyle and Andersonville with a guide

Taste Chicago's West Loop with guided stops at acclaimed eateries and artisan spots

Walk Pilsen for tacos, cocktails, and mural-filled streets

Charter a 47 ft yacht to cruise the Chicago River or Lake Michigan with BYOB and skyline views

Captain your own pontoon on the Chicago River for two hours with training and life vests provided

Drive your own pontoon on the Chicago River with BYOB and a quick lesson

Explore Chicago with other solo travelers on a guided social adventure

Discover Chicago architecture and fireboat history on a guided river cruise.

Sail past the Chicago skyline on a 2-hour 21+ cruise with drinks for purchase and Thursday brewery or Friday live music

Cruise Lake Michigan on a historic fireboat for Navy Pier fireworks views

Cruise Chicago waters with up to 13 guests for a flexible three-to-four-hour outing