Charter a 47’ Carver yacht with kitchen, bathrooms, and Bluetooth audio
Set the mood on board with your own food, drinks and music
Cruise a 47-foot Carver with space to relax, dine, and play your music
Make your Chicago celebration a private day or night on the water
Taste Mexican cuisine and discover Pilsen’s mural-covered streets
Private 6–8 hour fishing charter for up to 6 on Lake Michigan
Cruise Chicago’s river in a vintage 1950s Milo Craft
Paddle the Chicago River after dark with city lights and stories from your guide
Paddle Lake Michigan’s shoreline for city views and guided instruction
Pilot a 2-person Craig Cat and cruise the Chicago River skyline
Choose your paddlecraft for a self-guided outing on the water
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
Paddle the Chicago River in a single or double kayak, from the Wild Mile toward downtown
Build foundational kayaking skills on calm Chicago River waters
Learn essential sea kayaking skills with certified instructors
Learn paddleboard skills for calm-water adventures
Discover the artists and history behind West Town’s street art
Explore the Old Joliet Prison's history, inmate stories, and surviving cell blocks
Explore Old Joliet Prison after dark at your own pace
Explore prison history after dark, at your own pace
Walk through Chicago scenes from Ferris Bueller, The Dark Knight, and more
Follow Chicago’s movie trail with a local actor guide
Sail Lake Michigan for sweeping views of Chicago’s skyline