Sail past the Chicago skyline on a 2-hour 21+ cruise with drinks for purchase and Thursday brewery or Friday live music
2 hrs
2-hour cruise, Lake and river route
Set sail on a 2-hour adults-only evening cruise exploring Lake Michigan and the Chicago River. Take in skyline views with drinks available for purchase.
Ages 21+ only. Check-in begins 30 minutes before and boarding 15 minutes before departure. You may bring food (no glass); only water may be brought aboard.
Refunds are available with at least 48 hours’ notice before the start time. Full refunds are provided if the operator cancels due to inclement weather or other unforeseen circumstances. Guests cannot cancel due to a weather forecast; cancellation decisions are at the operator’s discretion. No refunds for no-shows.
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This veteran-owned operation runs tours on an authentic decommissioned fireboat, which gives the whole experience a unique, intimate feel compared to the massive crowded vessels from bigger companies. Cliff gets mentioned repeatedly as an exceptional guide who brings Chicago's architecture and history to life with engaging commentary throughout the 1.5-2 hour journey. The crew consistently earns praise for being friendly, professional, and attentive, while the bartender adds to the welcoming atmosphere. Tours cover both the lake and river, with the locks being a particular highlight that sets this apart from standard architecture cruises. The smaller boat size means better views and a more personal experience that works well for everyone from architecture enthusiasts to families with kids. One reviewer noted the guide's continuous narration felt a bit much, but most found it informative and entertaining. Organization and communication from booking through the actual tour get high marks, and early arrival passes let you snag front-row seats for optimal views.
We had a really great time on our lake and river cruise. My kids and I also really enjoyed learning about the history of the boats. The team members were wonderful. There was great communication before, during, and on the trip. Everything was very organized and went smoothly. The bartender was very personable. Overall, we are glad that we chose them.
Narine Chamichyan
September 9, 2025
We had a really great time on our lake and river cruise. My kids and I also really enjoyed learning about the history of the boats. The team members were wonderful. There was great communication before, during, and on the trip. Everything was very organized and went smoothly. The bartender was very personable. Overall, we are glad that we chose them.
Narine Chamichyan
September 9, 2025