THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Board the Tall Ship Windy for a two-hour Monday night blues cruise on Lake Michigan. Enjoy roaming the decks, skyline views, and live music with a full-service bar — just bring layers and your mobile ticket.
Board the Tall Ship Windy for a two-hour Monday night blues cruise on Lake Michigan. Enjoy roaming the decks, skyline views, and live music with a full-service bar — just bring layers and your mobile ticket.
Verified experiences and guided adventures in the surrounding area.
Operated by Tall Ship Windy · Chicago, Illinois
The ship rocks gently against Lake Michigan and the city lights edge closer as a harmonica opens the set — this is Monday night aboard the Tall Ship Windy. Guests move freely across the teak decks, wind at their backs, while a two-hour blues show fills the night. The skyline leans in like an audience, and the lake’s surface dares you to look away.
easy.
2 hours.
Minimal — able to step aboard a vessel and stand or sit for a two-hour event
No — sales are final and tickets are nonrefundable according to the booking policy.
Yes — the ship has seating areas and open deck space, but much of the event encourages moving around to enjoy views.
Yes — the cruise is family-friendly and suitable for all fitness levels; supervise children near railings.
Boarding is at the Tall Ship Windy ticket booth near Navy Pier; public transit and rideshare options serve the pier area.
Tall-ship sails on Lake Michigan nod to Chicago’s maritime commerce and the city’s naval and recreational history centered on the lakefront and Navy Pier.
Follow crew instructions for waste disposal and avoid tossing anything overboard; minimizing single-use plastics helps protect lake birds and water quality.
Tall Ship Windy operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Tall Ship Windy
Book directly with Tall Ship Windy for the best rates and real-time scheduling.
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