Quick Details
General Admission Boarding
Adult
Ages 13+
$ 49
Child
Ages 0-12
$ 39
VIP Captains Boarding
Adult
Ages 13+
$ 64
Child
Ages 0-12
$ 54
Enjoy onboard happy hour drink specials every night at 5pm
It’s the perfect way to end your workday or kick off your weekend plans. Set against the stunning backdrop of the Chicago skyline, Tall Ship Windy becomes the ultimate venue to unwind and soak in breathtaking views from the water. It’s not just a happy hour; it’s an experience that elevates your evenings and sets the tone for a fantastic night ahead.
Experience breathtaking views of the Chicago skyline from the water!
Leave the hustle and bustle behind and explore Chicago’s gorgeous shores with a leisurely trip on Lake Michigan. Sail on Tall Ship Windy and immerse yourself in the world-famous skyline of Chicago, revel in spectacular views and uncover the secrets of the Windy City from the unique vantage point of the water.
Join us on the main deck, where lively and educational narrations bring to life the people, plans and persistence that shaped Chicago’s most iconic landmarks. It’s not just a tour; it’s a voyage through time and architecture, where each moment on board becomes a chapter in the story of Chicago’s rich tapestry. Let the city’s history unfold before your eyes as you sip on daily happy hour specials. Cheers to unforgettable moments on the water!
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All seating on board Tall Ship Windy is first come, first served. Guests with VIP Captains Boarding tickets board first before General Admission ticket holders. A limited number of VIP tickets are available and are likely to sell out. Board first to choose your seat on one of Windy’s three decks: the forward, middle or aft.
All VIP Captains Boarding tickets also include trip insurance. Trip insurance allows you to change or cancel your reservation and receive a refund up to 8 hours before your scheduled sail time. General Admission tickets without trip insurance may only change or cancel a reservation and receive a refund up to 48 hours before their scheduled sail time.
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$8.00 Per Guest | Add to your ticket at checkout
Trip insurance allows you to change or cancel your reservation and receive a refund up to 8 hours before your scheduled sail time. Refunds for cancelled charters are less the $8.00 cost of insurance and 3% booking fees.
General Admission tickets without trip insurance may only change or cancel a reservation and receive a refund up to 48 hours before their scheduled sail time.
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- RAIN OR SHINE EVENT: In the unlikely event that your tour is cancelled, you may exchange your ticket for another day or receive a refund.
- No-shows will not be eligible for rescheduling or refund. Guests must arrive at least 30 minutes before the scheduled departure time or risk forfeiture.
- The Captain reserves the right to postpone a sail for up to 15 minutes in the case of passing inclement weather.
- General Admission tickets without trip insurance may only change or cancel a reservation and receive a refund up to 48 hours before their scheduled sail time.
- Add-on Trip Insurance: Allows you to change or cancel your reservation and receive a refund up to 8 hours before your scheduled sail time.