Group Sales and Discounts
Make your next group outing unique with a real tall ship sailing adventure! Tall Ship Windy is a majestic 148-foot four-masted gaff topsail schooner. Modeled after a traditional Great Lakes trading ship, she is built of modern materials but boasts all the character and charm of the Golden Age of Sail.
Bring your family, reunion, retreat, happy hour or celebration to Tall Ship Windy! Whether you’re looking for hands-on adventure, intriguing history or a leisurely cruise, Windy has something for you!
Please visit our Educational Sails page for more information on setting up an educational sail for your school field trip or educational group.
Windy boasts three spacious decks, a grand salon, pressurized “heads” (marine toilets) and a bar for your enjoyment. Plenty of deck seating is available on benches and boxes. The bar is stocked with soda, water, beer, wine, liquor and snacks. Ask about our bar packages! We feature brands from local distilleries and wineries.
Windy’s signature programming combines exciting Great Lakes history with interactive storytelling for curious minds of all ages. Our knowledgeable docents bring the history life, so you can experience Chicago like never before! On Windy, explore Chicago architecture, piracy on the Great Lakes, Chicago maritime ghost stories and more.
Group discounts available for VIP tickets only and not available for Educational Sails. Discounts applied as follows:
Group Size: // Discount:
- 20-39 // 10%
- 40-59 // 15%
- 60 or more // 20%
Contact us at (312) 451-2700 for private charter pricing, scheduling and more information.
You can purchase these optional items when you book:
Trip Insurance: $8.00 per person—gives you the ability to cancel your reservation if needed and receive a full refund. This applies up to 8 hours before your scheduled sail time or if Tall Ship Windy cancels your sail due to weather.
No refunds, no exchanges without the purchase of additional trip insurance: Rain or shine event.
No-shows will be charged the full price. Guests must arrive at least 30 minutes before the scheduled departure time or risk forfeiture.
All sales are final. The captain reserves the right to postpone a sail for up to 120 minutes; if the sail is canceled, tickets may be exchanged for another time.