75-Minute Sailing Tour on Tall Ship "Windy" (Up to 33% Off). Three Options Available.

Navy Pier

Value Discount You Save
$40 30% $12
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In a Nutshell

A 148-foot-long, traditional four-masted schooner sails throughout Lake Michigan for about 75 minutes

The Fine Print

Promotional value expires Sep 21, 2014. Amount paid never expires. Limit 5/person, 5 as gifts. Limit 1/person/per visit. Valid only for option purchased. $2 service fee/ticket applies for online reservations; reservations not required. Children's tickets valid only for ages 24 months - 12. Family sail valid before 6pm only. Sail may postpone for up to 120 min. If cancelled due to weather, tickets may be exchanged. Not valid Saturdays in July or Aug. Not valid on federal holidays, 8/16 or 8/17. Not valid for special events. Not valid for retail products. Gratuity, 12% tax not incld. Must use promo value in 1 visit. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

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Choose from Three Options

  • $20 for a 75-minute Adult sail for one ($30 value)
  • $28 for a 75-minute Adult sail for one with a $10 drink ticket ($40 value)
  • $55 for a 75-minute sail for two adults and two children aged 24 months–12 before 6 p.m. ($80 value)

Drink tickets must be picked up at the ticket booth.

The Tall Ship Windy is the official flagship of Chicago. With its sails filled by the Windy City's blowhard politics, the 148-foot-long, traditional four-masted schooner whisks passengers along Lake Michigan on a number of 75-minute tours. Tours depart from Navy Pier and are guided by US Coast Guard-licensed captains, who delve into such tour topics as "It's a Sailor's Life for Me," and "Real Pirates of the Inland Seas."

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Tall Ship Windy

The massive schooner gently bobs in the Lake Michigan waters as the Chicago skyline towers on the shore. Onboard, hardy sailors relate tales of piracy as they train their passengers to tie knots and unfurl sails. Period lessons abound onboard Windy, the lone vessel helmed by US Coast Guard-certified captains and crews. The nostalgic steed is used to educate visitors on the lake's maritime traditions and explore coastal waters. Windy also plays host to themed adventures that include pirates explaining city architecture, and pirates complaining about the popularity of pool noodles. Crews strive to make each tour unique, with sailors who expound on their skills as well as performers and educators versed in history, maritime lore, art, and theater.

Customer Reviews

Be there on time. It is a popular attraction
Tim H. · October 6, 2014
Sit in the front of the boat for the best views!
Tim J. · September 22, 2014
This was a great ride! We did the evening one with the haunted harbors and ghostly tales! Redbeard was awesome! He told some great stories and legends some that I had never heard. The woman in the bar I think her name was Jody was polite and energetic. And smiled the entire time even when dealing with cranky customers! she always said thanks! I will definitely do this cruise again probably the day time so i can see more of the coastline, all though it was beautiful at night with all the lights on the skyline! Perfect way to spend my anniversary! Thanks
Joanne T. · September 22, 2014

By purchasing this deal you'll unlock points which can be spent on discounts and rewards. Every 5,000 points can be redeemed for $5 Off your next purchase.