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Chicago’s Famous Friday Night Pirates Pub Sail Aboard 148' Tall Ship Windy

Overview
Take in the world-famous skyline of the Windy City from the water, and enjoy a leisurely trip on Lake Michigan aboard Chicago's Famous Pirates Pub.

Your ticket includes up to four complimentary beverages; beer, soda or water, per person. 

Duration: 2 Hours
Chicago’s famous Pirates Pub Sail departs every Friday night at 9pm aboard Tall Ship Windy at Navy Pier. This is a two hour charter and returns to Navy Pier at 11:00pm. Your ticket includes complimentary water, soda and beer. Aboard the 148 foot Tall Ship Windy, you will enjoy the merriment of days of yore. You will be able to listen and sing to the traditional songs of the Pirates while enjoying the spectacular scenery that is the Chicago skyline and the wonderment of Lake Michigan. Chicago’s famous Pirates Pub Sail is an event that should not be missed.
City: Chicago
Mon 24 Feb
i
You can choose the date already on the booking website
Starting at $79.00
Mon 24 Feb
Starting at $79.00
Make a reservation
What's Included
Soda/Pop
Live commentary on board
Local taxes
Your ticket includes up to four complimentary beverages; beer, soda or water, per person. 
Additional Info
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • This is an 18+ charter. Children under 18 are not permitted.
  • Minimum drinking age is 21 years
  • Refunds will not be issued if tour/activity is missed due to late or non-arrival of cruise ship
  • Face masks required for guides in public areas
  • Hand sanitiser available to travellers and staff
  • Regularly sanitised high-traffic areas
  • Guides required to regularly wash hands
  • Paid stay-at-home policy for staff with symptoms
  • Contactless payments for gratuities and add-ons
What To Expect
1
Tall Ship Windy
Chicago's Official Tall Ship, Windy has been delighting audiences for the past 22 years. This family owned and operated business is a highlight to any trip to the Windy City.
2
Oak Street Beach
Enjoy Pirates grog while anchored off of Chicago's Oak Street Beach to enjoy the beautiful skyline.
3
Chicago Skyline
Enjoy sailing along Chicago's famous skyline enjoying Tall Ship Windy's Pirate Pub.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (46)
Heidi U
Aug 2019
We had a good time sailing on the Windy. Nick did an excellent job of telling us about the pirates of the inland sea.
Patricia J
Aug 2019
We did the pirate sail this weekend and loved it! My kids are 3 and 7 and they enjoyed the pirate tales and being out on the water. I recommend getting in line early so you can get a good spot. Smaller kids can't sit on the higher parts of the boat, but all spots are great. Seeing the sails come up and not being on a motor boat was great and peaceful. The pirate story was fun - I definitely enjoyed it more than my 3 year old. I would definitely do this again w/ family and friends in town.
Cnorw
Aug 2019
Great way to see beautiful views of the city’s skyline. The crew was very friendly and extremely entertaining. Whether you are 6, 16, or 60 this cruise is fun for you!

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