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Chicago Skyline Sunset Sail
4.5
38 Ratings
Chicago
Experience a breathtaking Chicago sunset sail on the iconic Tall Ship Windy. Enjoy live Blues music on Monday nights. Book your unforgettable evening now.
Duration:
1 hour, 15 minutes
Cancellation:
1 day
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Highlights
- Navy Pier - 148’ Tall Ship Windy departs from historic Navy Pier, the entertainment venue in Chicago
- Lake Michigan - Tall Ship Windy will sail from Navy Pier into Lake Michigan and at the perfect time, turn so our guests may see the glorious sunset behind the Chicago Skyline.
- Chicago Skyline - As you sail on Tall Ship Windy, guests will have a phenomenal view of the Chicago Skyline.
What's Included
- On-board WiFi
- Goods and Services Tax (GST)
- Landing and/or facility fees
- On-board restrooms
What's Not Included
- Alcoholic Beverages
- Snacks
- Gratuities
Additional Information
The famous Tall Ship Windy sunset sail is truly famous. Used in many world-renown photos, backdrops for special events, weddings, or just an evening out, the sunset sail aboard one of the only four-mast Schooners still in operation will not disappoint. You will enjoy a sail on Lake Michigan and at just the right moment, S/V Windy will gently turn toward the Chicago skyline for a view of our spectacular sunset. Sit back and relax, enjoy some soothing music, and gently complete your day with this dramatic sunset. ** Please note, tickets purchased for sunset sails on Monday evenings will be upgraded from our traditional 75 minute sail to our Monday Night Blues Summer Concert Series, which departs the dock at 7pm and returns at 9pm. Enjoy live Blues music and 45 extra minutes aboard beautiful Tall Ship Windy!
Location
600 E Grand Ave
East Grand Avenue
Tall Ship Windy is located at Navy Pier immediately across from Billy Goats Tavern and Shakespeare Theatre. Please arrive 20-30 minutes prior to departure.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.5
(38 Ratings)
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Richa_b
May 19, 2024
Sunset sail was amazing ! - Sunset sail was amazing- was incredible weather, staff was great and their was plenty of room to move around and get great pictures of the sunset
Review provided by Viator
Olga_p
Oct 1, 2023
A boat ride definitely worth repeating. - The crew was amazing. They were very entertaining and made the experience truly enjoyable. Having a bar on board and bartender with a great sense of humor is definitely a plus!!
Review provided by Viator
Meander04733761196
Sep 21, 2023
Fun Family Activity - The evening cruise was the perfect family activity for our weekend trip to Chicago. We set sail on time and enjoyed a smooth ride as we enjoyed sunset views of the city. The crews’ upbeat personalities, Caribbean drinks, and fun music added to a relaxing and fun vibe!! I highly recommend!!
Review provided by Tripadvisor
Rogerhf9326sw
Sep 21, 2023
Flawless Perfection - Honestly, a perfect experience. Exactly on-time departure and arrival. Perfect boat - size and look. The Captain and crew were friendly and knowledgable. My son raised the sail. Hard. Fun. An experience. The frozen drinks and cold beers were excellent. The views? Wow. A great soundtrack plays during the excursion at perfect volume level. A great time for all ages of Pirates. I guess I liked it :) Just do it. Thank me later.
Review provided by Tripadvisor
Csseng1
Sep 10, 2023
Blown away! - We’ve been to Chicago many times but have never experienced the city from this perspective. We were blown away at how beautiful the skyline is at sunset.
Review provided by Viator
Delilah_t
Sep 5, 2023
Excellent Evening - The crew, boat and evening were perfect. The crew was engaging and lively which added to the wonderful experience.
Review provided by Viator
Bonnie_f
Sep 5, 2023
Great Experience - Beautiful views, great music, peaceful boat ride! Definitely would go again! My family really enjoyed it!
Review provided by Viator
Barbara_s
Aug 22, 2023
Stunning sunset sail with 4 generations of our family! - We had a fabulous time with 4 generations of our family on the main deck for a Monday sunset sail! It was so beautiful and the live musician added so much to the experience! The crew were extremely helpful in providing extra care for my nearly 90 year old granny and my mom who is a bit frail in between her cancer surgery and start of chemo.
Review provided by Viator
Dea_n
May 30, 2024
Ahoy! A must visit while in Chicago! - Ahoy! Celebrating the Class of 2024 on Windy was easy breezy and loads of fun with the professional crew and lively MC, er, tour guide. Would recommend for friend and family groups wanting to sail Lake Michigan, learn about Chicago architecture and listen to one of the best Trump impersonations ever! Arr matey!
Review provided by Viator
Lynn_o
Sep 9, 2023
Fun evening overlooking Chi town - The girl that did the commentary was pretty funny. And good. Was nice that we actually sailed. Even though it was for a short time was still nice!!
Review provided by Viator
