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Chicago
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Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

Chicago, United States

From HK$473.63

Select Date and Travelers

Reserve Now & Pay Later
Secure your spot while staying flexible
Free cancellation
Up to 24 hours in advance.
  • 1 hour 15 minutes (approx.)
  • Offered in: English

Overview

Escape the bustle of the city on a sailboat tour through Lake Michigan with a convenient departure from Navy Pier. The cruise offers plenty of frame–worthy photo opportunities, including sweeping views of the Chicago skyline rarely seen by visitors. As a popular choice for both locals and visitors, your experience is guaranteed to be family–friendly and tailored to your needs. Select from Pirates and Maritime Stories Sail at 1pm, Skyline/Architectural Theme at 3pm and 5pm, and Skyline Sunset Sail at 7pm. This sail is approximately 75 minutes. The ship leaves promptly at the scheduled time, please allow for time to park, off the pier if necessary.
  • Family friendly
  • See the sights day or night
  • Travel by boat and see the sights from the water

What's Included

  • Local taxes
  • Alcoholic drinks (available to purchase)
  • Food and drinks (available for purchase)
  • Gratuities
  • Hotel pickup and drop-off

Meeting And Pickup

Meeting point

  • 600 E Grand Ave
    600 E Grand Ave, Chicago, IL 60611, USA

    We are located on the South dock, on the south side of Navy Pier, immediately in front of the Billy Goat Tavern. If walking on the south dock from the entrance, walk where you see restaurants and boats, walk pass the Ferris wheel, walk past the sign for the Shakespeare theater, then on right!

End point

This activity ends back at the meeting point.

What To Expect

Navy Pier (Pass By)

Lake Michigan

1 hour Admission Ticket Included

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • All Passengers must be present 30 minutes prior to advertised sail time. The Ship leaves on time. Please allow ample time for Chicago traffic, getting lost, and not being able to park close.
  • Minimum drinking age is 21 years
  • Dress code:should be sensible for the weather
  • Service animals allowed
  • Near public transportation
  • Not recommended for travelers with back problems
  • Children under 16 years of age, must be accompanied by an adult
  • Windy is NOT HANDICAP accessible.
  • Guests must be able to ambulate up and down 6 steps on each side of the boarding ladder.
  • Assistive devices must be left on the dockside storage area and may not be used on the ship while underway.
  • Windy is NOT HANDICAP accessible
  • Travelers should have a moderate physical fitness level
  • This tour/activity will have a maximum of 140 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

about cancellations.

Traveler Photos

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Featured review
Gladys_F
It was a beautiful experience. Lovely huge sailboat. The crew was friendly, experienced and professional. The captain made the sail smooth and very confortable. I would definitely recommend it to my family and friends

Reviews

4.5
342 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
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Reviews by Viator travelers.
Showing 1-10 of 342 reviews
Great relaxing trip, even...
Robert_H, Nov 2022
Great relaxing trip, even in a light mist. The crew was super friendly and I really enjoyed steering the ship. Would definitely recommend this to my friends and family.
Response from Host, Nov 2022
We are so glad you enjoyed your trip. Thank you joining us. We look forward to you joining us again for some more time at the helm.
Where the heck are you?!?!
Katherine_L, Sep 2022
We couldn’t find the place. Drove around and around and walked miles. No one could help, taxi driver tried and tried. We followed the directions to the best of our ability. 😞 I saved for months and traveled 1,500 miles to do it.
Response from Host, Sep 2022
We are located at 600 Grand Ave on Navy Pier in the exact location your tickets show and are the only four mast schooner on Navy Pier. We hope to take this opportunity with our other guests, that there are five different paragraphs in your confirmation with concise directions for arriving by car(from five different highways) /taxi/bus/METRA and trolley. I pulled the information directly from your confirmation. We encourage our guests to use the information on the ticket to correctly guide them to our ship. HOW TO FIND TALL SHIP WINDY: Tall Ship Windy, is located on the South Dock at Navy Pier, near the Shakespeare Theater, Billy Goats Tavern and Riva Restaurant. Look for our masts or our ticket booth. By CAR • From the north, take Lake Shore Drive (US 41) to the Grand Avenue exit. • From the northwest, take the Kennedy Expressway (I-90/94) to the Ohio Street Exit, south on Orleans to Illinois Street and proceed east. • From the west, take the Eisenhower Expressway (I-290) to Columbus Drive, north to Illinois Street and proceed east. • From the southwest, take the Stevenson Expressway (I-55) to Lake Shore Drive (US 41), north to Illinois Street and proceed east. • From the south, take the Dan Ryan Expressway (I-90/94) east to the Stevenson Expressway (I-55) to Lake Shore Drive (US 41), north to Illinois Street and proceed east. • From the southeast, take Lake Shore Drive (US 41) north to the Illinois Street exit. Visit Navy Pier - Getting Here - Public Transportation Public transportation offers visitors an affordable and convenient way to get to Navy Pier. It is also the recommended means of travel to and from Navy Pier. On METRA Metra commuter rail is a convenient travel alternative. On weekends and select holidays, up to 3 children under 12 travel free when accompanied by a fare-paying adult. The CTA's #124 bus provides convenient and direct service from Ogilvie Transportation Center and Union Station to Navy Pier. For Metra fare and schedule information visit www.metrarail.com, or call 312.836.7000. By CITY BUS The CTA provides seven bus lines with more than 200 buses serve Navy Pier daily on the #29 State S.t, #65 Grand Ave, #66 Chicago Ave. and the #124 Navy Pier Express (serving Metra lines the Millenium (Randolph St.), Ogilvie and Union Stations). During weekday rush hours, the #2 Hyde Park Express (stops running at 9:10 pm ), #120 Northwestern / Wacker Express (serving the Ogilvie Transportation Center), and the #121 Union / Wacker Express (serving Union Station) run every fifteen minutes from 9 am to 12 am throughout the summer and 9 am to 10 pm the rest of the year. All buses are equipped with bike racks and are ADA accessible. For more information, call the CTA at (312) 836-7000 or visit www.transitchicago.com. By TROLLEY Navy Pier offers daily free trolley service between Navy Pier and State Street along Grand Avenue and Illinois Street. By TAXI Navy Pier has three convenient taxi drop-off and pick-up points. One is at the west end of Navy Pier, serving Dock Street and the Family Pavilion. At the mid-point, Entrance 1 serves the west end of Festival Hall, RIVA, and WBEZ Radio. Entrance 2 serves the east end of Festival Hall, the Grand Ballroom and the Navy Pier Beer Garden. Questions or comments? E-mail us at info@tallshipwindy.com or call (312) 451-2700
1 traveler found this review helpful
Sunshine in the lake
Xuesheng_S, Sep 2022
Real sailing during the tour. 1 captain plus 4 sailors and 1 guide, a big four work for the passengers on board. Hard work! Five stars. Only the guide was lack of some passion. Overall, worthy to have a peaceful rest and take some pictures.
Response from Host, Sep 2022
Thank you for joining us and we hope to see you again next season!
1 traveler found this review helpful
Not worth the money / not for kids
Rida_P, Sep 2022
Ok for older people - more settled people. Not a trip for kids . Very boring . They do not sail far they stayed nearby . Not worth the money take a different trip.
Response from Host, Sep 2022
We regret you did not enjoy the charter.
We loved our sail!...
Lisa_B, Sep 2022
We loved our sail! Beautiful night to see the city and the sunset! The crew did a great job and everyone had fun!!!
Response from Host, Sep 2022
Thank you! They work very hard to make each guest have a great time!
Fantastic
Ulises_G, Sep 2022
The whole experience was amazing the crew, the whole ride, the views, and the voyage were all fantastic.
Response from Host, Sep 2022
Thanks for the kind review, we hope to see you again in the future for more fun!
The description and title...
Jerry_N, Aug 2022
The description and title for this tour is very misleading. I was expecting a boat tour ride through the city with some facts about the city but all we did was go out into the lake and come back. And it was pirate themed? Weird
Response from Host, Aug 2022
Jerry we regret that you did not enjoy the charter. We are a lake sail and it is themed, as per all the copy and information on the website. Our many photos are of the four mast schooner ship (a Pirate ship) and our opening line is, "Escape the bustle of the city on a sailboat tour through Lake Michigan with a convenient departure from Navy Pier." Both the size and type of ship and that it is a skyline tour are in the title as well; perhaps you missed that information and photos.
Amazing!
Tarnjit_B, Aug 2022
Great host and experienced boat staff made this very memorable for years to come, will definitely recommend as the first thing to do when staying in Chicago. A true must!!! Thank you!
Response from Host, Aug 2022
We love it when memories are made on Tall Ship Windy! Please join us again for more fun!
As much as I enjoyed...
Valerie_H, Aug 2022
As much as I enjoyed Shark Bait's stories and humor, I most enjoyed watching the pirate crew work as a team, hoisting sails and responding to commands. I hadn't expected that and it was a joy to experience!
Response from Host, Aug 2022
Thank you for mentioning Shark Bait; he's quite the Pirate! We are glad you enjoyed your time aboard Tall Ship Windy and hope to see you again!
Awesome
Joseph_G, Aug 2022
The crew that worked on the ship were very nice and the drinks were really good. We took the sunset cruise and it was a beautiful trip with the night view of Chicago Lit up at night
Response from Host, Aug 2022
Thank you for the kind review. Our Crew work very hard to ensure you have a great time. The sun setting behind the skyline and the buildings lighting up are fantastic!
It was nice and romantic ...
Francisco_M, Aug 2022
It was nice and romantic The sound of the air was amazing The crew was fantastic and knew their roles
Response from Host, Aug 2022
We like hearing romantic in our reviews! Thank you for joining us!
A beautiful day on Chicago’s tall ship
John_W, Aug 2022
It was a beautiful sunny day. A perfect wind day, so all sails were open. The lake was calm, the ship was beautiful. And to top it all off, it was the Friday before the Chicago airshow. The blue angels were in flight practicing for the Saturday, and Sunday shows. It was truly an amazing day. The ship is a beautiful vessel in itself. The crew was very friendly, and really did a good job. I was amazed at how much work was involved in getting all those sails up. It was a fantastic trip.
Response from Host, Aug 2022
Lovely review and so happy you enjoyed all the aspect of our sailing! Join us again soon.
A great experience
Matthew_K, Aug 2022
Excellent experience. The crew was friendly and welcoming. The sunset sail was relaxed with gorgeous views of the city.
Response from Host, Aug 2022
Mother Nature and I both thank you for your review! The sun setting behind the city is fantastic!
Fabulous!
Nan_P, Aug 2022
The glorious view even tho we were cold. Please advise guests to bring a sweater or jacket for the evenings.
Response from Host, Aug 2022
We are happy you enjoyed our views!
Quality 75 minutes
jim_m, Aug 2022
Friendly staff, knowledgeable of city history. Weather cooperated!! Believe a good price for the experience.
Response from Host, Aug 2022
Thank you! We love when our guests enjoy our staff and their knowledge of the city!
Girls Trip!
ANDREA_F, Aug 2022
The interaction of the staff and the attendees and the smooth sailing. My girlfriends and I planned this 4 day trip and this experience topped off our trip. Thank you!
Response from Host, Aug 2022
We are glad you chose us to spend part of your vacation. Please join us next time! Perhaps the Pirates Pub on a Friday night would be perfect for your group!
Such a fun sail!
Cynthia_V, Aug 2022
Experience was great! The entire crew was very nice and welcoming. Loved the sail. Nothing beats those views. Thank you Sam for being so sweet and sharing neat Chicago facts.
Response from Host, Aug 2022
We are so happy you enjoyed your time aboard with us and Sam is supreme and so much fun; she truly loves her work and we are glad it shows!
Enjoyable Evening
Gregory_P, Aug 2022
Crew was engaging for the kids, recruiting them to hoist the sails. Beautiful evening on the water, with a unique perspective on the city.
Response from Host, Aug 2022
We are glad you enjoyed your charter with us. We hope you'll join us again to hoist another sail and enjoy our skyline!
Fabulous tour.
Helen_M, Aug 2022
Wonderful story telling along with history. Polite and entertaining crew. My first time in Chicago - my friend, who is from Chicago, was so glad I chose this tour.
Response from Host, Aug 2022
Welcome to Chicago! We are thrilled you enjoyed your charter with us and hope you will join us again next time you visit!
Spectacular sunset cruise
Michael_K, Aug 2022
This was a wonderful, relaxing Event. The weather was perfect and the view of the Chicago skyline at sunset was spectacular. I recommend looking for a seat on the aft deck near the Is wheel for the best views.
Response from Host, Aug 2022
We are happy you enjoyed the views and the weather.
...

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Product code: 35169P9

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Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

342

1 hour 15 minutes
Free Cancellation
From
HK$473.63