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

star-4.5248 Reviews
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Chicago, United States
Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

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Free cancellation
Up to 24 hours in advance. Learn more
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Safety measures
icon1 hour 15 minutes  (approx.)
iconOffered 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
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Local taxes
Alcoholic drinks (available to purchase)
Food and drinks (available for purchase)
Gratuities
Hotel pickup and drop-off
700 E Grand Ave , 700 E Grand Ave, Chicago, IL 60611, USA

We are located on the South dock, on the south side of Navy Pier, between Billy Goat Tavern and the Riva Restaurant. 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!

This activity will end right where it started.
  • 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
  • OPERATED BY Windy of chicago Inc, DBA: Tall Ship Windy
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.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What is the policy on face masks and attendee health during Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship?
A:The policy on face masks and attendee health is:

  • Face masks required for guides in public areas
See all safety measures taken by Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship.
Q:
What is the policy on sanitization during Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship?
A:The policies on sanitization are:

  • Hand sanitizer available to travelers and staff
  • Regularly sanitized high-traffic areas
  • Gear/equipment sanitized between use
See all safety measures taken by Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship.
Q:
What is the social distancing policy during Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship?
A:The policies on social distancing are:

  • Social distancing enforced throughout experience
  • Contactless payments for gratuities and add-ons
See all safety measures taken by Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship.
Q:
What measures are being taken to ensure staff health & safety during Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship?
A:The policies on staff health & safety are:

  • Guides required to regularly wash hands
  • Regular temperature checks for staff
  • Paid stay-at-home policy for staff with symptoms
See all safety measures taken by Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship.

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Reviews

4.5
star-4.5
248 Reviews

Reviews by Viator travelers

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Showing 1-10 of 248 reviews
star-5
Lovely experience for a couple
SameerAnand_T
, Jul 2022
Amazing views of the Chicago skyline. Nice bar with great drink options. Will visit again and I would definitely recommend this to anyone visiting Chicago for a day trip.
star-5
Fun and informative
Allison_R
, Jul 2022
Fun and informative trip!! Loved being under full sail instead of a motor powering the boat. Nick was a super entertaining and energetic guide! Lots of drink options at the bar as well as small snacks and merch. Would recommend to anyone!!!
icon Response from Host , Jul 2022
We are delighted to hear you had such a fun day with us! Nick is truly a Pirate Gem and we are happy you enjoyed his energy! Join us again this season for more fun entertainement!
star-5
Awesome adventure
Tricia_D
, Jul 2022
Great experience and great crew! Thanks to the captain for a safe journey! We really enjoyed ourselves!
icon Response from Host , Jul 2022
We appreciate your feedback and welcome you aboard anytime!
star-5
It was a great time....
Cory_M
, Jul 2022
It was a great time. Loved hearing all about the Chicago architecture. Super educational. Would recommend this to anyone!
icon Response from Host , Jul 2022
Education and FUN! Glad you enjoyed!
star-5
Relaxing and comfortable
Kat_A
, Jul 2022
My family of 4 had a great time on the sunset cruise. We didn't know the 9pm ride was a booze cruise so sad we didn't book that. Would do it again
icon Response from Host , Jul 2022
We welcome you back for our Friday night Pirates Pub! Super fun!
star-5
Great experience
David_B
, Jul 2022
The people were very nice and informative. I liked how they got people in involved raising the sails.
icon Response from Host , Jul 2022
Hoisting the sails is our favorite part of each trip and we are glad you participated! Join us again soon!
star-5
Fun afternoon
Robert_B
, Jul 2022
The crew was great. Very friendly and informative. I don’t think you can tell this when buying tickets through Viator but the 1:00 sailing is pirate themed and the 3:00 talks about the architecture of Chicago.
icon Response from Host , Jul 2022
Glad you enjoyed the day with us and our themed excursions. Please join us again!
star-5
Skyline view from Lake Michigan
Jeanne_J
, Jun 2022
It’s always wonderful to see the Chicago skyline. The narrator was knowledgeable and humorous. It was a nice way to spend the afternoon.
icon Response from Host , Jun 2022
Thank you! We strive for a balance of good information and humor! Glad we showed you a fun time.
star-5
Great e experience
Michelle_J
, Jun 2022
Great ride I would highly recommend this activities great for kids and families Very peaceful and beautiful
icon Response from Host , Jun 2022
We are delighted to hear you had a great day with us! Please join us again!
star-5
Crew was amazing. Weather...
Michael_C
, Jun 2022
Crew was amazing. Weather was perfect. Please add a complementary glass of wine to the tour. Would have liked to have covered more of the shoreline
icon Response from Host , Jun 2022
We think our Crew is pretty amazing as well! I'm always open to suggestions; perhaps we can add an option for wine to be included!
star-5
My grandson and I enjoyed...
Laura_F
, Jun 2022
My grandson and I enjoyed our voyage on the tall ship Windy. The information shared was interesting and new to us.
icon Response from Host , Jun 2022
Excellent! We love it when our fabulous guests not only enjoy themselves but learn something new and interesting! We hope you'll join us again for another excursion; our Pirate Lore at 1:00pm is always fun!
star-5
Sail Boat
Anika_B
, Jun 2022
The Skyline Tour was amazing. We initially were running late and missed the 5pm tour, Andy was caring and accomodating. He made it so we could be stand-by for the 7pm tour, which actually worked out in our favor as we were able to sail and see the sunset along Chicago’s skyline. Aboard the ship the Captain and his crew were great. They were very friendly. Great tour overall, had a great time and got some great photo worthy shots.
icon Response from Host , Jun 2022
We are so happy to hear you enjoyed your time with us and always try to accommodate our fabulous guests! Join us again soon!
star-4
Trip to Chicago
Paul_T
, Jun 2022
Our final treat for our visit to Chicago, sailing peacefully on lake Michigan just the whisper of the wind awesome experience, an experience never to be missed thank you Windy n crew
icon Response from Host , Jun 2022
We love that you enjoyed the wind! It’s my favorite part of each excursion! We hope you’ll join us again this season!
star-5
Wonderful Time
Scott_Y
, Jun 2022
We had a good wind so we were fascinated with Captain Bruce and his sailors. We didn’t participate in the pirate stories but I helped raise the sail. It was a beautiful ride. Just wish it had been longer! Next time-fireworks!
icon Response from Host , Jun 2022
We are glad you enjoyed our incredible Captain and Crew! They work diligently to ensure everyone has a great time! Next time join us for fireworks; it’s SPECTACULAR!
star-3
Short large group sail around the harbor
Trey_K
, Jun 2022
The crew was very friendly and the boat is nice. It is a very short “sail” and I think we only had the sails up for maybe 30 minutes. There were approximately 100 people on-board.
icon Response from Host , Jun 2022
We are glad you found our crew friendly and our ship nice. Out of the 70 minutes of the tour we do have to get out of the breakwaters to hoist the sails and then return. Depending on how the wind wants to blow, 30-45 minutes of sailing is about right. We hope you’ll join us again this season.
star-5
Great experience
Brent_A
, Jun 2022
Raising the sails with the crew. Looking back at Chicago at dusk was a vivid memory. The boat is beautiful.
icon Response from Host , Jun 2022
Thank you! Glad you enjoyed your time aboard with us!
star-1
Worse Sailing Tour Ever
Maria_G
, Jun 2022
Worse tour ever. They advertise going out on Lake Michigan instead they going around the harbor in a circle. They don’t leave the harbor and no lake. The day we went out it was so windy and cold that it was too unbearable to sit on deck that we sat inside. Waste of money and time. Avoid at all cost.
icon Response from Host , Jun 2022
We are sorry the guests did not enjoy their tour. As the guest stated, the weather was cold and windy. The one thing we can not control is the weather. Most guests understand this is beyond our control. When weather is bad, for safety reasons Windy does stay within the break-wall. We have offered the guests complimentary tickets Mon-Thurs 1pm to 5pm sails to experience the Tall Ship in better weather.
star-2
Cancelled cruise and expensive parking
Scott_K
, Jun 2022
The cruise was cancelled at the last minute (after we arrived) due to high winds. But, parking is very expensive and it's time consuming to drive to Navy Pier. I understand that weather is an issue, but all the other boat cruises were operating and we were stuck with expensive parking.
icon Response from Host , Jun 2022
Good morning Scott. It is always a difficult decision to cancel due to weather. In this case, the winds were at 24 sustained with gusts to 40. See the attached pic. The icing on the cake is that the winds were coming in from the south which then blows the ships right into Navy Pier, not out into the water. It was just not safe. Our Senior Master Captain definitely made the right decision. Once the decision was made, we called, texted and emailed everyone. Unfortunately, you did not receive that message. We wish you the best. We provided a full refund and wish you the best and hope you can come back.
star-5
Beautiful way to view the city
Tiffany_C
, Jun 2022
We enjoyed the opportunity to ride on a tall ship and see the Chicago skyline full spectrum. It was peaceful an beautiful and the crew was great
icon Response from Host , Jun 2022
Thank you for joining us aboard Tall Ship Windy! We are glad you had a peaceful excursion and hope you'll join us again
star-5
Fun sail boat Chicago architect tour
Roxanne_C
, Jun 2022
Great boat care and crew was on top of their game! We enjoyed the narrative of Chicagos skyline and the crews spirit.
icon Response from Host , Jun 2022
Our Crew really do enjoy sharing their knowledge with each our guests; glad you had fun!

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