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Chicago Skyline Tall Ship Sightseeing Cruise

4.5 (434)
Chicago, US
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Chicago Skyline Tall Ship Sightseeing Cruise

4.5 (434)
Chicago, US
Share
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Experience the magic of Chicago's skyline from the water with the Skyline Tour Aboard 148 Ft. Schooner Windy. Leave the hustle and bustle behind as you embark on a leisurely sail around Lake Michigan. This 75-minute journey offers stunning views of the world-famous skyline and allows you to discover the Windy City from a unique perspective. Step aboard the historic Schooner Windy, the Official Ship for the City of Chicago, and enjoy a relaxing sail on this truly remarkable vessel. Choose from various themed sails, including Pirates and Maritime Stories, Skyline/Architectural, and Skyline Sunset. Departing from Navy Pier, one of the city's most popular attractions, this tour is a must-do for any traveler seeking an unforgettable experience in Chicago. Don't miss your chance to be part of this incredible adventure on the water.

About this experience

  • Free Cancellation For a full refund cancel at least before the start of your booking
  • Admission Included
  • 1 hours 15 minutes
  • Suitable for 1-15 Participants
  • Small Group Tour
  • Self Guided Experience
  • Leisurely trip around Lake Michigan
  • Spectacular views of Chicago's skyline
  • Experience the historic Schooner Windy
  • Explore the shores of Chicago
  • Relaxing sail on a unique vessel
  • All fees and taxes
  • Restroom on board
  • Live Narration from Expert Guide
  • Alcoholic, Non-Alcoholic Drinks & Snacks (available for purchase)
  • Gratuities
  • Hotel pickup and drop-off

Popular Hotels Closeby

More about this experience

Introduction:

Experience the beauty of Chicago's skyline like never before with the Skyline Tour Aboard the 148 Ft. Schooner Windy, Chicago's Official Tall Ship. Leave the hustle and bustle behind as you embark on a leisurely trip around Lake Michigan. This tour offers a unique perspective of the Windy City, allowing you to take in the world-famous skyline, enjoy spectacular views, and discover Chicago from the water. The Schooner Windy, at 148 feet long, is a truly historic vessel and the Official Ship for the City of Chicago. With its four masts and rich maritime history, it provides an unforgettable sailing experience.

What to expect:

During the Skyline Tour, you can expect to be captivated by the breathtaking views of Chicago's skyline and architectural wonders. As you sail along Lake Michigan, you'll be surrounded by the stunning beauty of the city's iconic buildings, including the Willis Tower, John Hancock Center, and Navy Pier. This tour offers a unique opportunity to see Chicago's skyline from a different perspective, creating unforgettable memories.

Who is this for:

The Skyline Tour Aboard the 148 Ft. Schooner Windy is perfect for anyone looking to experience the beauty of Chicago in a unique and memorable way. Whether you're a local resident wanting to explore your city from a new angle or a visitor looking for an unforgettable experience, this tour is for you. Families, couples, and friends will all enjoy the leisurely sail and stunning views of the Chicago skyline.

Why book this:

Book the Skyline Tour Aboard the 148 Ft. Schooner Windy and embark on an adventure that will leave you in awe. This tour offers a one-of-a-kind experience to sail on a historic tall ship and witness the beauty of Chicago's skyline from the water. The Schooner Windy is not only a majestic vessel but also the Official Ship for the City of Chicago, adding to the authenticity and charm of the experience. Don't miss the opportunity to create lasting memories as you sail along Lake Michigan and take in the breathtaking views of the Windy City.

Good to know:

Please note that the Skyline Tour is approximately 75 minutes long and departs promptly at the scheduled time. Make sure to allow enough time for parking, as the ship is located on the South dock of Navy Pier. Alcoholic drinks and food are available for purchase onboard, and gratuities are not included. The Schooner Windy is easily accessible from the south side of Navy Pier, in front of the Billy Goat Tavern. Follow the signs and walk along the south dock until you reach the ship. Get ready for a delightful sail and an unforgettable experience.

Reviews:

Customers who have embarked on the Skyline Tour Aboard the 148 Ft. Schooner Windy have raved about their experiences. They describe the tour as breathtaking and highly recommend it to anyone visiting or living in Chicago. Many reviewers mention the stunning views of the skyline and the unique perspective of the city that the tour provides. The historic Schooner Windy and its knowledgeable crew have also received praise for their hospitality and passion for sharing Chicago's maritime history. Overall, the reviews highlight the unforgettable nature of this sailing experience and its ability to create lasting memories.

How long before the event do I need to book?

  • You can book at any time before the event

Vouchers accepted in the following formats

  • Mobile

Is an adult required for the booking?

  • At least one adult or senior required per booking

Your Itinerary

Navy Pier

(Pass by)

Departs from the historic Navy Pier, one of the most popular tourist attractions in the city.

Lake Michigan

Sail on the third-largest of the Great Lakes. Lake Michigan is itself a natural wonder.

Admission Included

Reviews

(434)

4.5 (434)

J4827MFvanessaf

Family friendly and super fun to do. Staff are very good entertainers and fun to participate on their acts. Knowledgeable about the city so you get to learn a little history about Chicago SkiyLine and the City. I thought the tour was going through the canal but it actually goes alongside the lake which was fun to fell the breeze like if you would be at open sea. Is a fun adventure to do while in the city. If you are lucky you get to take pictures with the captain too :D

coloneledmunds

Wow...great trip with fantastic narration. Calming, relaxing, and an excellent bar too! Book a trip on the Windy you will love it@

David_F

The views were spectacular!! The crew was very knowledgeable and friendly. We are already talking about doing it again next year.

nevillethehero

The most fun tour we’ve had of Chicago. The crew is fantastic, and the tour guide is hilarious. His sense of humor really sets this tour apart from the rest, while still offering interesting insights on the city’s unique skyline. Loved it.

Suzy_S

The view was amazing. Such a beautiful night for sailing. Getting a beer was nice too. Liked the music on board

kathiej

This was a great experience. The crew was very friendly and knowledgeable. We sat at the front of the ship, and the guys helped “hoist” the sail. The views were incredible. I appreciated the music, too. It was nice, mellow and appropriate. Sailing on Windy is a must do, and a “must-do again”.

eric_g

This is just advice for the tour company. I’d save the pirate talk, pirate music, and anything else obnoxious for the pirate cruise that takes palace for the kids during the day. For the sunset cruise, you guys should try your best to keep it classy and romantic for the couples. That cruise at that hour is not for kids. It’s for couples looking for romantic vibes.

Andrea_B

Views of Chicago skyline were spectacular. My teenage son enjoyed hoisting the sails! We definitely could have stayed on the ship longer!

Julia_V

Our favorite part of the sunset cruise was the gorgeous lights of the skyline after dark & snuggling with my husband because it was a bit chilly. Quite romantic.

Page_S

Scenery and beautiful weather. Crew was fun. Glad we did this. Well worth it. Wasn’t crowded as apprised to the smaller boats.
Collected by Evendo, Tripadvisor & Viator
2024-05-05 06:16