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Whether you’re a native Chicagoan, newcomer, or just visiting, a Spirit of Chicago brunch cruise is the perfect weekend outing. It was a very educational and relaxing seventy-five minutes. Feel the spirit of centuries past and hoist the sails as part of your Chicago boat excursion on Tall Ship Windy. If you’re looking for other ways to sail, we invite you to explore our other exciting locations! Tall Ship Windy is proud to be a part of the Amphitrite Digital family of companies.
City Cruises – Signature Lunch Cruise on Lake Michigan
I’m a life long Chicagoan and I brought my out of town relatives on this cruise and we all loved it! It was a gorgeous summer late afternoon and the city was just sparkling. Narrator very entertaining and informative. I thought the price was great for the experience. I've set sail on Tall Ship Windy 4-5 times over the past few years, and it is always a good time.
Chicago Riverwalk Fireworks Cruise
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. Our boat tours are both fun and educational, which makes them the perfect way to see Lake Michigan.

Shoreline Skyline Lake Tours
Our Skyline Lake Tour takes you on a loop around Lake Michigan, heading both north and south on the lake, you’ll see many of Chicago’s famous landmarks and the classic skyline vista. A round up of fun events, exclusive deals and happenings along Chicago’s Magnificent Mile. The Magnificent Mile is in the heart of Chicago's famous culinary scene and offers visitors a delectable spread of places to dine. In this season of love, celebrate as 26 happy couples say “I do” on October 7th at The Wrigley Building before the Chicago Marathon on October 8th. Keep reading for what your weekend in the heart of Chicago has in store.
Then off to your Open House Chicago 2023 adventure. Savor a Halloween-themed afternoon tea at The Ritz-Carlton Chicago. Finally, end your day with some fun at Flight Club. The journey begins at the Chicago Riverwalk, cruises up and down the main branch of the Chicago River, and ends with a spectacular view of the Chicago Fireworks as seen from the Chicago River. Amphitrite Digital’s Windy of Chicago has been awarded a five-year contract to berth and operate Tall Ship Windy from Navy Pier.
The most unique tour boat in chicago, housing a mini museum, fun for the kids, and a bar onboard!
You get a nice view of the city and the crew is entertaining and knowledgeable. On Wednesday and Saturday evenings, you can take our Skyline Lake Tour and end your visit with a front-row view of the Navy Pier fireworks. On our boat, you’ll have the best seats in the city for the fantastic fireworks display. Join Chicago Water Taxi on Wednesday and Saturday nights as we depart from the Riverwalk to view the City’s magnificent fireworks display.
A Beautiful Stage for Your Event Set sail on Windy for weddings, parties, corporate functions, reunions, church outings, tour groups, team building and more! Our Lakefront Speedboat Tour is the best way to view Chicago from the lake, combining an exciting speedboat ride along the shoreline with informative and... Enjoy Chicago’s iconic skyline with an exciting architecture cruise on the Chicago River. Departing from Navy Pier, this 75-minute narrated cruise is the best way...
Chicago Architecture Boat Tours: 10 Boat Tours in Chicago to Take This Summer - NBC Chicago
Chicago Architecture Boat Tours: 10 Boat Tours in Chicago to Take This Summer.
Posted: Tue, 19 Jul 2022 07:00:00 GMT [source]
Departing from Navy Pier daily, you will enjoy a spectacular sailing cruise and enjoy the breathtaking moments as the sun sets gently behind the Chicago Skyline. Get up-close and personal every Wednesday and Saturday night on this epic Lake Michigan fireworks cruise. Enjoy dinner, dancing, and take in stunning skyline views. Near the end of your cruise, the sky above the lakefront will fill with spectacular displays of color and the thundering sounds of Navy Pier's outstanding fireworks show.
Learn about the people, plans and persistence that shaped Chicago’s most famous sights and join us on the main deck to enjoy the lively narration and an Architectural Tour of Chicago from the water. History comes alive on this exciting Windy City boat tour. Enjoy an educational adventure for curious minds of all ages with the backdrop of the iconic Chicago skyline always in view. Led by our crew-educators, experience a hands-on sailing excursion in Chicago aboard Windy. The Tall Ship Windy, sailing from Navy Pier in Chicago, is a 148-foot, traditional four-masted gaff topsail schooner. She offers fireworks cruises, pirate cruises, and a variety of other public and private cruises in Chicago.
Sail into the night and embark on a two-hour party sail from Navy Pier; join us for Chicago’s only Pirates Pub. Sail onboard a 148-foot Tall Ship in the Windy City! This popular Chicago event is one you will not want to miss; it is unlike all other boat excursions in Chicago. Enjoy an onboard DJ and the wind in your hair as you dance the night away with the mesmerizing Chicago skyline as your backdrop.
Bike & Roll Chicago allows guests to rent bicycles for a fun experience on the lakefront. On these 30-minute speed boat rides, you’ll tear across Lake Michigan at up to 45 miles per hour while getting entertaining and informative commentary on Chicago. Join us for Chicago’s favorite free dazzling fireworks display Wednesday and Saturday nights from Memorial Day weekend through Labor Day weekend. Highly recommend the 7pm sail to watch the sunset between the buildings. Fun and knowledgeable crew made the Windy the highlight of our Chicago visit. We’re already counting down the days until we can set sail with you again aboard Tall Ship Windy in 2024.
Great for parties of all sizes, a Spirit... There is simply no better way to experience Chicago’s world-famous skyline than on a Windy City Boat Tour with Tall Ship Windy. CHICAGO (WLS) — There was a majestic sight on the Chicago River Wednesday as the “Tall Ship Windy” made her way from winter storage to her summer mooring spot at Navy Pier. Chicago approved City-Wide Use of Fireworks on the 4th of July 1893,.
Odyssey Lake Michigan presents special prix fixe dinner cruises, offering guests the opportunity to try one of Chicago’s most unique dining experiences at an incredible... When you dine on Like Michigan, every table is the best in the house. Navy Pier’s brunch, lunch and dinner cruises pair world-class cuisine with panoramic views of the city and lakefront. Our luxurious yacht charters offer the perfect venue for special occasions, from romantic getaways to corporate events and family celebrations. Tall Ship Windy offers the most spectacular Chicago fireworks cruises during the summer. For the best Chicago sunset, visitors and residents alike, join us aboard the 148′ Tall Ship Windy – the official ambassador for the City of Chicago.