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Enjoy a great day out of doors with your favorite companion. 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.
Popular Sails
A perfect Sunset Skyline Sail for individuals, family and friends. On this unforgettable sail, you will also enjoy awe-inspiring views of the world-famous skyline of the Windy City while sailing the gentle waters of Lake Michigan. A fun, relaxing, informative boat tour along Chicago's beautiful waterways is the ultimate way to experience the city and leave a lasting impression on your group. See the city of Chicago as you’ve never seen it before on our classic Lake Michigan boat tour that leaves from Navy Pier and offers majestic skyline views. Our boat tours are both fun and educational, which makes them the perfect way to see Lake Michigan.
New Year's Eve Premier Plus Dinner Cruise on the Chicago River 12/31/2023 - Choose Chicago
New Year's Eve Premier Plus Dinner Cruise on the Chicago River 12/31/2023.
Posted: Sun, 31 Dec 2023 08:00:00 GMT [source]
Chicago Skyline Sail
View the spectacular 30-minute pyro-musical program fireworks display with the world famous Chicago Skyline as a backdrop for your unforgettable evening. If you are looking for something for Sunday brunch, then I also recommend you Sunday brunch cruise on Lake Michigan. The entertainment continues until well after the ship returns to the pier. This dinner cruise is perfect to enjoy an unforgettable evening of great food and great music. Catch the Chicago skyline at sunset during the most beautiful time of the year, and join us for a fun, laid-back, 2-hour cruise. No tours available for this day.Please note, more Skyline tour times are available in summer due to better weather conditions.
City Cruises – Seadog River and Lake Architecture Tour
Happy hour specials for guests 21+, with valid ID. Throughout the summer months, enjoy the Navy Pier’s spectacular Firework’s show from the water with Shoreline. Tours depart every Wednesday and Saturday evening from Memorial Day to Labor Day. We’re already counting down the days until we can set sail with you again aboard Tall Ship Windy in 2024. Our Skyline Lake Tour departs from our Navy Pier dock at 600 E. Once onboard, you’ll head out on a majestic boat tour of Lake Michigan where you’ll be able to see Chicago’s renowned skyscrapers and landmarks.
Enjoy 45 minutes of Skyline views from Lake Michigan. It is a perfect trip for Chicago locals and visitors alike. See Chicago's skyline sparkle and glow as you glide along the Chicago River and Lakefront under the dazzling glow of the city by night.
Choose Tall Ship Windy For Your Special Event
TripAdvisor users rank the Chicago Architecture Center River Cruise aboard Chicago's First Lady as the city's #1 boat tour. 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. 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.
Architecture & Sightseeing Cruises
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. Sing along to traditional pirate tunes and your favorite party anthems while soaking in the breathtaking sights on Lake Michigan.
Leave the hustle and bustle behind and explore Chicago’s gorgeous shores with a leisurely trip around Lake Michigan. Take in the world-famous skyline, enjoy spectacular views and discover the Windy City from the water. The 3pm and 5pm tours feature the history of Chicago and its world-famous architecture. To learn about the people, plans and persistence that shaped Chicago’s most famous sights join us on the main deck and enjoy the lively and educational narration. There is something special about sailing in Chicago combined by kicking off your week and joining us for a 2-hour concert sail.
2024 Chicago New Years Eve Cruise – The Midnight Kiss 12/31/2023 - Choose Chicago
2024 Chicago New Years Eve Cruise – The Midnight Kiss 12/31/2023.
Posted: Sun, 31 Dec 2023 08:00:00 GMT [source]
Take in the stunning sights of Chicago’s skyline from Lake Michigan—it’s a view of the city like you’ve never seen it before! Our Skyline Lake Tour departs daily from Navy Pier spring through autumn, weather permitting. The menu is truly creative and appetizing consisting of seasonal hors d’oeuvres, appetizers, entrees and desserts and is freshly prepared on-board daily. We provide you with an extensive range of packages and features to choose from for your ultimate boating through tranquility.
Select from Pirates and Maritime Stories at 1pm, Architectural and Skyline Tours at 3pm and 5pm and Sunset and Skyline Sails at 7pm. Experience breathtaking views of Chicago from the waters of Lake Michigan! Leave the hustle and bustle behind and explore Chicago’s gorgeous shores and skyline with a leisurely trip around Lake Michigan. Experience our renowned daytime CAC River Cruise in the glow of the setting sun.
Capture every moment in the city as you take a tour by the coastline and the docks of the exotic locations. 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. Navy Pier Seeks to Defend Title as ‘Best Place to Watch Fireworks’ in USA Today’s 10Best Readers’ Choice Travel Awards!
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. 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. You get a nice view of the city and the crew is entertaining and knowledgeable.
If you’re dreaming of a week-long yacht vacation, Charter Smarter in the Virgin Islands promises an unforgettable experience. For a full or half day on the water from St. Thomas and St. John in the US Virgin Islands, our team at Seas the Day Charters USVI is ready to make your dreams a reality. If you’re looking for other ways to sail, we invite you to explore our other exciting locations!
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. 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... Enjoy onboard happy hour drink specials every night at 5pm!
Tall Ship Windy offers an unforgettable sailing experience. Explore Chicago’s Skyline and choose from Sunset Sails, Skyline Sails and Educational Sails. Hi, I'm Victor Sevale - My goal is to share information on everything I see, do, eat and drink in Chicago.
This Navy Pier boat tour sails from 7pm-9pm every Monday this summer. Bring your pooch on a leash and enjoy quality time with your dog while cruising on Chicago's waterways. Sit back, relax and soak in the city as you enjoy a lively narration of Chicago’s rich history and architectural marvels with dog-friendly highlights. Keep your dog on your lap, in a seat or on the deck. Our dog cruise boat offers plenty of safe outdoor seating, water bowls and an exclusive newspaper-lined restroom for your pet.
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