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Cruises & Sailing · Tomorrow

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— Cruises & Sailing
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    A Sailor's Life for Me! Tall Ship Experience

    (18)
    Did you ever watch Master and Commander and imagine yourself living the life of a sailor in the era of the great sailing ships? Well, sadly, actual time machines don't exist (yet), but you can get a sense of what it was like on Tall Ship Windy's "A Sailor's Life for Me" cruise. You'll get to see and touch the tools of a Tall Ship sailor's trade and learn all about their everyday lives from Windy's experienced crew-educators. Take in the beautiful Chicago skyline on the Official Flagship of the City of Chicago. But if you'd rather just take a nap on the deck, thats ok too!
    $30
    A Sailor's Life for Me! Tall Ship Experience

    600 E Grand Ave, Chicago

    • Learn what it was like to be a Tall Ship sailor on this fun and informative lake tour
    • See and touch the tools of a sailor's trade and learn how they lived
    • Follow the course of the wind on the Official Flagship of the City of Chicago
    • Relax on the deck or join in the fun for an unforgettable experience
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    18 positive reviews
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    Lunch Cruise

    (17)
    Tired of the same old boring lunch? Treat yourself to a long lunch break and board Chicago's largest luxury yacht. With a drink in hand, and a beautiful view of the Windy City, order a three-course meal from the celebrity-chef inspired menu, but bring your appetite because the food on deck is absolutely delectable, plentiful, and freshly prepared. Throughout the cruise, DJ entertainment will set the mood -- how's jazz for your ears? Upon returning to the pier, you're guaranteed to be relaxed and refreshed. Use your lunch break wisely because it doesn't get much better than this.
    $120
    Lunch Cruise

    600 E Grand Ave, Chicago

    • Board Chicago's largest luxury yacht for a delectable lunch
    • Enjoy a freshly-prepared, celebrity-chef inspired, three-course meal, and beautiful views of the city skyline
    • Relax to the sounds of Lake Michigan
    • DJ entertainment will be provided to lighten the mood
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    17 positive reviews
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    Chicago Dinner Cruise (Weekend)

    (17)
    What's better than a three-course meal? A three-course meal on the water! Newly renovated, this luxury vessel features a newly furnished rooftop lounge, posh atmosphere and stylish interior. Upon boarding, the Captain and crew will greet and escort you to your private table. From there, you'll be able to check out the observation decks, filled with understated Art Deco accents and reminiscent of the classic ocean liners. Next, you will feast on a splendid 3-course meal with celebrity-chef inspired dishes prepared from fresh ingredients right on-board. Finally, dance the night away to DJ entertainment or simply relax in the elegant ambiance and admire unparalleled views of the famed Chicago skyline as you glide along the shores of Lake Michigan. Why eat at your usual restaurant spots when you can dine in style... on the water!
    $197
    Chicago Dinner Cruise (Weekend)

    600 E Grand Ave, Chicago

    • Board a luxury vessel that features a newly furnished rooftop lounge, posh atmosphere, and stylish interior
    • Dine on a three-course meal prepared with fresh ingredients
    • Enjoy the nighttime entertainment, including DJs, unmatched views of the skyline, and an elegant ambiance
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    17 positive reviews
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    Chicago City Tour with River Cruise

    (26)
    Experience the Windy City like never before by embarking on this scenic two-hour tour of downtown Chicago, also known as 'the Loop.' A minibus with the comfiest seats will take you to the most iconic stops in the city such as Wrigley Field, the Willis (Sears) Tower, Chicago River, the Magnificent Mile, and Navy Pier. Enjoy stunning views of Lake Michigan and take a few moments to bathe in the beauty of this architectural wonder of a city. n the second half of the tour, you'll board an open-tip boat and cruise along the Chicago River as you enjoy stunning views of the city's famed architecture. You'll see all the best parts of Chicago while traveling in comfort and style!
    $38
    Chicago City Tour with River Cruise

    17 E Monroe St, Chicago

    • Discover Chicago from both land and water on this comprehensive three hour tour
    • Explore the city and discover the rich history and culture as you visit sites such as Lincoln Park, Museum Campus, Navy Pier, and the Willis (Sears) Tower
    • Take in the Chicago's beauty from the water as you climb aboard an open-top boat
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    26 positive reviews
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    Sunset Dinner Cruise

    (17)
    What does a night out in Chicago need? Dinner? Dancing? Maybe a glimpse of the city's charm and beauty? Have it all on this Chicago Sunset Dinner Cruise. Aboard a three-hour luxury cruise on Lake Michigan, you'll encounter attractions such as Navy Pier and Soldier Field as you dine on a lavish, all-you-can-eat buffet! See spectacular views of the city skyline, while being entertained by a singing ship staff and a live DJ spinning your favorite songs. The sumptuous all-you-can-eat buffet is complete with everything to keep your stomach satisfied. As you enjoy your meal in the elegant setting of the ship's dining room, you'll be entertained by the colorful characters of the ship's cabaret. Let the city enchant you with a wonderful night out!
    $157
    Sunset Dinner Cruise

    600 E Grand Ave, Chicago

    • See spectacular views of the Chicago skyline aboard a luxury cruise on Lake Michigan
    • Encounter attractions like Navy Pier and Soldier Field
    • Be treated to a sumptuous all-you-can-eat buffet, complete with a carving station
    • Enjoy the entertainment of a live DJ
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    17 positive reviews
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    A Getaway Sail (Morning)

    (7)
    You haven't tasted luxury until you've experienced a summer sail on a private charter. Picture this: you've got your sunglasses on, an ice cold beer in your hand, and NOTHING on your mind! During this Getaway Sail, you'll have two full hours to put your worries behind you and embrace the Lake Michigan breeze. Experience Chicago from a totally new perspective as you witness the Chicago skyline, Navy Pier, Soldier Field, and the Museum Campus, all from the comfort of a boat! You can relax on the front nets, lounge in the bean bags, help sail and steer the boat, or straight up destress! All Phenix charters will include the services of a U.S. Coast Guard Licensed Captain, and some trips also have an additional crew member. Bring up to 5 of your friends or family members to share this experience of a lifetime with you!
    $390
    A Getaway Sail (Morning)

    111 N Lake Shore Dr, Chicago

    • Come aboard a private charter for the best day of your summer
    • See the Chicago skyline, Navy Pier, Soldier Field, and more from the waters of Lake Michigan
    • Bring a bottle of wine or a couple of beers to relax in luxury
    • Make memories of a lifetime with friends, family, or your special someone
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    7 positive reviews
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