Manhattan By Sail

89 South Street, New York

Experience New York on a Daytime, Sunset, Night, or Jazz Sail with Skyline Views and Cocktails - Manhattan By Sail

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330 Groupon Ratings
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Highlights

Sail past iconic NYC landmarks on a historic vessel with cocktails, music & views—Manhattan By Sail blends history, comfort & unforgettable vibes.

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4.7
330 Groupon Ratings
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About This Deal

New York City looks better from the water—especially under sail.

Glide past the Statue of Liberty and skyline stunners as the sun sets or lights rise. With Manhattan By Sail, every tour turns iconic views into unforgettable moments.

What We Offer

  • 105-Minute SUNSET Jazz Sail with Welcome Cocktail Included
    • Watch the sun dip behind the Statue of Liberty as smooth live jazz fills the air aboard the majestic 158-foot Clipper City. Whether you’re helping hoist the sails, lounging with a cocktail, or strolling the deck for the best views of NYC’s iconic skyline, this sunset sail is pure magic. With a crew of passionate sailors and artists, a full cocktail bar, and jazz melodies setting the mood, Manhattan By Sail offers a romantic, unforgettable way to experience the harbor—golden hour never looked (or sounded) so good.

    Dates and Times:
    - 7:30pm: 5/01/2024 – 8/11/2025
    - 7pm: 8/13/2025 – 8/25/2025
    - 6:30pm: 8/27/2025 – 9/16/2025
    - 6:15pm: 9/17/2025 – 10/05/2025
    - 5:30pm: 10/08/2025 – 10/19/2025
    - 5:15pm: 10/22/2025 – 10/31/2025

  • 90-Minute AFTERNOON Golden Hour Cocktail Sail with Bonus Cocktail Included
    • Set sail during NYC’s “magic hour,” when golden light bathes the harbor and every photo is postcard-perfect. Your journey begins with a welcome cocktail, setting the tone for an unforgettable cruise aboard either the city’s largest tall ship or its oldest schooner yacht. Glide past the Statue of Liberty, Ellis Island, and Governors Island with sweeping skyline views all around. With a full bar and snacks available onboard, this is the ultimate way to unwind, sip, and soak in New York like never before.

    Dates and Times:
    - 5:15pm: 5/01/2025 – 8/11/2025
    - 4:30pm: 8/13/2025 – 8/25/2025
    - 4:15pm: 8/27/2025 – 9/16/2025
    - 3:30pm: 9/17/2025 – 10/5/2025
    - 5:30pm: 10/08/2025 – 10/19/2025
    - 2:30pm: 10/22/2025 – 10/31/2025

  • 90-Minute City Lights NIGHT Sail with Welcome Cocktail Included
    • Step aboard the Clipper City, NYC’s largest passenger sailboat, and watch the world’s most iconic skyline come alive in a dazzling display of lights. This peaceful evening sail is the perfect way to unwind with friends, family, or someone special. As the city sparkles around you, enjoy the tranquil vibe, the gentle sway of the harbor, and a full bar stocked with beer, wine, and cocktails available for purchase. It’s a magical night on the water you won’t forget.

    Dates and Times:
    - 10:00pm: 5/01/2025 – 8/11/2025
    - 9:30pm: 8/14/2025 – 8/25/2025
    - 9:00pm: 8/28/2025 – 9/16/2025
    - 8:30pm: 9/18/2025 – 10/4/2025
    - 8:00pm: 10/09/2025 – 10/18/2025
    - 7:30pm: 10/23/2025 – 10/30/2025

  • 90-Minute Clipper City DAYTIME Sail with Welcome Cocktail Included
    • Cruise through New York Harbor in style aboard the iconic Clipper City, where unforgettable views and laid-back vibes come together for the perfect escape. Sit back and relax with a cocktail from the full onboard bar as you sail past legendary landmarks like the Statue of Liberty, Ellis Island, and the sweeping Manhattan skyline. Whether you're capturing that once-in-a-lifetime photo or simply savoring the breeze and city lights, this intimate sail offers a unique and unforgettable way to experience the magic of NYC from the water.

    Dates and Times for 2:30 pm option:
    - 2:30pm: 6/01/2025 – 8/11/2025
    - 2:15pm: 8/13/2025 – 8/25/2025
    - 1:30pm: 8/27/2025 – 9/16/2025
    - 1:15pm: 9/17/2025 – 9/28/2025
    Dates and Times for 5:15pm option:
    - 5:15pm: 5/01/2025 - 8/11/2025
    - 4:30pm: 8/13/2025 - 8/25/2025
    - 4:15pm: 8/27/2025 - 9/16/2025
    - 3:30pm: 9/17/2025 - 10/5/2025
    - 3:15pm: 10/8/2025 - 10/19/2025
    - 2:30pm: 10/22/2025 - 10/31/2025

    Click here to view directions to the Clipper City

    Why You Should Grab The Offer


    manhattan by sail

    Step aboard Clipper City for an experience that blends history, live jazz, and breathtaking views into one unforgettable sail. Unlike crowded ferries, these intimate cruises offer a relaxed, personal vibe—perfect for unwinding as the sun sets over the harbor. With smaller group sizes, you’ll enjoy more space, more attention from the passionate crew, and more moments to soak it all in. Sip a refreshing drink, snack on tasty bites, and take in iconic sights like Governors Island and the Statue of Liberty from a perspective few get to see. This isn’t your average NYC outing—it’s a memory in the making.

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    Fine Print

    Promotional value expires Oct 31, 2025. Amount paid never expires.

  • Booking: Online reservation required.

  • Purchase: Each Groupon is valid for 1 person. May purchase multiple to accommodate your group size. Valid only for option purchased.

  • Taxes: Sales tax not included and collected at time of booking.

  • Restrictions: Must provide 21+ ID to receive alcoholic beverages. Subject to weather.

  • Additional Information: Alcohol not discounted more than 50%.

    • All sales final.     Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Offer is not eligible for our promo codes or other discounts. Learn about Strike-Through Pricing and Savings

    About Manhattan By Sail

    For more than 30 years, the captains and crews behind Manhattan by Sail have been giving visitors and locals alike the chance to view the city from an entirely new perspective. Their 158-foot Clipper City vessel is a replica of a 19th-century cargo schooner that was constructed in the 1980s using plans purchased from the Smithsonian. Clipper City can hold more than 145 passengers between masts and rigging that tower as high as 120 feet above the deck. The vessel can set sail on daytime, sunset, and evening cruises where you can enjoy an impromptu sea-shanty sing-along. Somm in the City hails Manhattan by Sail as a prime destination for weekend fun and NewYork.com lists it as one of the 12 Great Things to Do with Your Dad in NYC.