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    5. City Lights Sailing Cruise in New York City
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    City Lights Sailing Cruise in New York City

    Sail past NYC’s lit-up skyline on the Clipper City at night

    4.5 stars• 703 reviews
    From$90/ personincl. taxes and fees

    Duration

    1 Hour & 30 Minutes

    Highlights

    Step aboard the Clipper City for a 1 hour 30 minute evening sail and watch the city skyline light up as you cruise a calmer harbor. Enjoy space to sit or stand, plus a full bar on board with drinks and snacks available for purchase.

    • Board at Pier 17 and sail for 1 hour 30 minutes
    • Enjoy skyline views as the harbor settles in for the night
    • Relax with benches plus standing and deck seating options
    • Buy beer, wine, mixed drinks, and snacks from the on-board bar
    • Bring a photo ID and dress in layers for cooler water temperatures
    • Tip the crew and bartender if you enjoyed your experience

    What's Included

    • 1 hour 30 minute scenic cruise aboard the Clipper City
    • Seating and standing room
    • Experienced captain and crew
    • Authentic sailing experience

    Things to know

    Gratuities and bar purchases are not included. Sailing may be canceled due to severe or unsafe conditions.

    Cancellation Policy

    All bookings are final; refunds are not offered. Cancellations within 72 hours of departure forfeit ticket and paid value. Weather cancellations may occur; refunds are not offered for weather-related cancellations.

    FAQs

    Arrive early. Check-in and boarding starts 15 minutes before departure. The boat leaves promptly at the scheduled time and may release your reserved space 5 minutes before departure if you have not checked in with a dockside agent or contacted the office.

    Dress in layers. It can feel cooler on the water, especially at night. On summer days, bring a hat and sunscreen.

    Bring a photo ID.

    Meeting details

    Pier 17

    Experience provided by Manhattan by Sail
    Experience provided by Manhattan by Sail

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #7Z2HGU

    Sail Experience (Ages 13+)

    $90.14

    90 Min Sightseeing Sail

    0

    Child Sail Experience (Ages 5 - 12)

    $40.45

    90 Min Sightseeing Sail

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.5
    Excellent
    703 reviews•Google Maps
    553
    68
    26
    8
    48

    Sailing around Manhattan at sunset, with jazz playing and the Statue of Liberty drifting into view, is the kind of experience that tends to stick with people. Reviewers consistently describe it as a highlight of their entire New York trip, with the open-water perspective of the skyline offering something genuinely different from the city's usual tourist circuits. The vibe is relaxed and unhurried, with blankets on hand for cooler days and drinks available to help set the mood. The crew gets mentioned constantly, and in the best possible way. Captain Steve and the rest of the team come across as warm, knowledgeable, and genuinely engaged with guests. Experienced sailors have even been invited to take the helm, while first-timers are encouraged to help with the rigging. That hands-on energy seems to be a big part of what makes the experience feel special rather than just scenic. Highly rated across a wide range of travelers and seasons, this one earns its reputation. One reviewer summed it up well after 11 years of New York adventures, calling it the single best experience the city has to offer. That's a bold claim, but reading through the reviews, it's hard to argue.

    What people are saying

    Review 1 of 5
    5/5

    The best NYC experience I have ever had. NY has no shortage of tourist attractions or things to do. After 11 years of boat, bike, bus rides - this is the hands down number one experience I would recommend. The wind, sea, sail takes you away from the daily grind. Would do it once a week over a massage session. The staff also made it a great experience. Yacht rock playing all the classics. Can’t wait for the next trip out. I

    Photo of Vincent C

    Vincent C

    March 31, 2026

    Review 1 of 1
    5/5

    The best NYC experience I have ever had. NY has no shortage of tourist attractions or things to do. After 11 years of boat, bike, bus rides - this is the hands down number one experience I would recommend. The wind, sea, sail takes you away from the daily grind. Would do it once a week over a massage session. The staff also made it a great experience. Yacht rock playing all the classics. Can’t wait for the next trip out. I

    Photo of Vincent C

    Vincent C

    March 31, 2026

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