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Romantic NYC Wine Tasting Sail

Manhattan, NY

Item #: WAT-NEW-0061
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If you are looking for a unique date night, set sail with the wine experts for a fun and informative afternoon sail on the Hudson river in New York!

  • Discover the majesty of the Manhattan skyline from the serene waters of the Harbor and Hudson River on this 2-hour NYC sailing experience
  • Enjoy a delightful harbor adventure that will expand your palate as you pair great wines with cheese and charcuterie
  • Relish fresh air and uncontested views of famed New York City attractions from the deck of the Shearwater, a classic 1929 vintage sailboat
  • Each Wine Sail features an eclectic selection that may highlight differing countries, trends and themes
  • One of the most memorable things to do in NYC with that special someone!
North Cove Yacht Harbor - New York, NY

May through October:
Saturdays and Sundays - 4:30 PM
September through Early-October:
Saturdays and Sundays - 4:00 PM

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  • All available dates have for this season have passed or sold out. Dates for the upcoming season will be posted as soon as they are available. To see a list of this past year's dates for your reference, please click here
    Option & Pricing:

    Buy now and choose a date & time later.

    Please select an option above.
    Essential Information
    • The sail is not narrated, however the crew is happy to answer your questions
    • The ship boards 10 minutes prior to departure
    • Although the boat holds up to 48 passengers, there is not enough bench seating available and some passengers will be required to either sit on the deck or stand. We recommend arriving early to ensure the best seat
    • Price includes a variety of wines dependent of the theme of that day's sail, as well as snacks and cheeses
    • Participants must be at least 21 years of age
    This sail will last approximately 2 hours.
    Experience Provider Info
    Complete information for your Experience Provider, including contact information, will be included on your booking confirmation email once you or your gift recipient have scheduled the experience. Our Product Management team handpicks top-rated experience providers, removing the guesswork for you and ensuring your peace of mind.
    Maximum Participants
    This experience is shared by a total of 48 passengers.
    The wine tasting sail is only for those on the ship.
    Weather Dependent
    This an all-weather outdoor experience and will sail in light rain. In the event of dangerous sailing conditions, your sail will be rescheduled. Always contact the experience provider with any questions regarding weather conditions.
    What To Wear
    Dress is typically casual. The temperature can be cooler out on the water, so dress accordingly. Passengers should wear only soft soled shoes such as sneakers, deck shoes, flip-flops or sandals. Heels and boots can scuff the deck. It is recommended to arriving at least 30 minutes before your scheduled time.

    For this experience, our partners are taking extra measures to help prevent any potential spread of COVID-19. These measures include vessels operating at a reduced capacity for guest safety. All crew members will be required to wear face coverings and take a pre-shift temperature check. All guests will be required to wear a face covering during the cruise. Additionally, all vessels will be sanitized between cruises.

    Is wine included?
    Yes, the wine tasting sail includes a variety of wines dependent of the theme of that day's sail.
    What if it rains?
    In the event of a cancellation by the Captain due to severe weather conditions or mechanical failure, customers will be rescheduled at no additional fee.
    Is there a restroom on board?
    Yes, the Shearwater does have a restroom on board. 
    What time do we need to arrive?
    Boarding starts 10 minutes prior to departure. It is recommended to arrive at least 30 minutes prior to ensure the best seats. Please keep in mind that there is not enough bench seating available and some passengers will be required to either sit on the deck or stand.
    Are gratuities included?

    Price for this sail does not include gratuity. It is customary to tip the crew if you enjoyed your experience and please remember to tip your server if you enjoyed the service provided.

    Will there be assigned seating?
    Seating is casual. You can pick a spot on one of the benches, hatch covers, cabin tops, or layout on the beautiful deck.
    Is this ship wheelchair accessible?
    Unfortunately, the Shearwater is not wheelchair accessible. 

    Experience Vouchers that have not been redeemed can be returned hassle-free within 30 days.  All refunds will be made to the original purchaser.

    Experience Vouchers that have not been redeemed can be exchanged for anything else in our marketplace at any time.  If you choose to exchange for an experience that costs more, you'll simply have to pay the difference.  If you choose to exchange for an experience that costs less, you'll have a credit towards your next booking with Cloud 9 Living.

    Cancellation Policy

    Once you have scheduled a date and received a booking confirmation, no exchanges are allowed. Rescheduling is allowed up to 72 hours prior to the experience for a $20-30 per person fee payable directly to the experience provider. Failure to appear on your booked date or to reschedule in accordance with these terms will result in the loss of the value of your experience.

    Customer Reviews
    (11 reviews)
    View More Reviews:
    “Overall, we had a wonderful time. The staff was extremely affable, answered questions, and were highly professional. The wines were unique and quite enjoyable. My only suggestion, would be to obtain higher quality crackers to for the cheese platter, and there also weren't enough crackers. I would suggest some higher quality breads rather than sleeves of crackers.”
    “Very nice sail”
    Response from Cloud 9 Living
    Glad you enjoyed your time. Thanks for sharing with us. Best, Brooke
    “What a great time we had! Staff was very friendly and accommodating. Richard passed out the wine and was friendly and joked right along with us. He was also very knowledgeable about the wines he was serving. Snacks were perfect. It absolutely helped that we had people on board that were there for a fun time. Only reason I did not give it five stars is because our email said to be there by 3:30 and that we'd leave promptly at 4:00. We didn't begin boarding until almost 4:00. Turns out someone had called that they'd be late. Wonderful to accommodate them but passing the info along would have been helpful to the rest of us. Boarding the boat and waiting would have bee preferable to just standing there. Overall, though, it did nothing to diminish from our experience. Fantastic time!”
    Response from Cloud 9 Living
    Thanks for the wonderful review! I'm so glad you had a lovely evening, despite waiting a while to board. That's a great thought to try and pass along delays to everyone as a head's up. I'll speak with our crew. You've got to love an experience with great wine, snacks, and fun people! Thanks again for your time. Best, Brooke
    “Such a great time on this wine-tasting sail around Manhattan! Great variety of wines paired with delicious snacks. Knowledgeable crew and beautiful views made it a perfect experience!”
    Response from Cloud 9 Living
    Thank you for the review. Sounds like a lovely evening! I'm glad to hear you got to experience it. Best, ​Brooke
    “Was a great time! Beautiful boat, delish cheeses and meats that are self-serve, excellent crew and explanations of the wine. All the wines tasted great. Looks like they try to max out the boat with passengers but we all fit really well. Don’t bring too much on board. Sit back, relax and enjoy the views and hopefully meet some new friends while on board.”
    Response from Cloud 9 Living
    Thanks for the review. What a wonderful, relaxing evening you had! If wine and cheese are around, how can one not be happy?! Best, ​Brooke
    “It was great--very relaxing and comfortable. We had a great time!!”
    “Great experience!”
    “This was a birthday present from my family. The weather was perfect and it was a good way to relax for two hours. They are generous with the wine and the time, and will stay out sailing for the full two hours before heading back. We stopped at the tip of Manhattan and in front of the Statue of Liberty.”
    “Beautiful views and lots of wine, for the amount of people on the boat there wasn’t enough cheese and charcuterie. The sommelier was very knowledgeable.”
    “The staff and entire event was great! I highly recommend it for any occasion!”
    “My boyfriend and I absolutely enjoyed our evening on the Schooner, we loved the variety of cheeses paired with the wines and most importantly the views! Every crew member was super friendly and very informational and helpful. We did the 4pm wine tasting this past Saturday but would love to try the other sails they offer!”

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