Wine Tasting Sail in New York

From: $98   


North Cove Yacht Harbor at the World Financial Center on the Hudson River - New York, NY


May through October:
Saturdays and Sundays - 4:30 PM
Click here for Schedule

Raise a glass to a fun-filled evening on the Wine Tasting Sail in New York! Add a splash of class to an unforgettably scenic outing. Board Manhattan's beloved Shearwater  schooner for an NYC Hudson River cruise that goes far beyond typical sightseeing.

  • Discover the majesty of the Manhattan skyline from the serene waters of the Harbor and Hudson River on this 2-hour NYC sailing experience.
  • Expand your palate in the presence of local tasting experts, as you sip a curated collection of fine wines, perfectly paired 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.
  • Whether you're a local of a visitor of the Big Apple, this outing is one of the most memorable things to do in NYC with family, friends or a date!

More detailed description >


For a simply sensational way to experience NYC attractions with a glass of fine wine in hand, look no further than the Shearwater  for a Wine Tasting Sail in New York!

This wine-bearing boat tantalizes the taste buds with a variety of hand-selected vino as it sets sail across the inviting waters of the Hudson River. Not to mention, you'll be amazed by the vintage vessel that carries you on this exquisite NYC sailing excursion. The Shearwater  is a meticulously-maintained 1929 classic schooner, spanning an 82-foot frame and departing daily from lower Manhattan.

As your wine tasting in NYC sails along, local experts enlighten guests on the history and characteristics of wines specifically selected for the outing. This Wine Tasting Sail in NYC features a lovely array of whites, reds or rosés that are sure to leave a vibrant mark on your palate. Expect to enjoy a 'themed' collection of biodynamic and organic varietals, perfect for sipping as your scenic wine cruise from NY gently glides past famed Manhattan attractions. All the while, you'll delight in fascinating facts about the origins of the fine grape liquid that graces your glass with its presence. You'll never look at sailing in NYC the same way as you indulge in the history of the wines, as well as the countries and trends that shaped their vineyard past.

And what is the best pairing to a creative assortment of wine and dazzling scenery? Mouthwatering cheese and charcuterie, of course! Enjoy delicious bites in-between sips, making for an even more savory sail on the water.

Feeling the itch to take advantage of a photo opp or two? The Wine Tasting Sail in New York comes with no shortage of scenic backdrops. Capture any number of moments on camera as the Shearwater  glides past the city's brilliant spread of magnificent skyscrapers and legendary NYC attractions. After all – a little wine is what takes a typical Statue of Liberty cruise to a fun, classy new level!

This wine and cheese tasting in NYC waters puts a relaxing spin on both sampling and Big Apple sightseeing, as it leaves the docks of the Financial District to make its way along the city's waterfront scenery. Further indulge your senses as you marvel at Lady Liberty, Ellis Island, Battery Park and Governors Island in a brand new way! While routes may be subject to change or variation, the unrivaled views that come with this memorable NYC wine tasting cruise are a guarantee.

Take in these extraordinary sights from the timeless decks of the NYC 'landmark' you're floating on, for one of the most memorable things to do in Manhattan with family, friends or a special someone. Whether you're a Big Apple local or stopping by for a visit, an unforgettable evening on the Hudson River awaits on this Wine Tasting Sail in NYC.

Wine 'n' sailing in NYC can come with lots of practical questions regarding the outing. For instance, yes, the Shearwater  does have a restroom on board. It may not be the most elaborate, but it sure helps to make sample consumption much more fun — just in case. So don't be shy about keeping the pours coming on your NYC wine tasting cruise around the Hudson River!

Wondering how the weather could affect these wine tasting cruises in New York throughout the year? This outing is seasonal, making it one of the most sought-after things to do in NYC from May to October. While it's with the highest hope that the sun will brilliantly shine on all Shearwater  experiences sailing in New York, there's always a chance Mother Nature has other plans. However, guests can rest assured that even in light rain, the wine and cheese tasting in NYC show must go on! So it is highly recommended that guests come prepared with appropriate attire to best suit their personal comfort.

Speaking of clothing and comfort, the Shearwater  has no specific dress code for the Wine Tasting Sail in NYC, in terms of casual versus classy attire. That said, though, appropriate shoes are kindly requested of guests. As the Shearwater's wine tasting cruise in NYC is featured aboard a vintage vessel circa 1929, its deck comes with beautifully-preserved flooring. Guests should wear soft-soled shoes or bare feet, and avoid high heels and boots, so as not to cause scuffs.

Maybe you're planning to wear a warm jacket or flaunt a fun new outfit. So you're wondering if you'll be required to wear a life jacket, as you embark to do wine tasting on NYC waters? As long as you're over 12 years of age, you are permitted to go life jacket-free! And seeing as the Wine Tasting Sail in NYC is reserved for guests 21+ years only, there's a great chance no one may be sporting one. However, you're welcome to wear one if you'd like.

Sometimes folks are a wee bit worried about seasickness. Rest assured the New York Harbor and Hudson River areas typically offer a good deal of protection from elements that can make for a bumpy ride. But some guests may be more sensitive than others — so if you feel concerned, it's recommended to take some motion sickness supplements or ginger capsules before boarding the NYC wine tasting cruise.

And how about the actual sails on the boat, you ask? For some, stepping aboard an authentic sailboat may be a novelty. As long as the wind cooperates, the Shearwater  will rely mainly on wind power to navigate the waters of the Harbor and Hudson River. And guests are invited to help the crew raise the sails, too! For any areas on the route that are less breezy, the boat's motor is sure to come in handy.

Ready to raise a glass or two on one of the most remarkable things to do in New York? Round up your family, friends or a special someone for an unforgettable experience in the Big Apple! No other attractions in Manhattan will quite compare to an evening of sipping and sightseeing on the Wine Tasting Sail in NYC!

Key Info >

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.

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.

Booking Information:
For this experience, it is recommended to request bookings at least 30 days in advance.

Cancellation Policy:
Prior to scheduling/booking a date for this experience, Cloud 9 Living's standard return and exchange policy shall apply. 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.

Experience ID:

View FAQ's >

  1. 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.
  2. Is wine included?
    Yes, the wine tasting sail includes a variety of wines dependent of the theme of that day's sail.
  3. 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.
  4. 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.
  5. Are gratuties 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.

Customer Reviews:

  • Wine Tasting Sail

  • July 10, 2017

  • 5

  • New York

"Such a great time sailing and wine tasting!"

  • Wine Tasting Sail

  • June 21, 2017

  • 5

  • New York

"Beautiful views, relaxing sail, wonderful wine and friendly crew!"

  • Wine Tasting Sail

  • June 21, 2017

  • 5

  • New York

"Could not have been better. So much fun!"