Category Sailing

New York · SAILING

The Top 13 Sailing Trips in New York, Ranked

13 reviewed

Manhattan Architecture Yacht Cruise

Manhattan Architecture Yacht Cruise - Financial District Facts: From the Water, the City Reads Like a Plan

1.Manhattan Architecture Yacht Cruise

★★★★★★★★★★5.0 · 1,395 reviews · 2 hours 45 minutes (approx.) · from $113Our pick

A 1920s-style yacht circles Manhattan with AIA architecture narration, bridge views, and a free beer, wine, or soda.

“This is an amazing tour completely around the island of Manhattan. The tour guide is extremely knowledgeable and shares lots of great and interesting information. Highly recommend for those wanting to see and learn about the incredible architecture of the area. Also includes going very near Ellis Island and the statue of liberty. Beautiful boat and extremely comfortable setting. A wonderful 3 hours.”

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NYC: Holiday Yacht Cruise with Jazz, Cocoa & Carols

NYC: Holiday Yacht Cruise with Jazz, Cocoa & Carols - Heated solarium comfort on a classic NYC yacht

2.Holiday Yacht Cruise with Jazz, Cocoa & Carols

★★★★★★★★★★4.7 · 568 reviews · 1h 30m · from $134

90-minute NYC holiday yacht cruise with live jazz, carols, cocoa and cookies, plus 1 drink included and prime Statue of Liberty views.

“We all loved this trip, very Christmassy, tour was well organised, staff were friendly and helpful. Band and singer were top class, plenty of choice with drinks and food, views of manhattan were fabulous.”

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Manhattan: Statue and Skyline Cruise Aboard a Luxury Yacht

Manhattan: Statue and Skyline Cruise Aboard a Luxury Yacht - The yacht itself: 1920s style, real comfort, and room to move

New York City: Sunset Yacht Cruise

New York City: Sunset Yacht Cruise - The Hudson Route: Lower Manhattan, Liberty, Ellis Island, and More

4.Sunset Yacht Cruise

★★★★★★★★★★4.9 · 461 reviews · 90 minutes - 3 hours · from $113

Sunset cruise off Lower Manhattan with open-deck skyline views, a pass by Lady Liberty, assigned seating, and one included drink.

“The boat was fantastic, full of old world charm and immaculate. The staff were great, very professional and informative.”

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New York City Sunset Cruise on a Yacht

New York City Sunset Cruise on a Yacht - The Skyline Pass: Manhattan Views That Work for Daylight to Night

5.New York City Sunset Cruise on a Yacht

★★★★★★★★★★5.0 · 331 reviews · 1 hour 30 minutes (approx.) · from $113

90-minute sunset yacht cruise from Chelsea Piers with a complimentary drink, skyline views, Statue of Liberty, plus Ellis Island.

“This was one of the highlights of our NYC trip. My teenager and I went the first night we were in town. It was a great way to see the beautiful skyline, bridges, and to get up close to the Statue of Liberty at twilight. Our captain and crew were professional and fun. Highly recommend!”

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NYC: Evening Jazz Cruise on the Yacht Manhattan

NYC: Evening Jazz Cruise on the Yacht Manhattan - Price and value: what $134 buys on a 90-minute jazz cruise

6.Evening Jazz Cruise on the Yacht Manhattan

★★★★★★★★★★4.8 · 285 reviews · 1h 30m · from $134

90-minute evening jazz cruise on the Yacht Manhattan from Chelsea Piers. Live jazz, 1 drink, and nighttime views of Liberty and Ellis.

“Beautiful views of the city at night and even better views of the Statue of Liberty tour on the actual statue of liberty tour. The jazz band was cool and appropriate for the occasion. Highly recommended.”

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NYC: City Lights Yacht Cruise with Drink Included

NYC: City Lights Yacht Cruise with Drink Included - The 1920s-inspired yacht: where the comfort and the view meet

7.City Lights Yacht Cruise with Drink Included

★★★★★★★★★★4.8 · 241 reviews · 75 - 90 minutes · from $78

Cruise Lower Manhattan at night on a 1920s-style yacht from Chelsea Piers, with skyline views and one included drink.

“This was a great kick off activity for our NY trip. Hot summer eve out on the water, beautiful views of the city skylines, and sites. Excellent cocktails, romantic setting. The only con was not being able to hear the captain point out the sites, as we opted to sit outside. Still a lovely outing. Limited dining options in the area during our visit so check around ahead of time (we ended up eating at the bowling alley).”

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2.5-hour Guided Sailboat Tour

2.5-hour Guided Sailboat Tour - The Value Question: Is $118 Worth It for a 2–2.5 Hour Sail?

8.2.5-hour Guided Sailboat Tour

★★★★★★★★★★5.0 · 181 reviews · 2 hours to 2 hours 30 minutes (approx.) · from $118

Small-group sail past the Brooklyn Bridge, Statue of Liberty, Ellis Island, and One World Trade Center on a calm harbor cruise.

“Great small group experience, view Statue of Liberty close up from the water, Andrew was a great captain with loads of local knowledge on the surrounding areas”

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New York City Sailboat Day Cruise to the Statue of Liberty

New York City Sailboat Day Cruise to the Statue of Liberty - The Hudson River stretch: skyline views from the water’s level

9.New York City Sailboat Day Cruise to the Statue of Liberty

★★★★★★★★★★5.0 · 152 reviews · 1 hour 45 minutes (approx.) · from $60

A short, engine-free sail from Chelsea Piers past Ellis Island and close to the Statue of Liberty, with skyline views and a free drink.

“We had a wonderful time . The weather was perfect. We really enjoyed the snacks too. The employees were very friendly. Will go again. Viator suggestion, once you have a time change from vendor you send ALL communications with the correct time NOT original time! This was confusing. Thank you, Anna Schep”

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NYC: Statue of Liberty Cruise aboard a Classic Sailboat

NYC: Statue of Liberty Cruise aboard a Classic Sailboat - Chelsea Piers departure: what to expect before you sail

10.Statue of Liberty Cruise aboard a Classic Sailboat

★★★★★★★★★★5.0 · 129 reviews · 1h 45m · from $60

Classic Harbor Line schooner cruise past Ellis Island and the Statue of Liberty. 105 minutes of skyline views, sail handling, and 1 drink.

“It was my favorite thing we did in New York! If you want a very cosy, almost private two hours trip to the Statue of Liberty, this is your activity. We loved it! Sitting in the sun, with a light wind and looking at the city from the water is almost meditating. The crew was super helpful and attentive too! Great service plus the first drink is for free. So absolut recommendation for the tour with this wonderful old sailing boat.”

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New York City Bright Lights Skyline Cruise on Yacht

New York City Bright Lights Skyline Cruise on Yacht - Into New York Harbor: Approaching Landmarks From the Water

11.New York City Bright Lights Skyline Cruise on Yacht

★★★★★★★★★★4.5 · 121 reviews · 1 hour 15 minutes (approx.) · from $78

Cruise NYC at night on the Hudson with a Statue of Liberty close-up, One World Trade views, indoor/outdoor decks, and a free drink.

“This was the most relaxing part of my trip to NYC. The staff was wonderful and the views were breathtaking. I would encourage this trip for everyone. We were on the last voyage at 9:45 (in August) and the night views were extraordinary!”

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NYC: Sunset Cruise on a Small Yacht with a Drink

NYC: Sunset Cruise on a Small Yacht with a Drink - From Chelsea Piers: boarding without stress

New York City Sunset Cocktail Cruise on Small Yacht

New York City Sunset Cocktail Cruise on Small Yacht - Getting on Board at Chelsea Piers Pier 62 (and What to Bring)

13.New York City Sunset Cocktail Cruise on Small Yacht

★★★★★★★★★★5.0 · 71 reviews · 1 hour 30 minutes (approx.) · from $85

Hudson River sunset on a small yacht from Chelsea Piers. One cocktail and snacks included, with skyline and Statue of Liberty views.

“One of the best experiences in NYC. Time and weather was perfect. Sunset is absolutely stunning and view of our Lady of Liberty were absolutely breathtaking”

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