Top 10 Sailing Trips in New York

1.Manhattan Architecture Yacht Cruise

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

Cruise all around Manhattan aboard a classic 1920s-style yacht while an American Institute of Architects guide explains the buildings, bridges, neighborhoods, and waterfront. You will pass the Statue of Liberty, Chrysler Building, George Washington Bridge, and all 18 bridges, with indoor seating, open-air views, and one included drink.

“A different look at New York on a very lovely small, enclosed boat. Our guide was very knowledgeable and had a good sense of humor. The crew was very efficient and friendly. Even got a glass of Bubbly.”

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2.Holiday Yacht Cruise with Jazz, Cocoa & Carols

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

Spend 90 minutes aboard Yacht Manhattan or Manhattan II, sailing from Chelsea Piers past Battery Park, the Statue of Liberty, and Ellis Island. You’ll have assigned seating in a heated salon, live jazz and carols, holiday cookies, cocoa, and one included beer, wine, or champagne.

“Really enjoyed this and would recommend it to friends, the crew were excellent as was the band and we say new york from the water. Excellent”

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3.Statue and Skyline Cruise Aboard a Luxury Yacht

★★★★★★★★★★4.8 · 540 reviews · 1h 30m · from $60Best value

Spend 90 minutes aboard a 1920s-style yacht with teak decks, mahogany trim, and a heated or air-conditioned observatory. Your captain narrates sights such as the Statue of Liberty, Ellis Island, Battery Park, and South Street Seaport. One drink is included, with food available to buy.

“A great way to see the New York skyline, the Statue of Liberty and the Brooklyn bridge . The crew were great especially Alicia ! Drinks were delicious. A very classy experience.”

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4.Sunset Yacht Cruise

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

Cruise the Hudson at sunset with assigned table seating, a complimentary drink, and indoor-outdoor views from the grand salon and open deck. You’ll pass Battery Park, South Street Seaport, Governor’s Island, Ellis Island, and the Statue of Liberty. Some sailings feature the elegant Manhattan II.

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

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5.New York City Sunset Cruise on a Yacht

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

Cruise Manhattan from Chelsea Piers aboard an elegant yacht for 90 minutes, with an included beverage, assigned table, indoor seating, and deck access. You’ll pass the Statue of Liberty and Ellis Island as daylight fades into city lights. The cruise is not guaranteed to include narration.

“Great tour with amazing views of the city skyline and statue of liberty. Bathroom on board. Not too crowded (a welcome change from everything else in the city). Staff were great.”

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6.Evening Jazz Cruise on the Yacht Manhattan

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

Board the yacht Manhattan at Chelsea Piers for a 90-minute harbor cruise with The Boat Band, a climate-controlled solarium, open decks, and one included alcoholic drink. Expect skyline views, assigned tables, and close looks at the Statue of Liberty, Ellis Island, and Lower Manhattan.

“I would absolutely recommend this trip. Seeing the Statue of Liberty so close up and the lights of Manhattan was so good. Put that together with a jazz trio then it’s very hard to beat. I loved it.”

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7.City Lights Yacht Cruise with Drink Included

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

Cruise from Chelsea Piers on a 1920s-inspired yacht for 75 to 90 minutes. You’ll have an assigned table in the climate-controlled salon, a complimentary drink, and time on deck for views of Lower Manhattan, the Statue of Liberty, Ellis Island, and Brooklyn Bridge.

“We had a brilliant evening and had some amazing views of the New York Skyline at night. The crew were very friendly and accommodating. Highly recommended this trip.”

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8.2.5-hour Guided Sailboat Tour

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

Join Brooklyn Sail at Pier 5 for a two to two-and-a-half-hour harbor trip with no more than six people aboard. Captains Ian or Andrew guide you past the Statue of Liberty, Ellis Island, Governors Island, Brooklyn Bridge, and One World Trade Center, with time for photos and quiet sailing.

“Great experience. Ian was very knowledgeable throughout the trip sailing. There is an extra photo of you want him to take a few photos but it is worth it. He takes photos at the world trade, Statue of Liberty and Brooklyn bridge. Would highly recommend this if you want to see the city from a different perspective on a sunny day.”

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

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

Board the Adirondack at Chelsea Piers for a 1.75 to 2-hour sail on New York Harbor. You’ll pass the Financial District, One World Trade Center, Ellis Island, and the Statue of Liberty while enjoying one complimentary Champagne, wine, beer, or soft drink.

“Great experience and a great view of the city! The crew also offers drinks on board that are not overpriced.”

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10.Statue of Liberty Cruise aboard a Classic Sailboat

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

Board the 105-foot Schooner America at Chelsea Piers for a 105-minute sail down the Hudson. You’ll pass One World Trade Center, Ellis Island, and the Statue of Liberty while the crew raises sail. Expect a small, relaxed boat setting, one complimentary drink, and English-speaking crew.

“Sailed down to the Statue of Liberty..crew (Lili, Ivan etc) were exceptional..boat wasn't too crowded..beautiful afternoon”

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