Sailing trips · NEW YORK CITY SAILING TRIPS

Top 15 New York City Sailing Trips

23 trips  ·  from $60 a head

Good new york city sailing trips fill up weeks ahead and the small-group boats go first. Below: the 15 to book early, what each includes on board and how they differ.

Manhattan Architecture Yacht Cruise - Woolworth Building and Lower Manhattan’s Older Towers
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Manhattan Architecture Yacht Cruise

1.Manhattan Architecture Yacht Cruise

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

Board a 1920s-style yacht at Pier 62 for a 2-hour-45-minute cruise around Manhattan. An American Institute of Architects guide explains landmark buildings, bridges, neighborhoods, and waterfront design. You get an assigned table, one beer, wine, or soft drink, indoor seating, and open-air photo spots.

“The lecturer from the AIA was extremely interesting and informative about the history of the buildings and the events in different periods. It was a relaxed atmosphere, and questions were welcomed. Also, the captain and boat crew were friendly and professional.”

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NYC: Holiday Yacht Cruise with Jazz, Cocoa & Carols - From Chelsea Piers to Lower Manhattan
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NYC: Holiday Yacht Cruise with Jazz, Cocoa & Carols

2.Holiday Yacht Cruise with Jazz, Cocoa & Carols

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

Spend 90 minutes aboard Classic Harbor Line’s Yacht Manhattan or Manhattan II, sailing from Chelsea Piers past Lower Manhattan, Governor’s Island, Ellis Island, and the Statue of Liberty. You’ll have assigned seating in a heated salon, live jazz and carols, holiday treats, and one included drink.

“We got a great view of the city and the Statue of Liberty! Highly recommend!”

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Manhattan: Statue and Skyline Cruise Aboard a Luxury Yacht - The Hudson River departure and Manhattan skyline
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Manhattan: Statue and Skyline Cruise Aboard a Luxury Yacht

3.Statue and Skyline Cruise Aboard a Luxury Yacht

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

Spend 90 minutes aboard a classic yacht from Chelsea Piers, with a reserved table, one included drink, indoor comfort, and open-deck views. Captain Levi and crew members such as Jesse, Devon, Conor, and Sarah have helped make the ride warm and informative, with close views of Lady Liberty, Ellis Island, and Manhattan.

“Lovely boat with plenty of space in the cabin and out on the deck. Perfect weather and great service.”

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New York City: Sunset Yacht Cruise - Boarding and settling into your assigned table
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New York City: Sunset Yacht Cruise

4.Sunset Yacht Cruise

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

Settle into an assigned table aboard a classic 1920s-style yacht and cruise past Lower Manhattan, Governor’s Island, Ellis Island, and the Statue of Liberty. You get indoor comfort, open-deck views, and one included drink. Crew members such as Jacob, Yuri, and Tim have been praised for warm service and helpful photo-taking.

“The boat itself was beautiful and the crew on the boat were so friendly. We could just sit back and relax and enjoy the nice view. Highly recommended for a visit if you’re in NYC!”

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New York City: Sunset Sail Aboard a Schooner - Battery Park, Ellis Island, and the Statue of Liberty
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New York City: Sunset Sail Aboard a Schooner

5.Sunset Sail Aboard a Schooner

★★★★★★★★★★4.9 · 344 reviews · 2 hours · from $101

Board the 105-foot Schooner America at Pier 62 for a two-hour sunset sail past Chelsea, Battery Park, Ellis Island, and the Statue of Liberty. A professional crew handles the sailing, and each adult receives one beer, wine, or Champagne. Bring a photo ID and a warm layer.

“So beautiful and fun. Boat is beautiful and was especially nice on a Sunday night as it was only about half full. The crew is super nice and attentive”

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New York City Sunset Cruise on a Yacht - The Hudson River view begins at an easy pace
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New York City Sunset Cruise on a Yacht

6.New York City Sunset Cruise on a Yacht

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

Board at Pier 62 for a 90-minute evening cruise around Manhattan. You’ll have an assigned table, one complimentary drink, indoor and outdoor viewing areas, and clear views of the skyline, Statue of Liberty, and Ellis Island. The cruise is not formally narrated, so expect music and sightseeing at an easy pace.

“if you have a good weather night, this is the best experience I feel for New York City. There’s nothing like seeing the skyline from a boat and also the Statue of Liberty and the Brooklyn Bridge. Amazing photos unobstructed. Highly recommended and I will be taking my mom the spring.”

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NYC: Evening Jazz Cruise on the Yacht Manhattan - Meeting at Chelsea Piers and settling aboard
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NYC: Evening Jazz Cruise on the Yacht Manhattan

7.Evening Jazz Cruise on the Yacht Manhattan

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

Spend 90 minutes aboard the Manhattan, a 1920s-style yacht sailing from Chelsea Piers. Enjoy live jazz from The Boat Band, one included drink, assigned tables, and views of Battery Park, Ellis Island, the Statue of Liberty, and Manhattan from the climate-controlled solarium or open decks.

“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: Sunset Sail Aboard Schooner Adirondack - The first view of Manhattan from the Hudson
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NYC: Sunset Sail Aboard Schooner Adirondack

8.Sunset Sail Aboard Schooner Adirondack

★★★★★★★★★★4.9 · 283 reviews · 2 hours · from $90

Sail the Hudson River aboard the 80-foot Schooner Adirondack for two hours, passing Battery Park, Ellis Island, and the Statue of Liberty. The crew includes captains and deck staff such as Kat, Diana, Yuri, and Lisa on different departures. One drink is included, with blankets sometimes available.

“We loved the view the captains sense of humor and the warm blankets! I font remember that it indicated one drink as usually it’s not like that for $102 ??”

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NYC: City Lights Yacht Cruise with Drink Included - Starting at Chelsea Piers on Pier 62
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NYC: City Lights Yacht Cruise with Drink Included

9.City Lights Yacht Cruise with Drink Included

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

Cruise New York Harbor for 75 to 90 minutes aboard a 1920s-inspired yacht. You’ll have an assigned seat in the climate-controlled salon, access to open decks, and one included drink while passing Lower Manhattan, Governor’s Island, Ellis Island, and the Statue of Liberty.

“Even though it was foggy due to the weather, The tour guides did the best they could at letting the tourists get a good view of the Statue of Liberty.”

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NYC: Statue of Liberty Day Sail on the Schooner Adirondack - Battery Park, Ellis Island, and the harbor view
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NYC: Statue of Liberty Day Sail on the Schooner Adirondack

10.Statue of Liberty Day Sail on the Schooner Adirondack

★★★★★★★★★★4.9 · 182 reviews · 1h 45m · from $60

Leave Chelsea Piers aboard the 80-foot schooner Adirondack for a peaceful 105-minute sail past Battery Park, Ellis Island, and the Statue of Liberty. Your English-speaking crew handles the sailing while you enjoy one included drink, open-water views, and a fresh look at Manhattan from the Hudson.

“The crew was amazing, very friendly and informative. A very fun activity for an afternoon in Manhattan for anyone.”

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NYC: Statue of Liberty Day Sail with Onboard Bar - Boarding at Pier 17 in the South Street Seaport
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NYC: Statue of Liberty Day Sail with Onboard Bar

11.Statue of Liberty Day Sail with Onboard Bar

★★★★★★★★★★4.5 · 150 reviews · 1h 30m · from $71

Board Clipper City at Pier 17 for a 90-minute sail past One World Trade Center, Ellis Island, the Statue of Liberty, Brooklyn Bridge, and Governors Island. Help raise the sails, try the helm, and buy cocktails, wine, beer, and light snacks onboard.

“It was an amazing tour around the harbour without the intense crowds of other venues available. The staff were great and would highly recommend it to anyone looking for an old fashioned skipper ship boat cruise.”

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NYC: Statue of Liberty Cruise aboard a Classic Sailboat - The Hudson skyline from One World to Battery Park
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NYC: Statue of Liberty Cruise aboard a Classic Sailboat

12.Statue of Liberty Cruise aboard a Classic Sailboat

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

Sail from Chelsea Piers aboard the 105-foot Schooner America for a calm 105-minute trip past One World, Ellis Island, Battery Park, and the Statue of Liberty. You get one drink, attentive crew, and a classic sailing setting that suits families, dates, and first-time New York visitors.

“It was the best experience i could imagine to visit the statue of liberty”

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NYC: Sunset Cruise on a Small Yacht with a Drink - Boarding at Pier 62 in Chelsea
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NYC: Sunset Cruise on a Small Yacht with a Drink

13.Sunset Cruise on a Small Yacht with a Drink

★★★★★★★★★★4.8 · 85 reviews · 1h 30m · from $85

Board Classic Harbor Line’s small yacht at Chelsea Piers for a 90-minute sunset cruise with one drink and light tapas. Use the open bow for fresh air or the glassed-in cabin for warmth. Expect skyline views, the Statue of Liberty, Ellis Island, and a friendly crew.

“Sean and our Captain were fabulous! What a memorable time. Thanks!!”

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NYC: Brooklyn Sightseeing Sailboat Cruise - Brooklyn Bridge and the Manhattan skyline from the harbor
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NYC: Brooklyn Sightseeing Sailboat Cruise

14.Brooklyn Sightseeing Sailboat Cruise

★★★★★★★★★★4.9 · 49 reviews · 2h 30m · from $125

Meet your English-speaking captain at One15 Brooklyn Marina for a 150-minute cruise with up to six passengers. Bring snacks and drinks, enjoy views of Manhattan, Brooklyn Bridge, Governors Island, Ellis Island, and the Statue of Liberty, and ask for Ian or Andrew when booking if available.

“Ian is a excellent Captain. Prompt in meeting everyone. Very knowledgeable in NY history @ sights. Well worth the money. Being on the water on a beautiful day in NY “priceless””

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NYC: Hudson River Fall Foliage Yacht Tour - The Palisades cliffs and the autumn shoreline
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NYC: Hudson River Fall Foliage Yacht Tour

15.Hudson River Fall Foliage Yacht Tour

★★★★★★★★★★4.4 · 47 reviews · 2h 30m · from $110

Spend 150 minutes aboard Yacht Kingston, a small classic mini yacht with wrap-around seating and open-air decks. Cruise north from Chelsea Piers past the Upper West Side, George Washington Bridge, and Palisades Park while an English-speaking captain and crew provide commentary. Bring a compact picnic.

“It was a very nice boat trip going up the H river and see the Palisade and Manhattan from the different prospectives.”

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New in New York City Sailing Trips

★ 5.0Mini Yacht Boat Ride with SightseeingFrom $609 reviews
★ 5.0Hudson River Fall Foliage Sailing TripFrom $1439 reviews

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