New York City · SAILING

The 11 Best Sailing Trips in New York City

11 tours  ·  from $60 a head

Every trip has one free day too few. These 11 sailing trips justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

Manhattan Architecture Yacht Cruise - Boarding at Chelsea Piers and choosing your seat
Cruises & Boat Tours, NYC Architecture Tours, Sailing, Tour Reviews

Manhattan Architecture Yacht Cruise

1.Manhattan Architecture Yacht Cruise

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

Circle Manhattan by classic yacht while an AIA guide explains skyline icons, bridges, neighborhoods, and waterfront history from the best seat in New York.

“Captain and crew were exceptional. Jenny was our guide and she was phenomenal! We will definitely do this again.”

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NYC: Holiday Yacht Cruise with Jazz, Cocoa & Carols - Boarding at Chelsea Piers and settling in
Cruises & Boat Tours, NYC Jazz Tours, Sailing, Tour Reviews

NYC: Holiday Yacht Cruise with Jazz, Cocoa & Carols

2.Holiday Yacht Cruise with Jazz, Cocoa & Carols

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

Cruise New York Harbor on a festive 1920s-style yacht with live jazz, carols, cocoa, cookies, drinks, and Statue of Liberty views.

“Fantastic live jazz band on board doing all the Christmas classics. Thoroughly enjoyed! Beautiful to see skyline and Statue of Liberty all lit up! Yummy cocktails and cookies too. Highly recommend.”

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Manhattan: Statue and Skyline Cruise Aboard a Luxury Yacht - Boarding at Chelsea Piers
Cruises & Boat Tours, NYC Harbor & Skyline Cruises, Sailing, Tour Reviews, VIP

Manhattan: Statue and Skyline Cruise Aboard a Luxury Yacht

New York City Sunset Cruise on a Yacht - What the 90-minute route shows you
City Tours, Cruises & Boat Tours, Evening Experiences, Sailing, Tour Reviews

New York City Sunset Cruise on a Yacht

5.New York City Sunset Cruise on a Yacht

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

See Manhattan, Ellis Island, and the Statue of Liberty at sunset aboard a polished yacht with indoor seating, deck views, and a drink included.

“Amazing both and service The boat goes slow and allows to have time to see the city view I would recommend 100%”

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NYC: Evening Jazz Cruise on the Yacht Manhattan - From Chelsea Piers to the harbor
Cruises & Boat Tours, Evening Experiences, NYC Jazz Tours, Sailing, Tour Reviews

NYC: Evening Jazz Cruise on the Yacht Manhattan

6.Evening Jazz Cruise on the Yacht Manhattan

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

Cruise New York Harbor at night on the yacht Manhattan with live jazz, skyline views, a drink, and close looks at Lady Liberty.

“Excellent time on our sunset cruise! We immensely enjoyed the music and conversations we had with others at nearby tables. The ride was perfect as we sailed into the sunset. This was ideal for our quick weekend getaway to NY. It was definitely an overall vibe!”

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New York City Sailboat Day Cruise to the Statue of Liberty - Leaving Chelsea Piers for lower Manhattan
City Tours, Cruises & Boat Tours, Sailing, Statue of Liberty & Ellis Island Tours, Tour Reviews

New York City Sailboat Day Cruise to the Statue of Liberty

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

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

Review this 1 hour 45 minute sail from Chelsea Piers past Ellis Island and the Statue of Liberty, with skyline views and one free drink.

“The contacted me the night before anc cancelled the trip. Not sure why. The weather was perfect. They called and said they would give a refund. So I’m hoping. I was only in New York for 36 hours so rescheduling wasn’t an option with such late notice”

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NYC: Statue of Liberty Cruise aboard a Classic Sailboat - Leaving Chelsea Piers on Pier 62
Cruises & Boat Tours, Sailing, Statue of Liberty & Ellis Island Tours, Tour Reviews

NYC: Statue of Liberty Cruise aboard a Classic Sailboat

10.Statue of Liberty Cruise aboard a Classic Sailboat

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

Sail past Ellis Island and the Statue of Liberty aboard a classic schooner, with skyline views, a complimentary drink, and a calm Hudson River ride.

“Best value tour in NYC. A truly amazing experience to be under sail on the Hudson in the America II. if there's a better way to view the skyline and the statUe of liberty... I haven't found it yet. INCREDIBLE VALUE.”

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New York City Bright Lights Skyline Cruise on Yacht - Boarding at Pier 62, Chelsea Piers
City Tours, Cruises & Boat Tours, NYC Harbor & Skyline Cruises, Sailing, Tour Reviews

New York City Bright Lights Skyline Cruise on Yacht

11.New York City Bright Lights Skyline Cruise on Yacht

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

Review of New York’s 75-minute evening yacht cruise, with skyline views, Statue of Liberty photos, a drink, seating, tips, and practical advice.

“Excellent views. Nice friendly crew. Very pleasant experience. Awesome views of NYC lower Manhattan skyline n fantastic view of Statue of Liberty.”

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