Sailing New York City’s waterways offers practical ways to escape the concrete jungle while soaking in spectacular views. The best harbor tours include architectural cruises highlighting Manhattan’s skyline – perfect for photographers and history buffs. I’m especially fond of the evening jazz cruises, which pair stunning sunset views with live music in an intimate setting. Active travelers will appreciate the Hudson River pedalboard adventures, a refreshing alternative to traditional sailing. The Statue of Liberty combination tours are particularly smart, efficiently connecting harbor views with Lower Manhattan walking explorations. Classic schooner trips and seasonal foliage cruises round out the maritime offerings. Check out these top-rated sailing experiences below.
Key Points
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Manhattan Architecture Yacht Cruise offers a 96% recommendation rate with a full circumnavigation of Manhattan and narration by an American Institute of Architects member.
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Scenic Sunset Cruises from Chelsea Piers provide a 90-minute non-narrated experience with soothing music, one complimentary beverage, and accommodations for up to 80 travelers.
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City Lights Yacht Cruise is a 75-minute to 1.5-hour cruise with a complimentary drink, live jazz option, and a climate-controlled salon, earning an impressive 4.7/5 rating.
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Private Luxury Sailing Tour to Statue of Liberty offers a 2-hour experience on a luxurious yacht with close-up views of NYC landmarks and customization options for champagne, catering, and open bar.
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Brooklyn Sightseeing Sailboat Cruise is a 2.5-hour excursion for up to 6 participants, providing an intimate setting with the captain’s guidance and panoramic views, rated 4.9/5.
Manhattan Architecture Yacht Cruise
For a unique perspective on New York City’s iconic architecture, look no further than the Manhattan Architecture Yacht Cruise.
This 96% recommended tour takes you on a full circumnavigation of Manhattan, offering unparalleled views of landmarks like the Statue of Liberty, Empire State Building, and Brooklyn Bridge.
Narrated by an American Institute of Architects member, the experience provides fascinating insights into the city’s architectural history and future.
With a maximum of 80 travelers, you’ll enjoy an intimate atmosphere as you choose between the observation cabin or open bow.
Complement the tour with a complimentary beverage and snacks while capturing stunning photos of Roosevelt Island, Chrysler Building, and One World Trade Center.
Read our full review: Manhattan Architecture Yacht Cruise Review
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Rondout Yacht Basin Marina; NEW Stand Up PEDALBOARDS
At the Rondout Yacht Basin Marina, you can now embark on a unique water adventure with the NEW Stand Up Pedalboards.
This 1-hour activity allows you to explore the scenic Hudson River and Rondout Creek using intuitive and stable waterboards. Powered by your leg movements and steered with your hands, the experience is similar to riding a bike.
With a group size limited to 6 participants, you’ll have the opportunity to create lasting memories with family and friends.
The $55 per person fee includes a life jacket, dry bag, water, and towel, making it a must-try experience for fitness enthusiasts.
Secure your spot now and enjoy the freedom of Stand Up Pedalboarding.
Read our full review: Rondout Yacht Basin Marina; *NEW* Stand Up PEDALBOARDS Review
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New York City Sunset Cruise on a Yacht
Set out on a captivating 90-minute cruise around Manhattan as you witness the city skyline transform under the glow of a stunning sunset.
Departing from Chelsea Piers, this yacht tour accommodates up to 80 travelers and offers a relaxing, non-narrated experience with soothing music.
While you can’t bring your own alcohol, one complimentary beverage is included, and light snacks are available for purchase.
Though the cruise isn’t wheelchair accessible, it’s stroller-friendly, and service animals are welcome.
With overwhelmingly positive reviews, this cruise promises breathtaking views of the Statue of Liberty and the Brooklyn Bridge, so bring your photo ID and prepare for an unforgettable evening on the water.
Read our full review: New York City Sunset Cruise on a Yacht Review
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NYC: Statue of Liberty Sailing Trip & Manhattan Walking Tour
Sail to the iconic Statue of Liberty and explore the vibrant streets of Manhattan on this immersive tour.
Hop aboard a cruise and take in the stunning skyline as you sail past the world-famous Lady Liberty.
Disembark and embark on a walking tour, discovering the city’s rich history and bustling neighborhoods.
Marvel at the 9/11 Memorial & Museum, a poignant tribute to those lost.
Then, take in the lively atmosphere of Wall Street before ending your adventure at the iconic Empire State Building.
With timed-entry tickets and skip-the-line access, you’ll maximize your time and see the best of New York City.
Read our full review: NYC: Statue of Liberty Sailing Trip & Manhattan Walking Tour Review
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5-hour Guided Sailboat Tour
Hop aboard a 26-foot sailboat for a captivating 2.5-hour guided tour of New York Harbor.
Depart from Pier 5 in Brooklyn and bask in stunning views of the city’s iconic skyline, Brooklyn Bridge, and the majestic Statue of Liberty.
This small-group experience, limited to a maximum of 6 travelers, offers a personalized and peaceful journey.
Capture breathtaking photos without the crowds, and learn about the city’s rich history from your knowledgeable captain.
With bottled water provided, this tour is an excellent choice for first-time visitors and those seeking a unique perspective of New York’s legendary landmarks.
Relax and soak in the tranquil atmosphere as you sail along the harbor.
New York City: Sunset Yacht Cruise
Enjoy the captivating sunset views of New York City’s iconic skyline on this 1.5 to 3-hour yacht cruise along the Hudson River.
Priced from $99.64 per person, this sunset cruise offers 360-degree views of Manhattan’s monuments, including the Statue of Liberty, Governors Island, and Ellis Island.
Sail past Battery Park and South Street Seaport aboard a boat with open decks and a glassed-in back-deck observatory adorned with 1920s-style decor.
Enjoy a complimentary drink while taking in the stunning vistas, and savor additional food options available for purchase onboard.
With a 4.9/5 overall rating, this cruise is an unforgettable way to experience the city at golden hour.
Read our full review: New York City: Sunset Yacht Cruise Review
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New York City Sailboat Day Cruise to the Statue of Liberty
Seeking a more intimate nautical adventure in New York City? Consider the New York City Sailboat Day Cruise to the Statue of Liberty.
This 2-hour sailing experience aboard an engine-free schooner offers unparalleled views of the city’s iconic landmarks, including the Statue of Liberty and Ellis Island. With a 4.9-star rating and 96% traveler recommendation, you’re in for a memorable journey.
Enjoy a complimentary beverage as you sail past the Manhattan skyline, while the friendly crew ensures a relaxing atmosphere.
While not wheelchair accessible, the tour welcomes service animals. At $65.72 per person, this sailing experience provides great value and an opportunity to witness New York City from a unique perspective.
Read our full review: New York City Sailboat Day Cruise to the Statue of Liberty Review
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NYC: Hudson River Fall Foliage Yacht Tour
The Hudson River Fall Foliage Yacht Tour is a 2.5-hour sightseeing experience that showcases the stunning autumnal landscapes along the iconic waterway.
Aboard a classic mini yacht, you’ll enjoy scenic views of the Palisades Park cliffs, Upper West Side, and George Washington Bridge. The covered observatory provides sun protection while the open windows allow for fresh air.
You’ll also have access to the forward deck for sunbathing and photography. The tour includes one complimentary drink, and you’re welcome to bring a compact picnic.
With an overall rating of 4.7/5 from reviewers, this is an engaging and unique way to experience fall in New York City.
Read our full review: NYC: Hudson River Fall Foliage Yacht Tour Review
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New York City Bright Lights Skyline Cruise on Yacht
Situated along the iconic waterfront, the New York City Bright Lights Skyline Cruise on Yacht offers an unparalleled opportunity to witness the city’s dazzling skyline after dark.
Aboard a 1920s-style yacht, you’ll be treated to magnificent views of the Statue of Liberty, One World Trade Center, and the lower Manhattan skyline. With crowd-free viewing areas and a complimentary beverage, this evening cruise promises a relaxing and memorable experience.
The yacht’s indoor and outdoor seating ensures you can enjoy the sights no matter the weather. While snacks are available for purchase, you’re also welcome to bring your own light refreshments.
This highly-rated tour is an ideal way to cap off your visit to the Big Apple.
Read our full review: New York City Bright Lights Skyline Cruise on Yacht Review
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Manhattan: Private Luxury Sailing Tour to Statue of Liberty
Set out on a captivating private sailing experience that whisks you away to the iconic Statue of Liberty and beyond.
For Kč 20,611 per group, you’ll set sail on a luxurious yacht for a 2-hour tour, enjoying close-up views of NYC’s landmarks. Glide along the Hudson River, passing iconic neighborhoods, with the chance to see the Statue of Liberty, Ellis Island, and the panoramic skyline.
Onboard, relax in the outdoor deck lounge, indoor cabin, or sun pad, while enjoying the Bluetooth sound system, kitchenette, and bottled water.
Customize your experience with optional add-ons like champagne, catering, and open bar packages.
This private tour offers a memorable and safe adventure, with a US Coast Guard-certified crew.
Read our full review: Manhattan: Private Luxury Sailing Tour to Statue of Liberty Review
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New York Sailboat Cruise With Wine and Cheese
Escaping the bustling streets of New York City, you’ll set sail on a 2-hour cruise aboard a classic schooner, savoring a selection of fine wines and a curated cheese platter.
Rated 4.3 out of 5 from 14 reviews, this excursion accommodates up to 37 travelers. A wine expert will guide you through the tasting, while you take in the stunning views of the city skyline.
Accessibility is a plus, with the boat being wheelchair and stroller friendly. However, some past guests have noted issues with the seating arrangements and perceived value for the $100 per person price tag.
Read our full review: New York Sailboat Cruise With Wine and Cheese Review
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Nyc: City Lights Yacht Cruise With Drink Included
Discover the captivating City Lights Yacht Cruise, where you’ll set sail along the Hudson River and witness the stunning Manhattan skyline illuminated at night.
Priced from $76.32 per person, this 75-minute to 1.5-hour cruise promises an unforgettable experience. Aboard a 1920s-inspired yacht with a climate-controlled grand salon, you’ll enjoy a complimentary drink and the option to add live jazz music.
The cruise departs from Chelsea Piers, with check-in 15-30 minutes prior. Accessibility can be coordinated with the operator, while pets and smoking are prohibited.
With an impressive 4.7/5 rating based on 217 reviews, this yacht cruise offers excellent value and a truly memorable night on the water.
Read our full review: Nyc: City Lights Yacht Cruise With Drink Included Review
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NYC: Evening Jazz Cruise on the Yacht Manhattan
Enjoy the enchanting ambiance of a 1.5-hour evening jazz cruise aboard the elegant Yacht Manhattan.
This non-refundable experience costs €108.12 per person and departs from Chelsea Piers, Pier 62.
Enjoy the climate-controlled, sky-lit solarium as you sip a complimentary drink and take in the stunning views of New York City landmarks, including the Statue of Liberty and Ellis Island.
The live jazz band performs a repertoire of classic standards, Motown, and contemporary hits, welcoming requests from passengers.
With an overall 4.8/5 rating based on 235 reviews, this is a truly memorable experience, praised for its great ambiance, attentive crew, and spectacular views.
Read our full review: NYC: Evening Jazz Cruise on the Yacht Manhattan Review
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New York City: Holiday Jazz Classic Motor Yacht Cruise
As the holiday season approaches, the New York City: Holiday Jazz Classic Motor Yacht Cruise offers a unique opportunity to experience the city’s festive ambiance from the water.
This 1.5-hour cruise along the Hudson River features a live jazz trio playing holiday tunes, stunning views of the Statue of Liberty, and a complimentary drink.
You’ll also enjoy homemade holiday cookies and comfortable seating in the grand salon.
With a non-refundable cancellation policy and a minimum purchase of 2 tickets, this cruise is likely to sell out quickly, so book your spot soon.
Read our full review: New York City: Holiday Jazz Classic Motor Yacht Cruise Review
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NYC: Brooklyn Sightseeing Sailboat Cruise
New York City’s skyline, the iconic Brooklyn Bridge, the Statue of Liberty, and Ellis Island all come into view during the NYC: Brooklyn Sightseeing Sailboat Cruise.
This 2.5-hour excursion offers an intimate setting for up to 6 participants, with personalized attention from the captain. Priced from $98 per person, the cruise provides panoramic views and an opportunity to bring your own food and drinks.
Ideal for celebrations, proposals, or team-building, this experience has earned a 4.9/5 rating from 37 reviews. Warm clothing and comfortable shoes are recommended, as smoking isn’t allowed.
With flexible booking and free cancellation, this sailboat cruise is a memorable way to explore New York City from the water.
Read our full review: NYC: Brooklyn Sightseeing Sailboat Cruise Review
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Nyc: Sunset Cruise on a Small Yacht With a Drink
For those seeking a more intimate sailing experience in New York City, the NYC: Sunset Cruise on a Small Yacht With a Drink offers a captivating alternative to the Brooklyn Sightseeing Sailboat Cruise.
Lasting 1.5 hours, this sunset cruise aboard a sleek yacht showcases stunning views of Lower Manhattan and iconic landmarks like the Statue of Liberty. Unwind in the open bow or enclosed-glass observation cabin while sipping a complimentary drink and enjoying light tapas.
The cruise departs from Pier 62 at Chelsea Piers, with free cancellation available up to 24 hours in advance. Priced at $82.68 per person, this experience earns 4.8/5 ratings for its memorable sights, friendly crew, and comfortable accommodations.
Read our full review: Nyc: Sunset Cruise on a Small Yacht With a Drink Review
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Nyc: Holiday Yacht Cruise With Jazz, Cocoa & Carols
Celebrate the holiday season in New York City with the enchanting NYC: Holiday Yacht Cruise With Jazz, Cocoa & Carols.
This 1.5-hour cruise aboard the festively decorated Yacht Manhattan or Manhattan II offers unparalleled views of iconic landmarks like the Statue of Liberty and Ellis Island.
Enjoy live jazz, festive carols, holiday cookies, and a complimentary beverage as you sail past the Financial District and Governors Island.
Relax in the heated main observation cabin or solarium, and take in the sights from the outdoor deck.
With a 4.8/5 rating, this non-refundable experience is likely to sell out, so book your tickets early.
Read our full review: Nyc: Holiday Yacht Cruise With Jazz, Cocoa & Carols Review
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NYC: Hudson River Fall Foliage Sailing Trip
Sail north on the Hudson River, taking in the breathtaking views of New York City’s Upper West Side during the vibrant autumn season.
For $125.08 per person, you’ll embark on a 3.5-hour sailing trip that showcases the Palisades’ striking cliffs and the city’s fall foliage.
Enjoy a classic sailboat experience with complimentary drinks and the opportunity to witness a stunning sunset. The friendly and attentive crew will ensure your comfort, providing blankets as needed.
While some guests prefer a quieter sail, the overall experience earns a 5/5 rating from reviewers.
With convenient Chelsea Piers departures, this is an autumn excursion not to be missed.
Read our full review: NYC: Hudson River Fall Foliage Sailing Trip Review
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Nyc: Day Cruise on Small Yacht With Statue of Liberty Views
Enjoy the grandeur of New York City’s iconic landmarks aboard a 1920s-style yacht, the Kingston.
This 1.5-hour cruise takes you past the Statue of Liberty, Ellis Island, Battery Park, and Governors Island, offering stunning views of the Manhattan skyline and the Hudson River.
Enjoy light narration from the captain as you sip on your included drink and capture the perfect photos.
The cruise departs from Chelsea Piers, Pier 62, and you’ll want to arrive 15-30 minutes early for check-in.
With no upfront payment required and free cancellation up to 24 hours in advance, this experience is a must-do for your NYC adventure.
Read our full review: Nyc: Day Cruise on Small Yacht With Statue of Liberty Views Review
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Manhattan: Statue and Skyline Cruise Aboard a Luxury Yacht
Stepping aboard a classic 1920s-style yacht, you’ll embark on a captivating 1.5-hour cruise that showcases the grandeur of New York City’s iconic landmarks.
For $76.32, you’ll enjoy close-up views of the Statue of Liberty, Ellis Island, Battery Park, and Governors Island.
As you cruise the Hudson River, you’ll be treated to sweeping skyline vistas, all while sipping on a complimentary drink.
With informative narration from the captain, you’ll learn about the city’s history and architecture.
This experience, which is likely to sell out, can be reserved now with a flexible cancellation policy.
Don’t miss this chance to see New York from a unique, luxurious perspective.
Read our full review: Manhattan: Statue and Skyline Cruise Aboard a Luxury Yacht Review
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The Sum Up
You’ll find a wide range of sailing experiences in New York City, from architecture cruises to sunset tours and holiday-themed voyages. Whether you want to see the Statue of Liberty, take in the city skyline, or simply enjoy time on the water, there’s an option to suit your interests and budget. With so many choices, you’re sure to find the perfect sailing adventure in the Big Apple.