Sailing Manhattan’s waters lets you experience the city from its best angle. The harbor offers outstanding views of the skyline, while giving a true sense of the city’s maritime heritage.
I especially love the 1920s-style yacht architecture tours – the guides know their stuff, and you’ll learn fascinating details about the city’s iconic buildings. The small-group harbor sails are perfect for photography, getting you close to Lady Liberty and under the Brooklyn Bridge without the tourist crowds.
For a special evening, nothing beats the sunset cruises on replica vintage yachts. And craft beer sailings on tall ships combine two great experiences: historic vessels and local brews.
Let’s explore the best sailing tours around Manhattan.
Good To Know
Manhattan Architecture Yacht Cruise provides an intimate 1920s-style tour with architectural insights from AIA guides and views of iconic NYC landmarks.
Sailing Tour New York offers a personalized 2.5-hour cruise along NYC’s picturesque waterways, with scenic views of the harbor, skyline, and Statue of Liberty.
New York City Sunset Cruise on Yacht Manhattan features a 90-minute journey on a replica 1920s yacht with stunning sunset vistas of Ellis Island and Battery Park.
New York Harbor Craft Beer, Manhattan Skyline Sailing Cruise allows participants to sample 6 local craft beers while enjoying views of the city skyline on a 158-foot tall ship.
Private Luxury Sailing Tour New York City provides a personalized and exclusive sailing experience with a U.S. Coast Guard licensed captain and accommodations for 2-6 passengers.
Manhattan Architecture Yacht Cruise
The Manhattan Architecture Yacht Cruise offers travelers an immersive 1920s-style tour showcasing the architectural marvels that dot New York City’s iconic skyline.
This highly-rated cruise provides a comprehensive circumnavigation of Manhattan, offering unparalleled views of landmarks like the Statue of Liberty, Empire State Building, and Brooklyn Bridge.
Led by knowledgeable guides from the American Institute of Architects New York Chapter, the tour delves deep into the city’s architectural history and development.
Guests can enjoy a complimentary drink while taking in the sights, though the narration style may not suit younger travelers.
With a maximum capacity of 80, this intimate experience is perfect for architecture enthusiasts seeking a unique perspective of the Big Apple.
Read our full review: Manhattan Architecture Yacht Cruise Review
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Sailing Tour New York
For a truly immersive sailing experience in New York City, the Sailing Tour New York offers a relaxing 2.5-hour cruise along the city’s picturesque waterways.
With a 5.0 rating from 164 reviews and recommended by 99% of travelers, this small-group tour caps at 6 participants for a personalized experience.
Admire stunning views of the New York Harbor, skyline, Brooklyn Bridge, and Statue of Liberty as you sail.
The tour includes bottled water and departs from Pier 5 in Brooklyn Bridge Park.
While not wheelchair accessible, the tour welcomes strollers and service animals.
Flexible booking options and free cancellation up to 24 hours in advance make this a hassle-free way to see the city from the water.
Read our full review: Sailing Tour New York Review
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New York City Sunset Cruise on Yacht Manhattan
Sailing upon the iconic waters of New York City, the New York City Sunset Cruise on Yacht Manhattan offers a captivating 90-minute journey around the city’s breathtaking skyline.
Aboard a replica 1920s yacht, passengers can take in the stunning views of Ellis Island, the Statue of Liberty, and Battery Park, all set against the backdrop of a Manhattan sunset.
With relaxing music playing throughout the trip, the cruise provides a serene and picturesque experience.
Though not wheelchair accessible, the yacht is stroller-friendly and welcomes service animals.
Tickets start at $99.64 per person, and while food and drink are available for purchase, guests can’t bring their own alcoholic beverages.
Read our full review: New York City Sunset Cruise on Yacht Manhattan Review
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60 Min Sightseeing Cruise on a Yacht to View the Statue of Liberty
What better way to see the iconic Statue of Liberty up close than aboard a sightseeing cruise on a classic yacht? The 1-hour Min Sightseeing Cruise departs from Pier 36 in New York City, providing scenic views of the Manhattan skyline and Lady Liberty.
While the overall experience earns a 3.5-star rating, travelers should be prepared for potential crowding and limited space on the 300-passenger boat. The staff has received mixed reviews, with some noting professionalism issues.
Despite these downsides, the cruise offers a quick and affordable way for first-time visitors to get a taste of New York from the water, complete with photo opportunities and onboard amenities.
Read our full review: 60 Min Sightseeing Cruise on a Yacht to View the Statue of Liberty Review
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New York Sailboat Cruise With Wine and Cheese
Travelers seeking a more immersive and intimate sailing experience in New York City can embark on a 2-hour wine and cheese cruise aboard the Shearwater Classic Schooner.
This floating landmark offers a chance to cruise through the harbor, passing iconic sights like the Statue of Liberty and Ellis Island. During the sail, guests can sample top wines and local cheeses, guided by a wine expert.
The cruise provides 4 complimentary wines, and additional drinks are available for purchase. With a maximum capacity of 37 travelers, the experience offers a cozy and personalized outing.
However, some past participants have noted concerns about seating availability and the presentation of the cheese platters.
Read our full review: New York Sailboat Cruise With Wine and Cheese Review
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New York Harbor Craft Beer, Manhattan Skyline Sailing Cruise – New York City
This unique sailing adventure aboard the Clipper City, a 158-foot replica tall ship, allows passengers to enjoy stunning views of the Manhattan skyline, Statue of Liberty, and Ellis Island while sampling a selection of craft beers from local New York breweries.
The tour highlights include tasting six different ales and lagers, helping to raise the sails, and relaxing on the ship’s spacious deck.
Located at Pier 17, the meeting point is wheelchair accessible and near public transportation. Participants must be 21+ and bring valid ID.
The cruise operates in light to moderate rain, and rescheduling is available if canceled due to severe weather.
Read our full review: New York Harbor Craft Beer, Manhattan Skyline Sailing Cruise – New York City Review
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Private Luxury Sailing Tour New York City
Set out on a private, luxury sailing adventure in the heart of New York City. This highly-rated tour offers an unforgettable experience aboard a stunning sailboat, boasting a deck lounge, sun pad, and a cabin lounge with table seating for six.
Sail with a U.S. Coast Guard licensed captain and crew, who’ll personalize your itinerary for 2-6 passengers. Indulge in bottled water, ice, and optional alcoholic beverages. For an additional cost, enjoy a champagne brunch, lunch, or appetizers and dinner.
The tour departs from Chelsea Piers, with clear directions provided. While not suitable for those with serious medical conditions or young children, this private tour ensures an exclusive and memorable sailing experience in New York City.
Read our full review: Private Luxury Sailing Tour New York City Review
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New York City Skyline Night Sailboat Tour
The New York City Skyline Night Sailboat Tour offers a captivating way to experience the city’s iconic sights from the water.
This 9-reviewed tour departs from Chelsea Piers and sets sail for a 9:30 PM cruise in the New York Harbor. Guests can enjoy the illuminated skyline and cityscape from the outdoor open-air decks while sipping on a complimentary drink.
With a maximum capacity of 60 travelers, this tour is ideal for couples, friends, and families looking to witness the Big Apple’s beauty at night.
At $76.32 per person, the admission covers the sail, one drink, and gratuity, making it an affordable and memorable NYC experience.
Read our full review: New York City Skyline Night Sailboat Tour Review
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New York City Day Cruise by Statue of Liberty on Small Yacht
Visitors can board the Classic Harbor Line’s small yacht for a captivating day cruise around New York City’s iconic landmarks.
The approximately 1-hour tour offers stunning views of the Statue of Liberty, Ellis Island, and the Manhattan skyline. The cruise includes one complimentary beverage, with additional drinks available for purchase.
While food isn’t provided, the intimate setting and breathtaking scenery make for a memorable experience. Guests should arrive 15-30 minutes prior to departure and note that the tour isn’t wheelchair accessible.
With 100% positive traveler feedback and a 5.0 rating, this small-yacht cruise is a must-do for visitors seeking a unique perspective of the city.
Read our full review: New York City Day Cruise by Statue of Liberty on Small Yacht Review
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Miami Yacht Nightclub & Booze Cruise With Live Dj & Openbar
For a unique floating nightclub experience, Miami Party Boat offers an all-inclusive evening on a two-level yacht.
Cruise Biscayne Bay while enjoying the city skyline and celebrity homes. Dance to nonstop music including hip-hop, R&B, and reggae, and participate in dance contests with champagne showers.
The yacht features air-conditioned interiors and outdoor spaces. The 2-hour party cruise includes an open bar with well drinks, cocktails, champagne, wine, shots, sodas, and juices. Snacks and beer/premium liquors are available for purchase.
Adults 21+ can consume alcohol, while those under 21 can enter at a child price with non-alcoholic drinks. Wheelchair accessibility is limited, and a valid photo ID is required.
Read our full review: Miami Yacht Nightclub & Booze Cruise With Live Dj & Openbar Review
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Frequently Asked Questions
Can I Bring My Own Food and Drinks on the Cruise?
Yes, you can bring your own food and drinks on the cruise. Most sailing experiences in New York City allow passengers to bring their own picnic items to enjoy during the trip.
How Do I Get From My Hotel to the Departure Location?
To get to the departure location, you can take public transportation like the subway or bus, hail a taxi or rideshare, or use a ride-hailing service. Many cruise operators also offer shuttle services from nearby hotels for your convenience.
Is There a Dress Code or Special Attire Required?
There’s generally no strict dress code for sailing tours, but comfortable, weather-appropriate attire is recommended. Layering and closed-toe shoes are advisable to ensure you stay warm and secure on the water. Check with the tour operator for any specific guidelines.
Can I Bring My Pet on the Cruise With Me?
Most sailing cruises in New York City don’t allow pets on board for safety and comfort reasons. Passengers should check with the specific cruise company about their pet policy before booking their trip.
What Happens in Case of Inclement Weather or Cancellation?
In case of inclement weather or cancellation, cruise lines typically offer flexible rescheduling options or full refunds to ensure customers’ satisfaction. They’ll notify you promptly and work with you to find a suitable alternative or provide a refund.
The Sum Up
New York City offers a variety of sailing experiences, from architectural yacht cruises to sunset and night sails showcasing the iconic skyline. Whether seeking a leisurely sightseeing tour or a lively party cruise, there’s something for every interest and budget. Visitors can marvel at the city’s landmarks, enjoy fine wines and cheese, or dance the night away on the water – all while taking in the beauty of the Big Apple from a unique perspective.