Exploring New York City from the water is one of the best ways to see its iconic skyline and landmarks. The city’s waterfront is a lively hub, offering everything from romantic sunset sails to lively jazz cruises. Whether you’re after a relaxing afternoon, a festive holiday event, or an intimate private outing, NYC’s sailing scene has something for every type of traveler. The combination of historic vessels, modern yachts, and sailboats lets you enjoy views of the Statue of Liberty, Brooklyn Bridge, and Manhattan’s glittering skyline from angles you can’t get from land. Plus, the water adds a sense of calm and perspective that’s hard to beat amid the city’s hustle.
This list collects the 16 best sailing experiences in New York City, carefully selected for their uniqueness, reviews, and value. From budget-friendly cruises with sweeping skyline views to luxurious private charters perfect for special occasions, you’ll find options that fit different interests, schedules, and budgets. Ready to set sail? Read on to find your perfect match.
1. New York City: Sunset Yacht Cruise
Starting with a sunset cruise is a classic way to experience NYC’s harbor. This Sunset Yacht Cruise offers 1.5 to 3 hours aboard a spacious vessel with open decks and a glassed-in observatory. As the sun dips behind Manhattan, you’ll get 360-degree views of the skyline, Statue of Liberty, and Lower Manhattan monuments. The vessel’s comfortable seating is assigned in a grand salon, making it easy to settle in while enjoying the sights. Guests consistently praise the professional crew and relaxing atmosphere—”Beautiful views despite fog, cozy but safe,” wrote one reviewer. The cruise’s balance of outdoor and indoor options makes it suitable for all weather.
Bottom Line: Ideal for romantic evenings or special occasions, especially if you want panoramic sunset views, a friendly crew, and a relaxed vibe.
2. Manhattan: Statue and Skyline Cruise Aboard a Luxury Yacht
Next up is a luxury experience on a 1920s-style yacht that offers an elegant way to see NYC’s iconic sights. This 1.5-hour cruise takes you close to the Statue of Liberty with sweeping views of Ellis Island, Battery Park, and Governors Island. The yacht’s upscale interior and climate-controlled observatory make this a comfortable ride, especially on chilly or rainy days. Passengers love the intimate setting—”Not crowded, beautiful boat, great history commentary,” said one reviewer. The elegant tables and relaxed atmosphere make this ideal for couples or anyone seeking a refined way to see the city.
Bottom Line: For a stylish, comfortable cruise with excellent views and a touch of nostalgia, this luxury yacht experience ranks high.
3. NYC: Holiday Yacht Cruise with Jazz, Cocoa & Carols
During the festive season, this Holiday Yacht Cruise offers a cozy, joyful way to celebrate. For 1.5 hours, you’ll enjoy cocoa, cookies, and live jazz music as you cruise past Manhattan’s holiday-decorated skyline. The boat is beautifully decorated for Christmas, creating a warm holiday atmosphere. Passengers rave about the friendly crew and the illuminated Statue of Liberty. The tour includes a glass of champagne, wine, or beer, adding to the festive spirit, making it perfect for family outings, couples, or groups of friends wanting holiday cheer.
Bottom Line: If you’re visiting during the holiday season, this festive cruise combines music, decorations, and scenic views for a memorable celebration.
4. NYC: Evening Jazz Cruise on the Yacht Manhattan
For lovers of live music, the Evening Jazz Cruise is a top pick. Set on a 1920s-style yacht, this 1.5-hour cruise offers a relaxed evening listening to live jazz, with views of the Statue of Liberty and Manhattan skyline. Guests enjoy the cozy solarium or open decks, with drinks available onboard, including a complimentary one. Fans praise the attentive staff and the “brilliant band,” making it a perfect romantic outing or a sophisticated night out with friends.
Bottom Line: A delightful combo of jazz music and skyline views, perfect for a mellow, culturally rich evening on the water.
5. NYC: City Lights Yacht Cruise with Drink Included
This City Lights Yacht Cruise is a short but memorable 75-minute trip that’s perfect for a quick romantic escape. As the boat cruises along the Hudson, you’ll see the Manhattan skyline and Statue of Liberty glowing at night. Comfortable seating in the climate-controlled grand salon ensures you stay warm and dry. The tour includes a complimentary drink, making it an affordable yet special way to witness NYC’s nighttime magic, with many reviewers calling it “beautiful” and “highly recommended.”
Bottom Line: For a quick, romantic evening with drinks and stunning views, this cruise offers great value.
6. NYC: Statue of Liberty Cruise aboard a Classic Sailboat
Set sail on the Schooner America for a relaxed, family-friendly Statue of Liberty cruise. This 2-hour sail offers a chance to see Lady Liberty, Ellis Island, and the Manhattan skyline from a comfortable, less crowded vessel. Guests love the authentic sailing experience—”Watching the crew raise sail was a thrill”—and the relaxed pace. The crew’s friendly explanations make this a great option for all ages, with plenty of space to enjoy the view and take photos.
Bottom Line: Perfect for families or those wanting an authentic sailing adventure with excellent photo ops.
7. NYC: Grand Palisades Fall Foliage Yacht Tour
During autumn, this Fall Foliage Tour celebrates the season with a narrated cruise aboard the Manhattan yacht. Learn about geology and ecology while taking in stunning colors of the Palisades and the Manhattan skyline. The 2-hour trip features an educated guide and picturesque scenery, especially recommended for those wanting to combine natural beauty with city views. Reviewers describe it as “magnificent” and “a great experience,” praising the detailed commentary and comfortable setting.
Bottom Line: An excellent choice for nature lovers and autumn travelers who want to see NYC from the water in a more relaxed setting.
8. NYC: Brooklyn Sightseeing Sailboat Cruise
For a more intimate and less touristy experience, the Brooklyn Sightseeing Sail offers a cozy 2.5-hour cruise on a 34′ Catalina sailboat from Brooklyn Bridge Park. With space for up to six passengers, it’s perfect for small groups or couples wanting personalized attention. Expect incredible views of the Brooklyn Bridge, Statue of Liberty, and Manhattan skyline from a relaxed, personal setting. Reviewers highlight the “fantastic guide and captain,” and the “relaxing, unforgettable” experience.
Bottom Line: Ideal for those seeking an exclusive, personal sail with amazing water-level views of NYC’s landmarks.
9. NYC: Sunset Cruise on a Small Yacht with a Drink
This Sunset Small Yacht Cruise combines intimacy with spectacular views. For 1.5 hours, you’ll enjoy an unobstructed sunset over Manhattan, with fantastic close-up views of the Statue of Liberty and Brooklyn Bridge. The yacht’s open bow and climate-controlled cabin offer flexibility regardless of weather, and an included drink adds to the relaxed vibe. Reviewers mention the “beautiful trip” and “fantastic crew,” making it a popular choice for romantic evenings.
Bottom Line: For a cozy, scenic sunset with drinks and flexible indoor/outdoor options, this cruise is hard to beat.
10. New York City Sunset Cocktail Cruise on Small Yacht
Offering a more exclusive experience, this Sunset Cocktail Cruise provides an intimate setting for up to six guests. The small yacht allows unobstructed views of the NYC skyline, Statue of Liberty, and Ellis Island, with one included cocktail and light snacks. It’s perfect for celebrating anniversaries, proposals, or just a quiet evening. The reviews praise the “incredible views” and “friendly crew,” making it a top pick for special occasions.
Bottom Line: For a private, luxurious sunset experience with personalized service, this cruise hits the mark.
11. NYC: Private Statue of Liberty Sailing Tour
If privacy and luxury are your goals, this Private Sailing Tour offers a tailored experience for up to six people. It includes panoramic views of the Statue of Liberty, Ellis Island, the Manhattan skyline, and more. The captain and crew are dedicated solely to your group, adding personalized commentary and amenities like Bluetooth audio and bottled water. Reviewers call it “the best experience in NY,” emphasizing the exclusivity and flexibility of departure times.
Bottom Line: Perfect for couples or small groups seeking a customized, upscale sailing adventure.
12. NYC: Holiday Jazz Classic Motor Yacht Cruise
During the holiday season, this Jazz Holiday Cruise offers a cozy, festive trip. The 1.5-hour cruise features live jazz, holiday cookies, and a warm atmosphere. Passengers enjoy views of NYC’s illuminated skyline and Statue of Liberty, with a complimentary drink included. It’s especially suited for families or groups wanting a joyful, musical outing with a holiday twist. Many reviewers remark on its “warm, cozy vibe” and “lovely views.”
Bottom Line: A festive, musical cruise that’s perfect for celebrating the holidays in style.
13. Private Statue of Liberty Sailing Tour
For an entirely private experience, the Private Statue of Liberty Sailing Tour lets small groups enjoy luxury on the water. It includes stops at the Statue of Liberty, Ellis Island, and the NYC skyline, with amenities like Bluetooth speakers and a restroom. The captain’s personal attention makes this ideal for special occasions or romantic outings. Reviewers highlight its exclusivity and flexibility, with custom departure times making it very convenient.
Bottom Line: The best choice for travelers wanting personalized, upscale sailing with complete privacy.
14. New York City Day Cruise by Statue of Liberty on Small Yacht
This day cruise offers a relaxed, 1.5-hour exploration of Manhattan’s waterfront. It’s suitable for visitors and locals alike, with unobstructed views of the skyline, Statue of Liberty, and Brooklyn Bridge. The small yacht provides a VIP feel and plenty of photo opportunities. Reviewers mention how “the captain and Sarah made the trip VIP,” and how it’s a great way to see the city from a peaceful perspective.
Bottom Line: Ideal for a short, personalized sightseeing cruise with excellent photo ops.
15. NYC: Private Champagne Sail to the Statue of Liberty
For a luxurious, romantic experience, the Private Champagne Sail combines champagne toasts with intimate views of the Statue of Liberty. This 2-hour private cruise can host up to six, with options to customize the route. It’s perfect for anniversaries, marriage proposals, or special birthdays. Reviewers rave that it’s “the best experience in NY,” thanks to the personalized service and stunning scenery.
Bottom Line: A top choice for couples or small groups wanting a memorable, upscale celebration on the water.
16. New York City Skyline Night Sailboat Tour
Ending with a night sail, this Skyline Night Tour offers an hour and 45 minutes of peaceful, illuminated views. The outdoor decks provide a prime spot to see the Statue of Liberty, Ellis Island, and Manhattan’s lit-up skyline. Reviewers describe it as “perfect for a peaceful, scenic night,” especially suitable for couples and families looking to unwind after a busy day.
Bottom Line: An excellent way to end your NYC visit with serene views of the city’s nighttime glow.
How to Choose the Right Sailing Experience in NYC
When deciding which cruise suits you best, consider your budget, schedule, and what kind of experience you want. If a romantic sunset with panoramic views is your goal, the Sunset Yacht Cruise or Small Yacht Sunset Cruise could be perfect. For those seeking a lively holiday celebration, the Holiday Jazz Cruise offers festive music and decorations. Budget-conscious travelers might prefer the City Lights Yacht Cruise, which combines affordability with spectacular night views.
For a more personalized touch, the Private Luxury Sailing or the Champagne Private Sail offer privacy and exclusivity. Booking early is recommended, especially during peak seasons like summer or the holidays, to secure your preferred date and vessel.
Final Thoughts
New York City’s sailing options range from casual harbor cruises to luxurious private charters, each with its own charm. The Sunset Yacht Cruise shines as a top romantic choice, while the Luxury Yacht Skyline Tour offers elegance and comfort. For family-friendly fun, the Statue of Liberty Sailboat provides a relaxed outing.
No matter which experience you choose, booking in advance and considering your preferences for style, duration, and group size will ensure a memorable water-bound adventure in this vibrant city. Set your sights on the water—these sailing tours will give you a fresh perspective on the Big Apple.