Top New York Sailing Tours

Admire views of the New York Harbor, skyline, and other top sights—and enjoy a personalized way to travel—on this small-group sailing tour. Pick from several convenient start times, meet your vessel at Pier 5 in Brooklyn, and set sail. You can look forward to gliding under the Brooklyn Bridge, getting up close and personal with the Statue of Liberty, and capturing photos of the sights as you go.

Experience a magical sunset over New York City from the water on this evening cruise. Sail along the Hudson River on a traditional 2-masted schooner, the Adirondack, and admire views of landmarks such as the One World Trade Center, Battery Park, and the Statue of Liberty. While on-board, enjoy one included drink on deck. You can bring your own snacks too, if you like.

See New York City's landmarks and skyline from the water—and enjoy views many other visitors miss—on this private boat tour. Board your own personal luxury vessel in Lower Manhattan then set sail on New York City Harbor, past the Brooklyn Bridge, One World Trade Center, Statue of Liberty, and more.

Enjoy New York City views that are only reachable from the water—at the most photogenic time of day— during this sunset sailing cruise aboard a classic schooner. Hop aboard the sailboat for your adventure, where you can admire the views of NYC's skyline, and the buildings of Lower Manhattan. Sail onward toward Ellis Island and Lady Liberty, sip a complimentary drink, and take in the views across the city.

Admire New York City’s iconic skyline from the water—without competing for a view on the ferry—during this private sightseeing cruise. Settle back and relax on a 28-foot (8-meter) luxury powerboat. Rides are limited to only six passengers, so you won’t have to struggle to see. Cruise past the Freedom Tower, Brooklyn Bridge, Statue of Liberty, and more, ticking off dozens of Big Apple attractions in just an hour.

Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best enjoyed from the water. With Captain Steve's Sailing Experience, you can experience the beauty of the area from a unique perspective. Professional Guidance: Captain Steve is an experienced sailor who knows the area well. He can provide you with professional guidance on how to sail and show you the best places to visit. Relaxation: Sailing is a relaxing activity that can help you unwind and forget about the stresses of daily life. Captain Steve's provides a peaceful and calming environment that allows you to escape from the hustle and bustle of city life. Adventure: Sailing with Captain Steve's Sailing Experience is an adventure. You can experience the thrill of sailing on the open water and explore new places.

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands down the best ways to see the East End of Long Island, and sailing aboard our unique schooner makes the experience extra special. Unlike private charters that are widely offered in the area, this ticketed sail allows you to get on the water at a more affordable price.

Experience the Manhattan skyline and the natural beauty of a New York City sunset from the water on this private sunset boat charter. With space for 2–6 people, it's ideal for couples, families, and small groups. Depart from North Cove Marina in Manhattan and set sail on a cruise that highlights the Brooklyn Bridge, the Statue of Liberty, and more. Relax during a memorable evening as you admire the views of this dynamic city.

By far the best way to admire New York City’s iconic skyline is from the water. With this day cruise along the Hudson River, you can take in the most recognized cityscape in the world while relaxing on board the elegant Adirondack schooner. Sip a complimentary wine, beer, and Champagne while looking out over iconic sights like the Ellis Island, the Statue of Liberty, and Battery Park.

Get a glimpse of New York City from a different perspective: from a classic tall ship sailing around New York Harbor. This tour of the waters around New York features incredible views of the Manhattan skyline and live music from a jazz quintet. Includes two glasses of wine and a cash bar onboard.

Set sail on Long Island's Gold Coast with a private 3-hour sailing charter for up to 6 guests aboard WINDSWEPT, a Jeanneau 36i. This charter offers flexible departure times, allowing you to choose a start time that suits your schedule. Private charters are perfect for celebrating special occasions with friends and family, client outings, or learning to sail. Your charter includes a licensed US Coast Guard OUVP Captain with decades of sailing experience. Bottled water and ice are included, and you're welcome to bring your own food and drinks for a relaxing day on the water. Enjoy scenic views of the waterfront mansions that line the bay, help sail the boat, take in a spectacular sunset, or take a refreshing swim - you are free to choose your own adventure! - Private sailing charter for up to 6 guests - Flexible departure times to fit your schedule - Includes bottled water, ice, and onboard refrigeration - Perfect for sunset cruises or leisurely harbor tours - Swimming is permitted

Give your legs and feet a break—and your ears a treat—during this NYC sightseeing cruise, which includes a live jazz performance. Set sail in the New York Harbor on a 105-foot (32-meter) Schooner, enjoying sweeping sunset views overlooking the Manhattan skyline. Admire attractions like the Empire State Building and Statue of Liberty while listening to jazz rhythms. Plus, a complimentary drink is included per person.

Set sail in New York Harbor and enjoy stunning nighttime skyline views on this boat tour aboard a classic schooner. Cruise past iconic landmarks such as the Statue of Liberty while enjoying a peaceful, romantic setting. This 80-foot (24-meter) schooner, designed after 1890s pilot schooners, offers a truly unforgettable nighttime harbor experience.

Get out on the water in New York with this private sailing charter for groups of up to six passengers. Set sail from Brooklyn and enjoy views of the Brooklyn Bridge, World Trade Center, Statue of Liberty, Ellis Island, Governor’s Island, and the Manhattan skyline. Guests are welcome to bring their own food and drinks.

Enjoy some of the most spectacular views of the Manhattan skyline, New York Harbor, and the Statue of Liberty when you book this sightseeing cruise from Manhattan. Make your own way to Pier 36 and hop aboard your vessel. Choose a sunset departure time for an extended cruise and added drama. During your excursion, you’ll glide past Lady Liberty, Ellis Island, and the Brooklyn and Manhattan Bridges and enjoy marvelous views of the skyline.

Set sail aboard the Bonnie Lynn for a delightful 2-hour public schooner experience in Greenport. Departing from Stirling Harbor, this sail offers the opportunity to enjoy the scenic beauty of the waters while indulging in a BYOB policy and light picnics (no large coolers). Suitable for guests aged 5 and up, this adventure is perfect for families and friends looking to relax and connect with nature. Limited spots are available, so get your tickets early for this memorable nautical journey!

Enjoy time out on the water and gain a different perspective on New York with this private boat charter, with space for up to six passengers. Set sail around New York Harbor on a classic sailboat and cruise past Ellis Island, the Statue of Liberty, Governor's Island, the Brooklyn Bridge, and more, while learning more about each landmark and their history.

Step aboard a sailboat for a relaxing evening cruise around New York City. From the outdoor open-air decks, catch views of the skyline, the Statue of Liberty, and Ellis Island lit up at night.

Discover the power, beauty, and thrills of Niagara Falls in one seamless 5 hour tour. Drive past scenic gems like Dufferin Islands and the International Control Dam, then get up close behind the Falls at Journey Behind the Falls and Table Rock. Snap photos at the seasonal Floral Clock, soar over swirling rapids in the Whirlpool Aero Car, and cap it off with an exhilarating boat ride right at the base of the Falls. This is more than a tour—it’s a full-day adventure combining iconic views, thrilling experiences, and unforgettable memories. Perfect for first-timers or those short on time, it’s your ultimate Niagara experience. Book now to secure your spot and make memories you’ll never forget!

Enjoy a New York City evening on the water during this sunset cruise of the New York Harbor aboard a tall ship. Take in up-close views of the Statue of Liberty and Manhattan skyline while the sun sets, and admire a perspective of the city that few other visitors get to see. To complete the experience (and add to the romantic ambiance), enjoy live jazz onboard as you sightsee.

Make the most of your time in New York City by taking a tour that includes transportation. Take a bus ride past the 9/11 Memorial, Central Park, Rockefeller Center, and more. Then hop aboard the Staten Island Ferry to see the Statue of Liberty and Ellis Island.

Sail the Long Island Sound on this private sailing tour. Tour Manhasset Bay, nestled between Great Neck's Kings Point and Port Washington's Sands Point, and spot the multi-million-dollar mansions that line the coast. As you enter Long Island Sound, catch views of New York City's skyline. See the Throgs Neck Bridge, Hart Island, and the Steppingstone and Execution Rocks lighthouses.

Admire New York City's famous skyline from the water's edge—and cruise around the New York Harbor's top attractions—on this unique tour aboard a historic tall sailing ship. Enjoy up-close views of landmarks such as the Brooklyn Bridge, the Statue of Liberty, and Ellis Island along the way. While aboard, you have plenty of time to relax and purchase drinks from the on-board bar.