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    Sail Sunset

    4.8 (16 reviews)
    Open 9:00 am - 12:00 AM (Next day)

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    Boat charters

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    Diane M.

    I booked a 2 hour tour for my boyfriends birthday and had an absolutely amazing experience. Captain James (the owner) was SO incredibly easy to work with. I messaged 10 business owners on yelp at the same time during my initial search and James really stood out due to just being so helpful with every detail. We brought dinner and wine onto the boat and captain James even said I could come over early to decorate if I wanted to. I imagined eating dinner, playing nice music and sipping wine sailing along the Hudson but once we were out on the water, we forgot about everything and just enjoyed the beautiful views and a peacefulness that is hard to come by in NYC. There's a 4 hour option which sounded daunting for me (stuck on a boat for 4 hours??), but 2 turned out to be much too short because the time honestly flew by. What a nice break from the chaotic city. The boat can fit up to 6 so we will definitely be booking again with a larger group at some point soon. Btw, I'm a native New Yorker and Ive NEVER seen the Statue of Liberty so close. It was stunning. I couldn't stand to look away but lucky for us, captain James snapped a picture :-) Thanks for everything!

    Alex I.

    Wow! Recently did a 2 hour sail with Sail Sunset and it was definitely one of the coolest and most fun things I've done while living in NYC. The process of booking was super quick and easy. Captain James was very quick to respond and super friendly. Our captain for the sail was Captain Louis. He was awesome! We brought our own wine and a few snacks. It was a lovely evening. We all agreed we would do it again and we would probably do longer than 2 hours because we had so much fun! The whole experience was just amazing and I can't recommend it enough.

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    James B.

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    3 years ago

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    James B.

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    8 years ago

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    8 years ago

    Had a wonderful experience sailing 'Sunset'! Highly recommend James and his crew.

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    Ask the Community - Sail Sunset

    Do you have options for 1 or 2 people or do you need to book the entire boat?

    Hi Wayne, yes we do. You can book any number of available spots on our sails from 1 - 6 people. You can also book the boat private if no other guests have made a booking for the time you're looking to book private. Simply click the 'Book Now' button… Read more

    Don’t See Your Question? Ask Away!

    Review Highlights - Sail Sunset

    You just can't find a better view of the Statue of Liberty or the city skyline from the water.

    Mentioned in 5 reviews

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    Sail Away NY

    Sail Away NY

    4.4
    (47 reviews)

    During the course of our time in NYC for my bachelorette, this was probably one of the highlights…read moreof the trip. It was so much fun getting to see the city from a different perspective. You don't always realize the beauty of the city standing so small in the midst of the concrete jungle, but being able to be out on the waters and looking at the expansive skyline was awe inspiring! Shout out to Captain Erin for showing us an AMAZING time and for being so hospitable. If you are able to request for a Captain, please ask for Captain Erin. She helped us get all the wonderful shots of the city and showed us gorgeous views in the time we had with her. She even helped us take some really cute photos - thank you for that! Thank you again for showing us the most magnificent views and for being our captain, Captain Erin!! So grateful for you and the experience! * Pro Tip: in order for us to not scuff the boat, we ordered silicon covers for our shoes - this helped a ton with maintaining cleanliness on our Captain's boat and also allowed us to keep our shoes on during the trip!

    Our extended family of 12 wanted to all get together for brunch, and decided to skip the usual hum…read moredrum bagels in someone's apartment and make it a day we'd all remember. Captain Paul and his 50 foot sailboat and crew gave us a 3 hour catered brunch in the Hudson we'll never forget. They handled every detail from first phone inquiry to final docking with professionalism and friendly service, yet never intruded in the least with our family dynamics and fun. That privacy as a family to enjoy our kids on deck playing in their sailor hats, the sun and breeze of sailing the Hudson together, photos in front of The Statue of Liberty will be memories for a lifetime. And made for an awesome album of photos, too. Life's too short not to do a reunion at sea. Thanks Sail Away!

    Classic Harbor Line New York

    Classic Harbor Line New York

    4.7
    (726 reviews)

    I booked Manhattan II through Classic Harbor Line for a custom private tour event and was so…read morepleased with the experience. We had a lot of very specific requests and Adam was incredibly communicative and helpful despite the last minute changes and additions. The boat itself was absolutely gorgeous and the captain and crew was very helpful in assisting a smooth event. Already planning the next one... It was really a magical evening.

    Definitely worthwhile for an afternoon adventure to see the incredible architecture and learn about…read morethe history! Our host organized a Manhattan architecture cruise tour for us on a gorgeous summer day. We all boarded the boat and peered out the large windows surrounding almost every section of the vessel. Our tour guide explained that while we would need to be seated for the beginning, we were welcome to head out the doors to the front once we were on our way, as the speakers would allow us to hear her narration from the outside. She was extremely knowledgeable and directed our attention with information and history as we moved through the waterways. A beverage is included on the tour, and they have a broad selection from still and sparking water to wines and beers. You can also bring your drinks outside. Most people didn't choose to come outside until later in the tour, so it was a great ride soaking up the sunshine with a breeze from the water. One of the highlights was definitely begin up close with the Statue of Liberty. There was plenty of time there for photos as we turned around before heading back. Getting to sail through the swing bridges was also pretty need. I definitely have a deeper understanding and appreciation for the architecture of the city, and we all had a really enjoyable afternoon!

    Classic Harbor Line

    Classic Harbor Line

    4.7
    (49 reviews)

    Outstanding tour cruising completely around Manhattan with a History/Architecture Guide! Very…read moreknowledgeable, he kept you informed about buildings and history from one end of the island to the other. Clearly he had a great love for his home city! Great way to see the city on hot NYC day.

    After you check in on the boardwalk there is a shaded area to wait with the other guests after they…read moreassign you a table number. Impeccable service. Chill vibe and music. Cheese board was delicious (wish I would've taken photos) and so were the cocktails. It was a gorgeous day out on the River and the Schooner moves at such a leisurely pace that you can take photos constantly. The air-conditioning was very much appreciated as it was a hot muggy day but beautiful breeze out on the water and the Captain did have a steady bit of dialogue as we passed by landmarks but honestly I was just chill with the music and the sites... the water wasn't very choppy so it was a nice boat ride. We parked on the Pier... and YES it was quite pricey $60.00 for the Mini-Van (oversized vehicle price) but we didn't want to walk far in the heat with the kids. I highly recommend this tour it wasn't congested on the boat and the service was friendly and accommodating. If I am back in NYC with others that wish a tour and easiest way to see Ellis Island, Statue of Liberty, Brooklyn Bridge and One World Trade Center by the water I'm telling you this the one to select. Also PLEASE don't forget to tip the staff! especially at the bar... I was shocked at how many people didn't tip the on this boat ride. Respectfully Reviewed.

    New York City Jetski

    New York City Jetski

    4.2
    (162 reviews)

    Took a one-hour harbor tour with my wife. I loved it! It's not what I thought it might be…read morepotentially, but once I experienced the natural limitations of imperfectly smooth water, I realized it could not be better. We had great weather (that's free!), friendly and safe guides, and a harbor that seemed uncrowded enough. We went on a Thursday, so the day ferries were busy moving commuters around, but we were the only personal watercraft on the water and we encountered a manageable number of NYFD boats, fishing boats, and luxury boats, I would only expect better if I were willing to (1) improve my own ride by becoming a jet ski expert, and (2) get on my own personal custom tour (which I did not pay for or set aside the time for). I also realized what folly it would be for a passenger to take video while moving at tour speed. You could do it, but the video would be bouncing all over the place and you might also lose your passenger after a rough wave. You would need that for full-time video, as the guides are paying more attention to safety and only taking pictures after they pause the tour. The one-tour gets you the meat of the harbor views - from up around 34th St of Manhattan and a view to the Empire State Building, to the Financial Center, Jersey City views, Lady Liberty, the Brooklyn Bride (and very close to the Williamsburg) and the South Street Seaport. It's great. Covering this ground and having any time for pictures requires speed. At one time, I think I was up to 45 knots in spurts, but generally just over 30. This will bang you around at times unless you're pretty skilled and have excellent throttle control. Mind you, I found my jet ski to have a very "tight" throttle as I describe it. It was like a small version of the brake on a ten-speed. I needed a strong tension to hold it, and changing position under high tension seemed to let it move too much. The jet ski would lurch. If they can get smoother throttles (can you get some like motorcycle throttles), that might make the riding less challenging. I paid for the pictures and got some. I wanted more pictures, but time is limited and these guys have to put awareness (safety) first and then progress on the tour second. I would suggest if you want a lot of photos, hire them for a private tour or a longer tour and you'll get more pictures. My wife is a real non-adventure/non-athletic person. She says she was literally praying to God before we even got there. Then she kept telling me to slow down. I can't blame her. I was surging and stopping, especially in the first 20-30 minutes as I got the hang of it. This experience can be a challenge for some who are fearful of everything. If they are like my wife, they eventually realize they won't die and it's actually safe as long as you are mindful of the surroundings. Of course, the guides do their part to hold you before traffic crosses, but sometimes you're widely spaced and you must use your own good judgment not to cut in front of the 30-foot luxury liner that for heading to open waters.

    Scuba Dave was absolutely amazing ! Can't wait to come back to NYC for another ride. He was fun,…read morefriendly and super helpful!

    Sail Sunset - sailing - Updated June 2026

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