1964 Hinckley Custom Pilot 35 sailboat, designed by the famous Sparkman and Stephens design team. There are only 5 custom label Pilots 35. This beauty is extremely stable, comfortable and fun to sail and if the weather is an issue, the handsome varnished wood interior is available for you to enjoy in style and comfort. Whether you want to enjoy the New York skyline while sipping wine, learn to sail or simply escape the turmoil of NY city life, this boat is for you!
PRICES INCLUDE FUEL AND CAPTAIN: $330 per hour during the day and $375 per hour after 6pm.
David was a terrific captain, he shared wonderful local knowledge. Took us right up to the Statue of Liberty, then around Governor's Island. Great trip, gained a ton of local knowledge from David.
David was very communicative while booking and prior to the sail.
We had great wind during our sail so my group opted to sail the entire time and had an absolute blast and felt very safe! David sailed us all around the tip of the island—from the Statue of Liberty to buttermilk channel. We enjoyed his humor and his great knowledge of city & its sights. Would highly recommend for a group just looking for a fun sail or even groups with sailing knowledge or experience like ours. David caters to whatever experience you are looking for!
Great experience! Beautiful boat, beautiful views and great customer service. Highly recommend!
Captain David is amazing and Tara (Sailboat) is an absolute beauty. Highly recommend this trip to anyone. I propose to my GF (now fiancé) last weekend and it was unbelievable. If you have to opportunity to do this trip next season, do it. I would give them 6 stars if i could.
We rent this boat for 2 hours, it was very nice and we enjoyed our trip! Highly recommend this beautiful boat for ur events :)
Great boat ride, beautiful sights! Thanks Captain David
We had a great time with Felix on the Hudson! Highly recommend.
Simply great we went on a 2 hour sail for our anniversary and it was perfect. Captain Dave was AMAZING. His boat TARA is absolutely beautiful we are definitely going to be back! Thanks David
Simply great - David was so nice and the boat is absolutely beautiful. We had fantastic time celebrating my husband’s birthday.
We enjoyed a wonderful 3 hour sail with Captain David. He was attentive and kept us well informed about the weather. It ended up being a beautiful day. We will for sure be back for another sail!
We went on a 2 hour sail for our anniversary and it was perfect. David is fun to talk to and very knowledgeable about the city, and accommodating...gave us a Bluetooth speaker for music, a cooler bag, cups etc. Vibes were great and we will definitely be back!
Our trip with David was great! Smooth sail in a beautiful and well kept boat. Definitely recommend the captain well - very nice, upbeat, responsive and responsible making sure everyone knew the dos and don'ts of sailing. Recommend the trip and would definitely book another sail! Thanks David for a great birthday sail! :)
Was the perfect afternoon on the water. Captain Dave was tremendous and we will definitely be back!
My wife and I rented for a sunset cruise for our anniversary and everything was perfect. Amazing boat and captain. Very easily accessible slip. Highly recommended!
Me and my wife took a trip for our anniversary and everything was perfect. Highly recommended.
We had a magnificent trip. The ship is beautiful and the captain is great !
Highly recommended !
The Tara is beautiful and unique. Quite a bit of fun. Terrific for small groups. Captain Dave knows the boat and the waters very well , and is pretty gifted at finding a wind to sail on when everyone else appears becalmed. Great experience.
It was a great experience! David was so nice, patient, and professional. He's very cooperative throughout the whole process. The boat is lovely, tidy and beautiful! We will definitely consider it again in future.
David contacted me very quickly after I had email him. He is very attentive and friendly. His boat "TARA" is cozy and comfortable we had a very memorable sailing afternoon along lower Manhattan. The accommodations were great for our family. I would highly recommend him to anyone interested in a sailing tour in NYC.
My family is still talking about our "Black Friday" 2015 sailing excursion while they were visiting NYC for the holidays. Captain David was skilled not only at sailing, but offered us very interesting stories and history as we sailed the Hudson and East River. So fun. Also, the Hinckley boat was simply spectacular! Every aspect of our day was "ship-shape" start to finish! Glorious experience!
This was a surprise birthday gift for my boyfriend and it was a huge success. Captain David was absolutely wonderful. Very knowledgable, helpful and genuine. Would certainly recommend!
Member since April 2015
I am a passionate sailor, boat owner and USCG licensed captain. I started sailing as a boy on the south shore of Long Island where I learned how to race. I've managed a sailing school and I am also a professional sailing instructor. I love taking people out on my boat as it allows me to combine my passion for sailing and my dream of introducing people to the art and enjoyment of being on the water.
Usually this boat operates around New York, NY.
New York City looks great from the ground, but that view from the water is something else! Jump aboard a Sailo boat rental from the Big Apple and experience the thrill of the sea - and snap plenty of incredible pictures. Sailing in NYC is a must on your summer bucket list, whether you are visiting or a New Yorker.
It might not be the first thing you think of when finding things to do in New York City, but renting a boat for a full day or just a few hours is a truly memorable experience.