Discover the art of sailing on a beautiful Hinckley Pilot 35!


Hinckley Custom Pilot 35 (1964)


  • 35 feet

  • 6 guests

  • 1 cabins

  • 1 heads

  • Captained



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.

This boat has 2 additional services available. View addons


  • Manufacturer
  • Model
    Custom Pilot 35
  • Year
  • Guest Capacity
  • Cabins
  • Single Beds
  • Double Beds
  • Bathrooms
  • Number of engines
  • Horsepower per engine


This boat has 2 additional service(s) available. You can select optional addons to customize your trip on the next page. Note that required addons are mandatory, and addons marked as payable at base need to be paid directly to the boat owner when you get to the boat.
Optional Extras (2)
  • Additional hour (Price per hour)
    per booking
  • Night hour surcharge
    per booking


Capt. David started Tribeca Sailing in 2013 to share his joy of sailing with his customers. At the age of 16 he learned to sail on the south shore of Long Island and was an avid sailboat racer. Please join him as he shares with you his love for the water and his excitement for the city. Capt. David is a USCG Licensed Master.


  • USB Connection
  • VHF Radio
  • Speakers on deck
  • Teak deck
  • Depth finder
  • Life jackets
Navigation & Safety
  • VHF Radio
  • Depth finder
  • Life jackets
  • Fire extinguisher
  • First aid kit
  • Torch light
  • Binoculars
  • USB Connection
  • Speakers on deck
  • Teak deck

24 Reviews

  • Peter
    Aug. 23rd, 2021

  • Arthur
    Aug. 1st, 2021

    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.

  • Anna
    June 27th, 2021

    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!

    May 30th, 2021

  • Tiffany
    May 16th, 2021

    Great experience! Beautiful boat, beautiful views and great customer service. Highly recommend!

  • Christian
    Nov. 10th, 2020

    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.

  • Sepideh
    Oct. 8th, 2020

    We rent this boat for 2 hours, it was very nice and we enjoyed our trip! Highly recommend this beautiful boat for ur events :)

  • Bethany
    Sept. 12th, 2020

    Great boat ride, beautiful sights! Thanks Captain David

  • Lisa
    Sept. 9th, 2020

    We had a great time with Felix on the Hudson! Highly recommend.

  • pedro
    Aug. 18th, 2020

    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

  • George
    Aug. 8th, 2020

  • Mustafa
    July 18th, 2020

    Simply great - David was so nice and the boat is absolutely beautiful. We had fantastic time celebrating my husband’s birthday.

  • Alison
    July 13th, 2020

    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!

  • Jess
    July 9th, 2020

    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!

  • Yadid
    July 6th, 2020

    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! :)

  • Mark
    June 22nd, 2020

    Was the perfect afternoon on the water. Captain Dave was tremendous and we will definitely be back!

  • Brian
    June 15th, 2020

    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!

  • Brian
    June 14th, 2020

    Me and my wife took a trip for our anniversary and everything was perfect. Highly recommended.

  • Alain
    Sept. 7th, 2019

    We had a magnificent trip. The ship is beautiful and the captain is great !
    Highly recommended !

  • Craig
    Aug. 6th, 2019

    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.

  • Shaoyi
    April 19th, 2019

    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.

  • Nagibe
    Nov. 3rd, 2017

    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.

  • Martha
    Dec. 7th, 2015

    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!

  • Yasemin
    Sept. 19th, 2015

    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!

Boat Owner


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.

Response rate: 100%
Message owner

Location and Destination Guide

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.

Customer Questions & Answers

Ask general questions about this boat. For questions related to a specific booking request click here to Message the Boat Owner directly.


Where does the boat pick up and drop off?


0 votes
The location of this boat is located at North Cove Marina at 225 Liberty Street. On the corner of Liberty and South End Ave you will find a ramp leading down to the marina behind a security barrier. You are in the right location when you see three large flag poles at the bottom of the ramp.
by Janet on July 3rd 2018


What happens if there is bad weather?


0 votes
Unless extremely adverse weather conditions prevent us from leaving the dock for safety reasons, we will sail in the rain, heat, cold, humidity, etc. It is obvious that your captain will not take you out if conditions are dangerous. That being said, please keep in mind that a few clouds, or a slight chance of rain will likely not be grounds for cancellation or rescheduling. On the day of your sail, if you have any questions regarding the weather, please do not hesitate to contact the captain.
by Janet on July 3rd 2018


Does the price include gratuity?


0 votes
No, gratuity is not included in the price above and is at your discretion. It is recommended between 10% - 20%.
by Janet on July 10th 2018


Will I receive a refund if there is bad weather?


0 votes
If weather conditions are deemed to be unsafe, please contact the boat owner to reschedule or work out a refund.
by Janet on July 10th 2018


How can I rent for a number of hours not available in the dropdown menu?


0 votes
Get in touch with us at We will help you with customizing the duration of your booking.
by Janet on July 16th 2018
Please select dates:
2 available
Boat From $630 per quarter day
Total* Select dates
*excludes Sailo's service fee
per quarter day


What type of yacht should I charter?

No matter what type of yacht you choose to charter, we know that you will have a fantastic time on the water. If you are more about the journey, and want a relaxing time aboard, then choose from one of the many sailboats on the platform. If you are more about the destination, and going fast, check out the powerboats on Sailo. For an exclusive experience, Sailo recommends chartering a luxurious yacht for the day. Finally, Sailo has access to many event boats as well for group outings from 50 - 1,000 guests. If you are still unsure, then just ask! more...

What should I bring?

Bring yourself, and some comfortable clothes suitable to the season you are going to be out on the water. Please keep in mind that it is often 10 degrees cooler out on the water, so a jacket or windbreaker is never a bad idea. We also recommend bringing a hat, sunscreen, and sunglasses, as well as a swimsuit if appropriate for your charter location. Please coordinate with your captain regarding any food or drinks that you wish to bring aboard. For term-charters, Sailo recommends using soft-sided luggage, and keeping it simple. more...

How long does a rental last?

The basic daily rental is structured as either a quarter-, half-, or full-day. A quarter-day is two hours, a half-day is four hours, and a full-day is eight hours. You can also discuss a custom trip with the boat by contacting the owner through Sailo. Most term charters (weekly rentals) are from Saturday to Saturday. Keep in mind that the boat generally needs to be back at the dock by Friday evening, and you will need to be off the boat on Saturday morning so they can prepare the boat for the next guests. more...