Enjoy a private charter of the classic sailing yacht Ventura

 5.0 (5)

Herreshoff Custom (1921)


  • 72 feet

  • 30 guests

  • 4 cabins

  • 1 heads

  • Captained



The yacht was built by Nathanael Herreshoff, arguably America’s greatest yacht designer. This is a Federally-documented, National Landmark sailing vessel. A true wooden ship, her hull is solid mahogany, decks are Indian teak and her hollow wooden mast is made of American spruce. The yacht is 72 feet long, weighs 22 tons and carries 30 guests. She was launched in 1921, and was originally owned by philanthropist George Baker (founder of today’s Citibank) as Mr. Bakers’ private duck hunting yacht!

The yacht still sails on her solid mahogany and teak hull. She boasts a finely varnished mast, making it stand out from other craft. Sailing from the spectacular North Cove Marina on the Hudson, this American beauty is perfect for lunch and dinner cruises with amazing views of the Statue of Liberty, Brooklyn, and Manhattan Bridges Chrysler Building among other sights that define this city. Whatever unique requests you have, the yacht sailing crew will work with you to make your event a delight.

For more details please contact us by the blue button "Message Owner".

This boat has 3 additional services available. View addons


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


This boat has 3 additional service(s) available for quarter day trips. 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 (3)

  • Crew gratuity 10%
    10.00% of booking price
  • Crew gratuity 15%
    15.00% of booking price
  • Crew gratuity 20%
    20.00% of booking price


  • Stereo AUX input mp3 hookup
  • Microwave
  • Air conditioning
  • Refrigerator
  • Dining
  • Cocktail parties
Navigation & Safety
  • VHF Radio
  • Tender/Dinghy
  • Depth finder
  • Life jackets
  • First aid kit
  • Binoculars
  • Stereo AUX input mp3 hookup
  • Speakers on deck
  • Teak deck
  • Microwave
  • Air conditioning
  • Refrigerator
  • Freezer
  • Inverter
  • Warm water
  • Electricity
  • Dining
  • Cocktail parties

5 Reviews

  • Jessica
    May 23rd, 2024

    Our whole trip from booking to the actual event was great. Everyone had an amazing time. The staff on board, especially those serving and looking after our guests were fantastically attentive. James was very helpful, patient and accommodating, we couldn't have asked for a better experience.

  • Arjav
    Aug. 1st, 2023

    James and his crew were fantastic - everyone was attentive, social, and made sure our group had an enjoyable sail. Plus - we appreciated the food platters they created! I'd highly recommend.

  • christina
    July 28th, 2023

  • Michael
    Aug. 10th, 2021

    Fantastic trip. Beautiful boat. The crew did a great job all around, including the chef who prepared very good food.

  • Cullen
    Aug. 9th, 2019

    Greasy experience end to end

Boat Owner


Member since February 2020

Response rate: 93.5%
Response time: within 28 hours
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.


Can we bring our own alcohol on the boat?


0 votes
No, guests cannot bring their own drinks. However, this boat rental offers a variety of drinks and food packages for purchase.
by Janet on July 16th 2018


Is gratuity included in the boat rental price?


0 votes
No, gratuity is not included in the boat rental price above and is at your discretion. It is recommended between 10% - 20%.
by Aridj on March 22nd 2019


What is included in the boat rental price?


0 votes
The boat rental price includes the boat, captain and fuel, but not the gratuity.
by Aridj on March 22nd 2019


Cancelation policy - Standard
Full refund if renter cancels 6 days or more before the trip start date.
No refund if renter cancels 5 days or less before the trip start date.