Enjoy a private charter of the classic sailing yacht Ventura


Herreshoff Custom (1921)


  • 72 feet

  • 25 guests

  • 4 cabins

  • 1 heads

  • Captained



Ventura was built by Nathanael Herreshoff, America’s greatest yacht designer, This yacht 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 25 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!

This classic boat still sails on her solid mahogany and teak hull. It boasts a finely varnished mast, making it stand out from the 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 office party a delight. If you have any other private or corporate private luxury party in the city, this is your perfect charter.


• Evening sail: A 3-hour private charter for up to 25 passengers starting from $3,895 plus $155 per person for food and beverages. This three hour sail features the exclusive hire of Ventura – your group only aboard – an upscale cocktail party menu and a complimentary selection of cocktails, wine, and beer.

• Afternoon sail: A 3-hour Sail for up to 25 passengers starting from $3,400 plus $120 per person for food and beverages. Includes served lunch, wine, and beer. The pricing is inclusive of food, bar, three hour sail, all marina fees, and you may bring up to 25 guests. Afternoon cruises must return to the dock by 4:00 Monday-Thursday, 4:30 on Fridays.

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

This boat has 6 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 6 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 (6)
  • Add food and drinks to an afternoon cruise
    per person
  • Add more people to the weekend cruises. Price/person
    per booking
  • Crew gratuity 10%
    of booking price
  • Crew gratuity 15%
    of booking price
  • Crew gratuity 20%
    of booking price
  • Premium Limited Bar
    per person


  • 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

1 Review

  • Cullen
    Aug. 9th, 2019

    Greasy experience end to end

Boat Owner


Member since February 2020

Response rate: 89%
Response time: within 21 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
Please select dates:
6 available
Boat From $3,250 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...