Step aboard and experience New York City like never before! From exclusive private charters on the Ventura & Sunset yachts to incredible ticketed cruises, Sail New York & Sail Sunset are primed and ready to delight your senses with an excursion that will wow from start to finish.

• Ventura Sailing Yacht Private Charters - CLICK HERE To Book Your Next Adventure!

  • Ventura is a classic Herreshoff sloop with an America's Cup pedigree. In 1919, she was commissioned to be built as a private duck hunting yacht for George Baker, the founder of Citibank and a prominent philanthropist.
  • Measuring 70' in length, Ventura has ample seating for 30 guests on deck and cabins below deck in original decor.
  • Best for evening cocktail parties, sunset cruises, engagements, afternoon picnics, and more - Ventura can do it all!
  • Any of their packages can be altered to fit your group's specific needs, be it a private chef, an open bar, the perfect escape from a hot summer day, and more!

• Ventura Sailing Yacht Ticketed Cruises - CLICK HERE To Book & Climb Aboard!

  • "The best after-work chill in New York," according to The New York Times.
  • Step aboard the historic yacht Ventura for a sailing experience you'll never forget.
  • Set in the center of Brookfield Place among some of the finest yachts in the world, your escape from the city just got a whole lot easier.
  • The Ventura offers occasional ticketed cruises open to the public on a first-come, first-serve basis. Check the calendar by clicking "Reserve" here to discover upcoming ticketed cruises.

• Sail Sunset Private Charters - CLICK HERE To Book This Luxe Excursion Now!

  • Experience sailing in NYC the way it should be experienced; aboard your own private boat!
  • Sailing yacht Sunset is a 1982 O'Day 37 vessel, whose layout and color scheme will take you back to an endless summer vibe as you kickback, relax and glide along the water.
  • It's the perfect activity for up to 6 guests, be it a celebration, entertaining family or friends, or just to escape the city for some fresh ocean breezes and sailing.
  • Guests always say that their 2-hour, 3-hour, and full day sails feels like a mini-vacation!
  • Timing can be flexible based on your requirements. They handle the logistics, you show up and enjoy!