Private Sailing Charter

What to expect
  • Learn from the boat’s captain and experience what it’s like to be crew on a sloop
  • Hoist the sails, trims the sheets, and take the tiller
  • Sit back with a cool beverage in hand or munch on snacks
  • Get a hands-on sailing experience unlike any other
We know you’ve had a rough week. The 9-5 grind can really get to you after a while. We invite you to seas the day, get on a boat, and relax.

Join Sail Montauk for a Taste of Sailing experience! You’ll sail with the boat’s captain and experience what it’s like to be crew on a sloop.You’ll take part in a hands-on sailing experience doing things such as hoisting the sails, trimming the sheets, and taking the tiller.

But worry not, you’ll have plenty of time to refuel! It’s a BYOB, and Sail Montauk provides coolers with complimentary ice, so feel free to relax and unwind with cool beverages and snacks.

Soon you’ll be able to admit…You’re an aqua-holic.

Note: There is a 2-person minimum to book this activity.
Key Highlights
Price $110.00 per guest
Duration / Session 2 hours
# Sessions 1
There is a 24-hour, 100% non-refundable cancellation policy. If you cancel within 24 hours of your reservation, if you are late and miss the boat, or if you do not show up for your reservation, you will be charged 100% of your total.

Kind words from our customers