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Secure your date with a 100% refundable deposit.
Sail Dauntless is the fun, relaxing, memorable all-inclusive sailing charter booking Sunset, Half Day, Full Day and 2-Night Getaway experiences!
Enjoy the sunset aboard The Dauntless. Arrive at 5PM and stay aboard until 7:30PM.
Half Day Sail
Spend four relaxing hours aboard The Dauntless. Board the boat at 10AM and stay until 2PM!
Full Day Sail
Spend an entire day aboard The Dauntless! Begin your day at 9AM and stay aboard until 5PM.
2 Night Getaway
Begin your 2-night getaway at 10AM on your start date, and stay aboard until 11AM on your third day!
What’s included in “All Inclusive?”
Specific food/beverage availability is listed under each charter above. Food options range from heavy hors d’oeuvres to full meals and include both alcoholic and non-alcoholic beverage options. Upon booking, please let us know if you have food allergies.
What’s a typical charter like?
Fun, relaxing, memorable. As active or chill as you desire!
After boarding Dauntless from the Water Taxi, the First Mate will provide the beverage of your choice (see specific charters, above,) the Captain will explain the safety of our vessel, and we’re sailing!
Guests may choose to take part in sailing or relax as Dauntless glides through the water.
Depending on the charter length and sea conditions, we may stop at Shelter Island, Montauk, or other suitable destinations. Guests may walk on a beach, play with our water toys or explore on land.
What if I’d like to sail with you for more than just one day?
Phone: +1.703.989.2553 USA (WhatsApp, International)
What if we have bad weather or need to cancel?
The Captain will determine if a charter shall be cancelled due to unpleasant weather. Guests will have the option to reschedule or be refunded entirely.
Our cancellation policy is as follows:
- 2 weeks in advance for full refund
- 1 week in advance for half refund
- Less than 7 days in advance, no refund