Select Your Sail Below to see the Calendar of Availability

two hour sail

Morning Sail

2.5 Hours
$850 + Tip

Bring brunch and join us for a relaxing morning sail with an optional quick swim stop.  

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Afternoon Sail

3 Hours
$950 + Tip

Escape the bustle and relax for an unforgettable afternoon. Anchor for a swim and bring a picnic lunch onboard. 

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Sunset Sail

2 Hours
$750 + Tip

The best way to finish the day! Make it a romantic evening for two, or bring a group. This is our most popular sail, but does not include a swim stop.

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Rest assured, you will be well cared for on The Best Sailing Charter on the North Fork! Enjoy stunning views of the North Fork and Shelter Island under the silence of sails. The captain selects the best route for the day based on the tide and wind conditions. 

All sails have a maximum capacity of 6 guests per US Coast Guard Regulations. This includes children. No exceptions.

PLEASE NOTE: Please click a date to check availability. If the date is grey or struck through, it is unavailable. If the date pops up with a time slot available, it is yours to book! 

gift certificate