True Sailing Hamptons

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True Sailing Hamptons We are a private charter company specializing in bespoke sailing experiences in the Hamptons and NYC.

We offer 2-8 hour sailing excursions, fully crewed by an experienced captain and deckhand, for up to six passengers.

The sun is setting on this incredible summer. Thanks to everyone who came out. We still have some slots left for Labor D...
09/02/2026

The sun is setting on this incredible summer. Thanks to everyone who came out. We still have some slots left for Labor Day Weekend if you want to squeeze in once last cheeky sail 🩵

The backdrop 🌳
06/27/2026

The backdrop 🌳

Days like these are right around the corner. Let’s go sailing. For a limited time get 10% off all June charters. Dm for ...
06/01/2026

Days like these are right around the corner. Let’s go sailing. For a limited time get 10% off all June charters. Dm for more information 🧜‍♀️

Days like these are right around the corner. Let’s go sailing!
06/01/2026

Days like these are right around the corner. Let’s go sailing!

There bigger boats and smaller boats, faster boats and slower boats, but this is the sailingest boat in Sag Harbor. We a...
04/30/2026

There bigger boats and smaller boats, faster boats and slower boats, but this is the sailingest boat in Sag Harbor. We average around 40 gallons of diesel per season whilst taking hundreds of people out for memorable half day sailing excursions around Peconic and Gardiners Bay. We even go out to Orient and Montauk on occasion and we do it all with wind power. The stereo, fridge and starlink run on electricity almost fully provided by the sun via our solar panels making the cleanest and greenest charter option out there 🍃 🌬️

The best place to get photobombed in the Hamptonsis on a sunset sail with 🌅I can’t wait to be in the background of all ...
04/30/2026

The best place to get photobombed in the Hamptons
is on a sunset sail with 🌅

I can’t wait to be in the background of all of your pics
this summer 😁

Our 42 foot “Elizabeth“ sailed over 3000 nautical miles this winter season in the Bahamas! 🇧🇸🩵🌊
04/09/2026

Our 42 foot “Elizabeth“ sailed over 3000 nautical miles this winter season in the Bahamas! 🇧🇸🩵🌊

Sea breeze, turquoise water and nowhere else to be 🩵⚓️🌊
03/09/2026

Sea breeze, turquoise water and nowhere else to be 🩵⚓️🌊

Turns out I’m a pig guy 🐷
03/05/2026

Turns out I’m a pig guy 🐷

Those Exuma blues sure make the winter a breeze 🌬️
02/17/2026

Those Exuma blues sure make the winter a breeze 🌬️

Address

1 Long Wharf
Sag Harbor, NY
11963

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