“The Best Day of Summer”

SailHamptons is home to the premier luxury sailing fleet in the Hamptons, as well as the Stunning Classic Hinckley Picnic Boat “Soleil.”

Based in Sag Harbor, and operating throughout the East End, SailHamptons operates three magnificently diverse yachts: our large and luxurious Coast Guard Certified 74-Foot Event Schooner “Luna“; the stable and fast Coast Guard Certified 45-Foot Mahogany Performance Trimaran “Cosmos“; and our stunning 36-Foot Classic Hinckley Picnic Boat “Soleil.” With a chic and laid back yet nautical style, each of our boats provide space, modern amenities, easy to use swim decks, luxurious facilities, and an extensive collection beautiful servingware suitable for your occasion. 

Our sailing experiences are perfect for any occasion. From fully catered large events, corporate outings, and family parties, to bachelorette parties, wonderful cruises with couple friends, or a romantic outing for two, our professional hospitality focused crews curate the perfect charter.

Summer charters are booking now.

As “COSMOS” nears the end of her first Hamptons season, the reviews are in and they are FANTASTIC! Adorable, Fun, Fast and Safe was some of the compliments we got, and we’re thrilled. Cosmos is available until the end of October and starts back up in May. She is perfect for groups of all sizes (Coast Guard Inspected for up to 26), for a sail, a swim, a picnic at sea alone or as companion to Luna for events of up to 66 guests. #sagharbor #hamptons #yachtcharter #bachelotetteparty ...

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Only three weeks left to come sailing from Sag Harbor this fall with SailHamptons! See you next year, Luna! Cosmos wishes you a good winter as she keeps sailing through October! Fall sailing is the best. ...

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These two beauties are where it all began for @SailHamptons. Within a couple weeks and after their last few charters our magnificent Luna gets hauled for winter and Starlight starts her journey south. Don’t worry, Soleil and Cosmos will be left in to hold down the fort for magnificent fall charters. ...

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Nothing quite as graceful or beautiful out there as our Hinckley Picnic Boat ...

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Summer doesn’t end with Labor Day Weekend! September and October bring some of the best sailing. Our fall off-season rates go into effect starting September 5th. ...

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There’s nothing quite like a summer day on our Picnic Boat Soleil 🌞 ...

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Time for the best day of summer? Let’s go! ...

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Let the summer begin! I am Captain Toby. I have been building my charter business here in Sag Harbor since 2010, always seeking to provide the most exceptional and fun charters to our clients. My superb local crews and I always try to bring our guests the best day of their summer in the Hamptons with our experience, talent, and unrivaled hospitality. Come aboard our terrific sailboats or our stunning Hinckley Picnic Boat “Soleil” and experience the best of what the East End has to offer. We would love to have you aboard. #sailhamptons #sagharbor #hamptonsrealestate ...

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Vroom! Let’s go for a ride on Soleil! ...

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Probably best to start thinking about getting out on the water before the dog days of summer arrive. ...

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Luna can sail you to the best places with up to 41 guests. Walk right off the boat after a sail to enjoy lunch, dinner or an event at the beautiful newly renovated Pridwin Hotel on Shelter Island. #shelterisland #hamptons #sagharbor #nofo #hamptonsstyle @caperesorts @pridwin ...

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