“The Best Day of Summer”
Bespoke Private Luxury Yacht Charters for Groups of all Sizes
Experience the Premier Luxury Coast Guard Certified sailing fleet in the Hamptons
SailHamptons is home to the US Coast Guard Certified Schooner “Luna.” and the Downeaster Lobster Yacht “Blue Sky (Coming in 2026). Our yachts offer unrivaled charter experiences from Sag Harbor and points East. They feature magnificent spaces, and a comprehensive assortment of amenities perfect for your occasion.
From fully catered corporate outings and family events, to intimate sails with a small group of friends and luxury bachelorette parties, our professional hospitality focused crews curate the perfect charter experience.
Where do you want that special moment to be? We got your love story covered with our stunning Hinckley Picnic Boat Soleil.
Dressed down and away in her shed for the winter, Soleil fits right in with the prettiest classic yachts here at the renowned Dodson Boat Yard. Soleil returns for this spring with fresh varnish and several upgrades for next season. We can hardly wait.
Join Captain Toby this winter season for a limited engagement exploring the stunning beauty, wonderful history, and fun destinations of the Leeward Islands and Eastern Caribbean. The SailHamptons Private Caribbean Experience combines a gorgeous villa with our Luxury French Sailing Yacht to make a pampering and sensational adventurous experience for our SailHamptons guests. #sailhamptons #hamptonsstyle #yachtcharter #villacharter #easterncaribbean
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
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.
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.
Nothing quite as graceful or beautiful out there as our Hinckley Picnic Boat
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.
There’s nothing quite like a summer day on our Picnic Boat Soleil 🌞
Speed, performance and stability intersect perfectly with luxury aboard our new mahogany trimaran experience, “Cosmos.” Coast Guard Inspected and Certified for 25 guests, Cosmos is perfect and comfortable for all size groups up to 18. Fully crewed, freshly refit, and hospitality focused, our fast trimaran is the latest fantastic sailing experience @sailhamptons. Booking now through September. #hamptons #hamptonsstyle #hamptonsluxury #sagharbor #sailhamptons
Time for the best day of summer? Let’s go!
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
Vroom! Let’s go for a ride on Soleil!
SailHamptons has a fantastic and fun boat for any occasion or no occasion at all. Welcome to the 2023 SailHamptons fleet. Our goal always is to give you the best day of summer. #hamptons #sailhamptons #hamptonssummer #sagharbor #eastend #longisland #bestofny
Probably best to start thinking about getting out on the water before the dog days of summer arrive.
Savor every memory aboard the prettiest luxury powerboat in the Hamptons. The meticulously kept and wonderfully quick Hinckley Picnic Boat “Soleil” is perfect for special occasions or just an exquisite afternoon. #sagharbor #hamptons #longisland #eastend #shelterisland #hamptonswedding #longislandwedding
Follow our sail track in the profile link above 👆 as the graceful yacht Starlight sails into the sea again traveling over 1350 nautical miles up to 600 miles out in order to get to our US Virgin Islands winter Caribbean home. #tothesea #bluewater #farryachtdesign
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
We had a blast talking to everyone and taking the town sailing for HarborFest! Thank you to @sagharborchamberofcommerce and all for a magnificent year. For the first time in over a decade of operating charters from Sag Harbor, I opened the boat to all for per-person tickets and I can’t wait to do it again for the festival next year. #sagharbor #longisland #eastend #hamptons #hamptonsstyle
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