“The Best Day of Summer”
Bespoke Private Luxury Yacht Charters for Groups of all Sizes
Experience the Premier Coast Guard Certified Sailing Fleet in the Hamptons.
SailHamptons provides delightful hospitality focused luxurious private charters from Sag Harbor and throughout the East End. The SailHamptons fleet features the large Bermudian Schooner Luna, the Mahogany Performance Trimaran Cosmos, and the Downeast Lobster Yacht ‘Blue Sky’ (Coming Soon). Our exceptional charters are the most fun and papering experiences from Sag Harbor and spots throughout the East End.
SailHamptons relies upon our professional and highly-skilled Hospitality focused crews that seek to make every charter perfect. Our vessels feature magnificent spaces to relax, and a comprehensive assortment of amenities perfect for every occasion. For those who would like to leave every aspect to the professionals, we can offer an extensive variety of delicious catering options along with onboard food experiences to satisfy any taste or desire.
Our Offerings range from casual morning, afternoon, or sunset sails, to fully curated and catered events. Our charters are perfect for your family or friend group, a birthday, a corporate event, bachelorette party, wedding, or any special occasion. Charters can be booked anywhere from a couple of hours up to a full day.
Outside of private luxury yacht charters, SailHamptons hosts a limited series ticketed public sailing events for our community. Throughout the summer and fall, we offer a “Tickets Tuesday” sunset sail. We also offer a weekly Holistic Yoga Sails, and occasional Culinary Charters with our industry partners. Sign up to our newsletter and visit our Community Sails page to stay up to date.
Our Classic Lobster Yacht “Blue Sky” we hope to launch the fall of 2026. We are incredibly excited to add this unique authentic experience to our private luxury yacht charters. Follow our Instagram feed to see progress and updates.
Your best day of summer awaits on Luna and Cosmos.
The Caribbean came to me. Haiti in the house!! #bestcharteroftheyear
Escape the smoke? Maybe embrace the smoke with these stunning red sky sunsets. It’s here for a bit, but we’re still having a blast on the water with you.
How do you know Charcuterie is about to be served on Luna?
Join us! Tickets for these limited sunset sails on Thursdays (and a couple Sundays) are available at the Eventbrite link in our website. Celebrating the 250th anniversary of Long Wharf.
What the most fun way to go to your favorite spot @sunsetbeachhotel from the Hamptons with 12-40 friends? The SailHamptons fleet of course! Taking one of our @uscg inspected sailing yachts over from Sag Harbor is easier than ever with the large capacity @rideshore launch! Our Lobster Yacht for 25 is coming soon to join the fleet.
Don’t let summer pass by without sailing aboard the magnificently fun “Cosmos” perfect from 4 to over 14 guests.
ALL SailHamptons charters booked for more than six-passengers are held on board USCG Certified “Small Passenger Vessels” and are provided with professional trained crew. This single fact sets us apart from most other charter companies (large and small) in the Hamptons. SailHamptons does not engage in so-called “bareboat” or “demise” charters that unwittingly shift control, decision making, and therefore liability fully to the guest. These types of charters are regularly operated illegally.
SailHamptons fully complies with rigorous US Coast Guard standards for crew and vessels. Luna, Cosmos and Blue Sky submit to regular and yearly comprehensive inspections for commercial passenger vessels and an extensive list of stringent safety requirements. Our crews regularly train for safety and comply with USCG requirements. Every SailHamptons vessel is always fully-insured for its full capacity. Our captains and crews are in control and accountable. We take great pride in the hard work and expense it takes to keep our certifications in good standing. We do so for two good reasons: 1) an inspected charter is a safer charter, and 2) an illegal charter is always an uninsured charter. This applies to all SailHamptons Private Luxury Yacht Charters.

