“The Best Day of Summer”

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. Our fleet features the large Bermudian Schooner Luna, the Mahogany Performance Trimaran Cosmos, and the Downeast Lobster Yacht ‘Blue Sky’ (Coming Soon). Our charters are fun and papering experiences from Sag Harbor and spots throughout the East End. Our Hospitality focused crews make every charter perfect and memories lasting forever. Our sailboats feature magnificent spaces to relax, and a comprehensive assortment of amenities perfect for any occasion.  We offer an wide 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 catered events. Our charters are perfect for your family or friend group, a corporate event, bachelorette party, wedding, or any special occasion. Charters can be booked 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” launching early summer 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.

The best feelings of Summer await and it’s time to claim your spot!

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Thinking about that perfect summer day.

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We are working hard this winter to bring another fantastic experience to you!  Our classic John Williams Lobster Yacht is in for a wonderful transformation. #projectbluesky

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Come aboard Luna!  Harborfest sails are today at 1pm and 3pm, and tomorrow at 11:30am and 1:30pm.  They are 1.5 hours and you’re welcome to bring anything you’d like for food and drink!  Links to tickets in our bio and in our story.

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We have had an amazing summer with all of you!  The best is yet to come in our favorite month, September!

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