“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. 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. Our sailboats feature magnificent spaces to relax, and a comprehensive assortment of amenities perfect for every occasion. We also 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 birthday, 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.
No filter needed on last night’s glorious sunset! Welcome to the season; Luna is the reason! #hamptons #hamptonstyle #sagharbor
When those far away places are right around the corner. More access to beautiful destinations, impeccable service, bigger capacity, more fun. The Bermudian Schooner Luna is at SailHamptons. Perfect for all size groups … up to 41.
I don’t claim to be an artist, but sometimes a blank canvas can come in a different form giving inspiration for the ultimate beautiful entertainment space afloat. A partially shaded mahogany day-lounge that transforms into a table seated dinner experience under the stars and string lights is in store for our wonderfully updated Vintage Lobster Yacht “Blue Sky.” I cannot wait to bring her to you. – Captain Toby
Winter Rebuild of Blue Sky. Everyone has been asking what we are up to with our classic lobster boat! We went live today to show you where we are at and what is coming. Follow our build. More at @tobyisafloat
The best feelings of Summer await and it’s time to claim your spot!