About this Experience
What you’ll do:
Step aboard the classic mahogany trimaran Cosmos for a relaxed sail out of Sag Harbor built around open-water swimming.
Sail Out of Sag Harbor - Depart from Long Wharf aboard Cosmos’s wide, stable three-hull deck.
Swim Right Off the Boat - Jump in from the dedicated swim pad, or paddle around on the onboard paddle board and swim floats.
Spread Out on Deck - Cosmos’s wide decks give your whole group room to sit, stand, or stretch out while underway.
Rinse Off and Change - Use the onboard bathroom to freshen up before heading back to shore.
Sail in a Small Group - Share the boat with up to 10 guests instead of a packed deck.
The pace stays easy, part sailing and part swim break, with the East End coastline as your backdrop the whole trip.
Why we love it for your day on the water:
Three-Hull Stability - Cosmos’s design keeps the ride smooth, even for guests new to sailboats.
Built-In Swim Stop - The swim pad, paddle board, and swim floats mean nobody needs to bring their own gear.
Small Group Size - Charters run well under Cosmos’s Coast Guard capacity, so the deck never feels crowded.
Onboard Bathroom - A private space to rinse off and change before heading back to shore.
Experienced Two-Person Crew - A captain and mate handle the sailing, so your group can just enjoy the ride.
About this experience partner:
SailHamptons has run charters out of Sag Harbor and across the East End for more than a decade, operating only Coast Guard-inspected and certified vessels. The team keeps each sail hands-on and well-paced, whether guests are out for a quiet afternoon or a swim break with friends. For larger groups or catering needs, SailHamptons also operates the Schooner Luna.
Additional information:
Pricing - $270 per person; a 20% gratuity is added separately.
Pickup Location - Boards at Long Wharf in Sag Harbor via the Sag Harbor Launch.
Mid-Week Discounts - Reduced rates apply May through July and September through October (not available in August).
Capacity - Coast Guard-certified for up to 20 guests; SailHamptons typically runs Cosmos with groups up to 15.
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Book This Experience
Visit the experience booking site to check availability and book your experience.
LocationHamptons, NY
1a Long Wharf, Sag Harbor, NY 11963, USAHamptons, NY
Reviews
Frequently Asked Questions
How many people can book this charter?
Cosmos is priced for groups of up to 10, though she’s Coast Guard certified for more. Reach out directly if your group is larger.
Where does the boat depart from?
Cosmos picks up at Long Wharf in Sag Harbor using the Sag Harbor Launch to get you out to the boat.
What’s included in the price?
The $270 per person rate covers the sail, swim time, and use of the swim pad, paddle board, and swim floats. A 20% gratuity is added separately.
Can we swim during the charter?
Yes. Cosmos has a dedicated swim pad, a paddleboard, and swim floats, plus a bathroom on board for rinsing off and changing.
Are there discounts available?
Mid-week sailings get a discounted rate from May through July and September through October (not available in August).

















