Meet Captain Luna Crowley
At the helm of Selina II is Captain Luna Crowley — a lifelong East End mariner and the great-granddaughter of Frank Mundus, the legendary Greenport charter captain who inspired the character Quint in Jaws. Raised in and around Greenport, Luna grew up sailing these waters with her great aunt and life mentor, Pat Mundus. She didn't choose this work; she inherited it as a third generation captain, and then chose to carry it forward.
A Multigenerational Maritime Legacy
Luna earned her captain’s license at 19 years old. Together with her crew, Captain Luna blends professional seamanship with unhurried hospitality. Guests regularly describe their sail as the highlight of their trip to Long Island — not because of what happened, but because of what didn't: no crowds, no noise, no rush.Together with her crew, Capt. Luna blends professional seamanship with warm hospitality. Guests consistently praise the team’s storytelling, attentiveness, and ability to make every sail feel personal and unforgettable.
Best in Luxury, Best in Boat Tours, Best in Service
Celebrating 100 Years
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Celebrating 100 Years ●
Why Guests Choose Sail Selina NY
Historic authenticity — Selina II is a 1926 Crosby catboat, one of the largest surviving vintage catboats in the world, built at Sweets Shipyard in Greenport and sailed continuously for 100 years
Completely private — six guests maximum, your group only, never mixed with strangers
Living maritime history — hear the stories of Greenport's shipbuilding heritage and Selina II's role in the 1976 Operation Sail Bicentennial Parade of Tall Ships in New York City
Woman-owned and captained — a rare, multigenerational family business led by Captain Luna Crowley
Tailored to your occasion — proposals, anniversaries, family outings, corporate charters, and wine tasting sails with Peconic Bay Winery and Krissie VineyardsHospitality & Expertise
A Sail on Selina II Is Something You'll Carry With You
Sail Selina NY is more than a charter. It's a chance to step aboard a piece of living American maritime history, feel the wind fill a 1,000-square-foot gaff-rigged mainsail, and move quietly across Peconic Bay with someone you care about.
Whether you're visiting Greenport for the weekend, exploring Shelter Island, or looking for the most memorable thing to do on Long Island's East End — this is it.
Selina II departs from Greenport Village and Dering Harbor on Shelter Island — two of Long Island's most storied waterfront towns, just an hour from the Hamptons and two hours from New York City. In the 2026 centennial season, Selina II is also docked at The Chequit hotel on Shelter Island, offering priority booking for hotel guests.
Sailing from Greenport & Shelter Island, NY