Sail Selina NY

Sail Selina NY Sail Selina NY is home to Selina II, a lovingly restored 1926 catboat carrying nearly 100 years of history.

Sailing from Shelter Island, we offer private and public charters through the East End’s most beautiful waters- where legacy and beauty intersect.

A century-old boat and a centuries-old tradition. Set sail Saturday at 2:30pm aboard our Selina II - a 100 year old catb...
06/08/2026

A century-old boat and a centuries-old tradition. Set sail Saturday at 2:30pm aboard our Selina II - a 100 year old catboat from Greenport, and arrive by water for the blessing of the fleet. Talk about full circle!

link in bio to book.

Summer is calling. Are you going to answer? 🌊 Set sail with Sail Selina NY and let us handle the rest - picnic basket in...
06/03/2026

Summer is calling. Are you going to answer? 🌊 Set sail with Sail Selina NY and let us handle the rest - picnic basket included (thank you Shannon!) Book your charter at the link in bio.

05/29/2026

A day in the life - Haley and I using Tartan, a 1940s power boat, to tow and deliver Judy, a classic wooden yacht, then ending it all with a sail on our beloved Selina II, a 1926 classic wooden catboat. This is what we do 🧜‍♀️

Follow along for more.

ten years ago, Carla was Captain Luna’s very first charter guest. this weekend she came back and brought Giuseppe with h...
05/25/2026

ten years ago, Carla was Captain Luna’s very first charter guest. this weekend she came back and brought Giuseppe with her! that’s the kind of thing that makes all of it worth it. season is officially launched and we cannot wait to share what we’ve been brewing ⚓

On June 13th, we’ll be joining Greenport’s revival of the Blessing of the Fleet - a tradition as old as these waters. Ou...
05/20/2026

On June 13th, we’ll be joining Greenport’s revival of the Blessing of the Fleet - a tradition as old as these waters. Our boat was built right here in Greenport and turns 100 this summer. There’s no better way to mark a century than sailing her past the dock at Claudio’s Pier while the fleet receives its blessing. Six seats & one afternoon you won’t forget. DM to book your spot!

On June 13th, we’ll be joining Greenport’s revival of the Blessing of the Fleet, a tradition as old as these waters! Our...
05/20/2026

On June 13th, we’ll be joining Greenport’s revival of the Blessing of the Fleet, a tradition as old as these waters! Our boat was built right here in Greenport and turns 100 this summer. There’s no better way to mark a century than sailing her past the dock at Claudio’s Pier while the fleet receives its blessing. Six seats & one afternoon you won’t forget! DM to book or go online at sailselinaNY.com

05/19/2026

On her 100th season, the Selina II returned to the waters she was built for. Captains Luna and Iris had the honor of her inaugural sail back home in Dering Harbor, NY. A full century, and she’s still got it!

05/19/2026

The constrictor knot was just the beginning. Today we’re going below the waterline. Stuffing box tutorial for the girls who aren’t afraid to get their hands dirty. 🔩

05/06/2026

Crew knowledge, now yours. The constrictor knot is how we secure our topping lift to the boom end. Thank you to Captain Kent and Captain Iris for passing on decades of maritime wisdom. ​​NY

The view that started it all.Before the guests, before the oysters, before the wine… there’s this. The quiet before a se...
05/02/2026

The view that started it all.

Before the guests, before the oysters, before the wine… there’s this. The quiet before a season opens.

Address

188 N Ferry Road
Shelter Island, NY
11965

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