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.

We offer a whole assortment of different add-ons that you can include in your booking with Sail Selina NY. Add a locally...
06/17/2026

We offer a whole assortment of different add-ons that you can include in your booking with Sail Selina NY. Add a locally sourced charcuterie board to your charter & vegetarian spreads are available too. Link in bio to book.

We were just featured in a wonderful Newsday piece - check it out! We still have some booking availability for this week...
06/16/2026

We were just featured in a wonderful Newsday piece - check it out!

We still have some booking availability for this weekend, what are your summer plans?

Selina II, a century-old sailboat, returns to the North Fork, preserving maritime heritage and family legacy.

06/16/2026
She said yes. 🌸We’ll handle the setting & you handle the question. Proposal charters available, with a professional phot...
06/11/2026

She said yes. 🌸

We’ll handle the setting & you handle the question. Proposal charters available, with a professional photographer on board to catch every second. Link in bio to book.

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!

Address

188 N Ferry Road
Shelter Island, NY
11965

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