Schooner Liberty Clipper

Long Island’s North Shore has unbeatable sunsets and sailing from Port Jefferson is the perfect way to experience them!

We still have spaces open for tonight’s sunset sail.

Thank you Kirk Lehman for the photo.

We can’t wait to announce our next special event! The Oyster tasting sail was a phenomenal day and this will be even better 🇺🇸🇺🇸

The sunset after a cloudy day is always top notch! We’ll be sailing at 12pm and 6pm tomorrow and we have a few more tickets available.

Really excited to finally share this! I’m partnering with the Liberty Clipper as the exclusive photographer for private charters sailing out of Port Jefferson Harbor. If you’re booking the Clipper for a wedding, proposal, birthday, corporate outing, family get-together, or just an afternoon on the Sound with friends, you’ll now have the option to add photography to your charter. I’ll come aboard and document the sail as it happens. Nothing overly staged. Just everyone enjoying themselves, the crew doing their thing, and all the little moments that make being out on the water so much fun. Afterward, you’ll get a full gallery of images to keep, share, and print. As someone who lives and works around Port Jefferson, getting the chance to combine photography with something happening right here in the harbor is pretty special. If you’re planning a charter aboard the Liberty Clipper, ask about adding photo coverage when you book. See you on the water.

Today is the big Oyster and Wine Tasting Sail! We still have tickets available at 12pm, 3pm and 6pm - Head to www.LibertyClipper.com for tickets!

Join us for an Oyster Tasting Sail as part of the Suffolk County Oyster Jamboree! We will have a variety of local Oyster's from Long Island's own North Fork Big Oyster.

The sail will feature an array of local wines, curated cocktails and an onboard Oyster Shucker! Nothing goes together better than sailing and oysters - tickets available for 12pm, 3pm and 6:30pm sailings - book your ticket here: https://fareharbor.com/embeds/book/libertyclipper/items/748720/calendar/2026/08/?flow=1652903&ga4t=G-MHPLJQ3G6Q,338059192.1786201298__1786201297;&language=en-us&full-items=yes&back=https://www.libertyclipper.com/

Escape the heat and come out sailing this evening on the Liberty Clipper- Nothing feels better than a cool ocean breeze accompanied by our famous Dark’ n Stormy cocktail!

We still have a few tickets available this evening for our Sunset Sail at 6:30pm. Head to www.LibertyClipper.com to book your unforgettable Long Island sailing experience!

Thank you Melissa Cox Photography for the gorgeous photo.

Schooner Liberty Clipper is accepting applications for DECKHAND to finish out our summer season in Port Jefferson, NY.
Day sails and events throughout New England followed by haul out and fall transit to Florida.

Experience on traditionally rigged vessels preferred but not required. Must pass pre-employment drug screen. Room and board included, weekly salary plus gratuities. For more information and to apply email [email protected]

So happy to be back on Long Island! We’ll be back to our regular sailing schedule starting this Friday 7th of August from Port Jefferson.

We also have a special Oyster Tasting Sail on the 15th for the Oyster Jamboree! Tickets are limited so get in quick.