Manhattan by Sail

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Shearwater - Wine Tasting Sails

Shearwater - Wine Tasting Sails

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Set sail with our wine experts from Tradizione Imports for this casual, fun and informative afternoon sail. Our wine experts will present a carefully curated selection of wines on each sail including both biodynamic and organic varietals. Step aborad and enjoy a delightful harbor adventure that will expand ... Read More
Shearwater - Daytime Sail

Shearwater - Daytime Sail

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An intimate and thrilling way to visit New York's magnificent harbor. These 90 minutes day sails offer the perfect opportunity to sit back and relax while you enjoy close-up views of the Statue of Liberty, Ellis Island and the Manhattan skyline. Shearwater sails through the NYC Harbor closely passing The ... Read More
Clipper City - Lobster & Beer Lovers Sail

Clipper City - Lobster & Beer Lovers Sail

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Pretty much the best meal you're going to have this year...Get on board for the unbeatable powerhouse pairing of eating and drinking on the water. Chow down on Luke's Lobster rolls and a selection of popular beers for the tastiest two hours you will spend afloat. Don't miss out on this fantastic duet - ... Read More
Clipper City Jazz Sail

Clipper City Jazz Sail

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Bring out the romance and step aboard the Clipper City for a jazz concert cruise around NYC. The hustle, bustle and noise of the city turns to the sweet, cool rhythms of bebop, smoky blues, ballads and other jazz standards as you sail smoothly out into the summer night all lit up with the backdrop of NYC ... Read More
Clipper City - Gypsy Craft Beer Tasting Sail

Clipper City - Gypsy Craft Beer Tasting Sail

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Set sail with your favorite brew master who will gladly … Savor up to 5 outstanding ales and lagers from New York’s premiere & gypsy brewers. Unlimited beer while enjoying live music and NYC skyline. Clipper City is New York’s largest (and coolest) sailing vessel.
Clipper City- Burlesque Sail

Clipper City- Burlesque Sail

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If you thought you'd seen it all, think again. But without thinking too hard about it, leave your inhibitions on the dock and step onto the Clipper City as we set sail on an adventure of seductive espionage. Our incredible new series, hosted by renowned entertainer Shien Lee with Dances of Vice, features a ... Read More
Shearwater- Champagne Brunch Sail

Shearwater- Champagne Brunch Sail

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Join us for a classic New York brunch with a twist. Nosh on a plentiful selection of brunch favorites and enjoy tea and coffee service as well as an open Prosecco bar. Brunch is buffet-style and includes a delicious spread of assorted muffins, homemade breads and pastries, quiche, smoked turkey with bacon & ... Read More
Clipper City Daytime Statue Sail - Manhattan By Sail

Clipper City Daytime Statue Sail - Manhattan By Sail

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Take a step back in time on New York’s only passenger tall ship. From her spacious main deck or raised quarter deck, you’ll enjoy the sailing experience of a lifetime aboard this majestic topsail schooner as we unfurl her canvas and set sail through the harbor. Clipper City Sails through the NYC ... Read More
Shearwater - City Lights Sail

Shearwater - City Lights Sail

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The perfect way to begin or enhance any weekend, the Harbor Lights Cruise is only available on Friday and Saturday evenings from June to September. A twilight cruise in the New York Harbor adds a bit of romance to seeing the world’s most famous skyline light up the night. Book a Harbor Lights Cruise today!