90–105 Minute Sailing Experiences with Cocktail on the Clipper City Schooner – Skyline Views, Cocktails & More

Clipper City Daytime Sail

Step aboard the majestic Clipper City and feel the city fade into the background as the wind fills the sails. Glide through New York Harbor in style, with the Brooklyn Bridge, Statue of Liberty, Ellis Island, and the glittering Manhattan skyline unfolding around you like a living postcard. With a full bar offering beer, wine, and handcrafted cocktails, plus light snacks available for purchase, every detail is designed to elevate your time on the water. Whether you’re snapping unforgettable photos, sharing a laugh with friends, or simply leaning back to watch the sunlight dance on the water, this sail is your front-row seat to the city’s most breathtaking views—no rush, no crowds, just pure New York magic. Duration: 90 Minutes

Afternoon Golden Hour Cocktail Sail

As the sun dips low, the harbor glows in golden light—perfect for capturing stunning photos you’ll treasure forever. Sip your complimentary cocktail and see New York in its best light—serene, unhurried, and unforgettable aboard the city’s largest Tall Ship. Start your journey at the base of the Brooklyn Bridge gliding past the Statue of Liberty, Ellis Island, and Governors Island as the sky shifts from day to amber glow, each view more breathtaking than the last. Hailed as “possibly the nicest cocktail bar in NYC” by Downtown Magazine, enjoy cocktails, and light bites available for purchase as the gentle sway of the harbor sets the mood. Duration: 90 Minutes

Sunset Jazz Sail

New Yorkers know there’s no better way to see the city than from the water. Sail toward the sun dipping behind the Statue of Liberty and return with the skyline glittering before you—a view that never gets old, no matter how many times you’ve seen it. Glide past Ellis Island, Governors Island, and the city’s iconic bridges as the harbor shifts from golden hour to night lights. On board the 158-foot Clipper City, the vibe is part hidden gem, part neighborhood haunt—hailed by Downtown Magazine as “possibly the nicest cocktail bar in NYC”, only with sails overhead and the skyline as your backdrop. A rotating lineup of live jazz adds just the right ambiance—never overpowering, always in step with the rhythm of the harbor. Sip on handcrafted cocktails or your favorite drink from the full bar, pair it with light snacks, and let the evening unfold. This isn’t your typical tourist cruise—it’s a chance to reclaim the harbor, to see your city in its best light, and to enjoy a night that feels authentically New York: sophisticated, relaxed, and unforgettable. Duration: 105 Minutes

City Lights Night Sail

Step aboard Clipper City, New York’s largest passenger sailboat, for an evening sail beneath the glittering skyline. Watch the city transform into a dazzling panorama of lights, with the Brooklyn Bridge, Statue of Liberty, Ellis Island, and the Manhattan skyline shining against the night sky. Perfect for a romantic night or a lively gathering, this sail pairs the city’s shimmering lights with an unforgettable atmosphere. Hailed as “possibly the nicest cocktail bar in NYC” by Downtown Magazine, enjoy cocktails, and light bites available for purchase as the gentle sway of the harbor sets the mood. Includes a welcome cocktail. Photo ID required. Duration: 90 Minutes

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