New York City Sunset Jazz Sail aboard Clipper City

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.