NYC: Sunset Jazz Sail aboard the ‘Clipper City’

If you’re dreaming of a relaxing evening afloat in New York Harbor, this Sunset Jazz Sail aboard the Clipper City might just be what you’re looking for. We haven’t personally been on this exact tour, but based on the reviews and the info available, it’s a blend of scenic sights, live music, and a touch of maritime adventure. It’s a chance to see some of NYC’s most iconic landmarks from the water, all while enjoying the smooth sounds of jazz and a couple of glasses of wine.

What really draws people in are the spectacular views of the skyline and Statue of Liberty and the chance to swing to some of America’s best jazz musicians. On the flip side, some travelers found the experience a bit uneven—cancellations due to weather and some frustrations with service. Still, if you’re someone who loves a good sunset, appreciates jazz, and enjoys being on the water, this could be a memorable outing.

Who would this suit? If you’re after a relaxed, scenic cruise with musical entertainment and don’t mind paying a bit for a unique view of NYC, this is worth considering. It’s not a full-day tour or a party cruise, so it’s ideal for a peaceful evening with a touch of culture and romance.

Key Points

• Relaxing 1.5-hour cruise offering sunset views and live jazz music.
• Spectacular sights including the Statue of Liberty, Brooklyn Bridge, and NYC skyline.
• Enjoyable for music fans, with performances from renowned jazz musicians.
• Includes up to two glasses of wine, making it feel like a special occasion.
• Comfortable tall ship experience with spacious decks and excellent viewing areas.
• Potential for cancellations in stormy weather, so check the forecast.

You can check availability for your dates here:

Setting the Scene: What to Expect on the Clipper City Sunset Jazz Sail

This cruise departs from Pier 17 at the Seaport in Lower Manhattan, right below the Brooklyn Bridge, which makes it pretty straightforward to access whether you’re coming by foot, subway, ferry, bus, or car. Once aboard the Clipper City, the largest sailing ship in New York, you’ll notice its impressive size and classic appearance—kind of like stepping back into a vintage maritime postcard.

The itinerary is fairly simple but effective. You’ll cruise around the harbor, passing by NYC’s most iconic landmarks—the Statue of Liberty, Brooklyn Bridge, and the skyline—all bathed in the warm glow of the setting sun. The timing usually coincides with sunset, which means you’ll catch the changing light while your jazz band plays.

The live jazz performance is a highlight. Expect musicians like jazz guitarist Joe Cohn or saxophonist Avram Fefer—highly regarded artists, according to the tour description. The music isn’t overpowering, which lets you enjoy the sights and conversation, but still provides a lively, authentic jazz atmosphere. Reviewers mention that the band plays a mix of contemporary and classic tunes, creating a sophisticated yet relaxed vibe.

The vessel itself is a replica of historic lumber schooners, with spacious decks suitable for relaxing and taking in the scenery. There’s ample seating, a full bar, and a raised quarter deck at the back for unobstructed views. The crew is described as friendly and professional, which makes the experience more comfortable overall.

The Highlights: Views, Music, and a Unique Sailing Experience

One of the best parts? The views. You’ll get close enough to the Statue of Liberty to appreciate her grandeur without feeling crowded or rushed, especially during the sunset hours. Many reviews rave about how stunning the scenery is, with some mentioning that it’s “the best experience” during their NYC trip, thanks to the perfect timing and peaceful atmosphere.

The live jazz adds a special touch. The musicians are well-regarded, and their music enhances the ambiance of gliding past the illuminated skyline. The reviews note that the sound levels are just right—not too loud—and the music isn’t just background noise but a true musical experience.

Drinks included—up to two glasses of wine—are a nice bonus, elevating the whole evening into a more celebratory occasion. Some reviewers mentioned that the crew could improve their service, such as better wine distribution, but overall, most found the bar service friendly and efficient.

What Travelers Love and What They Don’t

The most praised aspects are definitely the stunning views and quality music. One reviewer called it “by far the best experience during our 5-day NYC trip,” highlighting how close the boat comes to the Statue of Liberty and the sunset timing. They also appreciated the friendly staff and the overall calm, romantic atmosphere.

However, some travelers faced cancellations—notably when weather conditions turned stormy or unsafe sailing was enforced. For instance, one review from a UK traveler expressed disappointment when their sailing was canceled for safety reasons, even though they saw the ship sailing on the East River the day before. This inconsistency can be frustrating, so it’s wise to check the weather forecast and be flexible.

Another review pointed out that arriving late made photos less ideal, as it was already dark when they reached the Statue of Liberty. The short time spent at the landmarks means you won’t get long sightseeing stops, but that’s typical for a 1.5-hour cruise.

In terms of value for money, most found the price reasonable given the unique experience and beautiful views. For $136 per person, you’re paying for a scenic, musical, maritime experience that’s quite different from typical sightseeing tours. The inclusion of wine is a nice touch, but some suggested that more consistent service—like having staff walk around with drinks—could improve the experience.

The Practicalities: Logistics and Considerations

Getting to Pier 17 at the Seaport is straightforward, and the meeting point is well-placed in Lower Manhattan. Be sure to allow about 20 minutes to find the dock if you’re unfamiliar with the area. The boarding process is at the end of Pier 17, which is accessible via foot, train, ferry, bus, or car.

The duration of 1.5 hours** makes this a perfect evening activity—short enough to fit into an NYC itinerary but long enough to enjoy the sights and sounds. The cruise takes place in the evening, typically around sunset, so plan to arrive just before the departure time to settle in and secure good views.

In terms of cancellation policy, you can cancel up to 24 hours in advance for a full refund, which adds some peace of mind if your plans change. You can reserve now and pay later, keeping your schedule flexible.

Just remember to bring your passport or ID, especially if you plan to enjoy the wine and want to keep things smooth at check-in.

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Final Thoughts: Is This Experience for You?

If you’re after a peaceful, scenic cruise with excellent musical entertainment and iconic views, this Clipper City sunset sail is a solid choice. It’s especially well-suited for those who appreciate jazz and want a different perspective of NYC’s skyline. The experience feels special but not overly formal, making it great for couples, small groups, or anyone wanting a romantic, cultural outing.

Keep in mind that weather can impact the experience, so don’t get your heart set on perfect conditions. If you’re flexible and open to the possibility of cancellations, you’ll find this to be a charming way to see the city from the water.

On the whole, it offers a balance of scenic beauty, quality music, and a touch of maritime adventure—just right for a memorable evening in the city that never sleeps.

FAQ

Is this cruise suitable for children?
The tour isn’t specifically marketed as family-friendly, but since it’s a peaceful, 1.5-hour evening cruise, older children or teenagers who enjoy music and water views might find it enjoyable. Check with the provider if you have younger kids.

What’s included in the price?
The ticket covers the sightseeing cruise, live jazz music, and up to two glasses of wine. The vessel also provides a full bar, so you can purchase additional drinks if you wish.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours before the scheduled departure for a full refund.

How do I find the meeting point?
It’s located at Pier 17 at the Seaport, just below the Brooklyn Bridge in Lower Manhattan, easily accessible by foot, subway, ferry, bus, or car.

Is this experience weather-dependent?
Yes. Stormy or unsafe weather can lead to cancellations, as happened in some reviews. It’s best to check the forecast before booking.

How long is the cruise?
It lasts about 1.5 hours, making it a perfect short activity for an evening.

What are the main sights I’ll see?
Expect to pass close to the Statue of Liberty, Brooklyn Bridge, and enjoy stunning views of the Manhattan skyline.

Can I bring my own drinks?
No, outside alcohol isn’t permitted. However, the full bar onboard offers wine and other beverages.

Is there seating onboard?
Yes, the ship has spacious decks with ample seating, including a raised quarter deck for the best views.

What musicians perform during the cruise?
You’ll enjoy performances by acclaimed jazz artists, such as guitarist Joe Cohn and saxophonist Avram Fefer, among others.

In summary, if you’re looking for a laid-back, scenic, and musical way to enjoy New York Harbor at sunset, the Clipper City jazz sail offers a pretty special experience. Just keep an eye on the weather, arrive prepared, and you’ll likely find it to be a highlight of your NYC trip.

You can check availability for your dates here: