NYC: Sunset Jazz Sail aboard the ‘Clipper City’ — A Detailed Review
If you’re dreaming of combining the romance of a New York sunset with the soulful sounds of jazz, the Sunset Jazz Sail aboard the Clipper City promises a distinctive way to enjoy the city’s iconic sights. This 1.5-hour cruise offers a peaceful escape from the city’s hustle, with live jazz music, stunning skyline views, and the feel of sailing aboard a historic tall ship.
Two things we particularly love about this experience are the chance to see New York’s famous landmarks from a unique vantage point and the chance to enjoy live performances by talented jazz musicians. The views of the Statue of Liberty, Brooklyn Bridge, and Manhattan’s skyline are truly spectacular, especially as the sun sets in the background. However, a potential consideration is the weather—since the cruise is dependent on wind and weather conditions, cancellations can occur, which some travelers have experienced.
This cruise suits anyone looking to add a touch of elegance and nostalgia to their NYC trip, especially those who appreciate good music, scenic waterside vistas, and a relaxed, intimate atmosphere. It’s ideal for couples, small groups, or anyone wanting a memorable way to wind down at the end of the day.
Key Points

- Scenic Views: See iconic landmarks like the Statue of Liberty and Brooklyn Bridge from the water.
- Excellent Music: Live jazz performed by some of America’s best musicians enhances the atmosphere.
- Comfort & Style: Spacious decks with ample seating and a full bar make for a comfortable experience.
- Flexible and Relaxed: Sunset timing offers a peaceful cruise without feeling rushed.
- Value for Money: For $136, you get a sightseeing cruise, live music, and up to 2 glasses of wine, making it a worthwhile splurge.
- Potential for Cancellations: Weather-dependent, so always check the weather forecast and cancellation policies.
Discovering the Clipper City Sunset Jazz Sail

The Clipper City is a tall ship reminiscent of old lumber schooners, but with the amenities and safety of modern design. Its spacious decks and raised quarter deck provide excellent viewing points, especially when the city lights start to twinkle as evening falls. The ship’s connection to history lends a certain charm—sailing on a vessel that echoes the maritime past of New York while enjoying contemporary comforts.
What makes this cruise stand out is the combination of scenic beauty and live music. The jazz performances are typically led by acclaimed musicians like guitarist Joe Cohn or saxophonist Avram Fefer, providing a soundtrack that perfectly complements the sunset views and the gentle sway of the ship. The music isn’t overpowering, allowing guests to chat, take photos, and soak in the atmosphere.
We loved the way the crew sets the sails and keeps the experience smooth, friendly, and engaging. The deck’s ample seating ensures you’ll find a cozy spot, whether you prefer to sit back and relax or walk around for different vantage points. The bar is fully stocked, and the inclusion of up to two glasses of wine adds a touch of sophistication—though some reviews mention that staff could improve on service, suggesting a more seamless wine-serving process might elevate the experience.
You can also read our reviews of more boat tours in New York City
Itinerary Breakdown: What to Expect

The cruise departs from Pier 17 at the Seaport in Lower Manhattan, a location accessible by foot, train, ferry, bus, or car. The meeting point is just below the Brooklyn Bridge, making it easy to find with a little planning. Allow about 20 minutes to locate the dock if you’re unfamiliar with the area.
The boat departs in the evening, ideally timed around sunset for the best visual effect. Once onboard, you’ll be greeted by a professional captain and crew. The vessel, being the largest sailing ship in New York, offers a spacious, well-maintained platform for your journey.
The cruise takes you past the Statue of Liberty, with its majestic presence close enough to see details, weather permitting. As you sail along the Hudson and East Rivers, you’ll pass landmarks like the Brooklyn Bridge and the Manhattan skyline. The timing of the cruise is designed to make the most of the sunset, casting a warm glow over the cityscape—an ideal backdrop for photos and quiet reflection.
During the cruise, the jazz band performs live, blending classics and contemporary hits such as “Frank Sinatra’s NY NY,” creating a lively yet relaxing soundtrack. The crew often sets the sails while you enjoy your drinks, adding an authentic maritime touch to the experience.
Authentic Experiences and Worthy Moments

The reviews highlight the quality of the live jazz music as a major highlight, with many describing the performances as “excellent” and the musicians as “famous and contemporary.” The atmosphere is further enhanced by the unobstructed panoramic views from the decks, which are perfect for photography or simply soaking in the scenery.
Several guests appreciated the friendly staff and the boat’s cleanliness. One traveler mentioned a minor issue with a drink overcharge but noted the crew’s quick apology and offering a free round—showing a level of professionalism and customer care.
On the less favorable side, some travelers noted that sailing cancellations due to weather can occur unexpectedly. One review pointed out an inconsistency where the cruise was canceled in advance but later seen sailing without issue, which can cause confusion or disappointment if you’re counting on a specific date.
The experience’s value hinges on the combination of scenic beauty, live music, and a relaxing ambiance, all for about $136 per person. This price covers the cruise, entertainment, and drinks, making it a well-rounded, memorable outing. For those who love music, views, and a touch of maritime history, it’s a charming way to spend an evening in New York.
The Sum Up: Who Will Love This Cruise?

If you’re seeking a romantic, scenic experience that combines the beauty of New York’s skyline with soulful jazz, this cruise hits the right notes. Couples celebrating an anniversary or a special date will find the sunset timing particularly enchanting. The relaxed pace and intimate setting make it suitable for those who want to enjoy the city without the crowds or noise typical of busy sightseeing tours.
Music lovers will appreciate the caliber of the jazz performances, which elevate the experience beyond simple sightseeing. The spacious decks and full bar add comfort and convenience, making it easy to settle in and unwind after a busy day exploring the city.
However, keep in mind the weather dependency. If a storm rolls in or the forecast predicts high winds, the cruise might be canceled, which could be disappointing if you’ve made plans around it. Also, some reviews mention that the experience could be more seamless if the wine service was improved, so don’t expect a fully polished, luxury cruise—think of it more as a relaxed, authentic maritime outing.
The Sunset Jazz Sail aboard the Clipper City offers a refreshing way to see New York from the water, listen to great live music, and enjoy a peaceful moment of beauty in the evening sky. It’s best suited for travelers who want a blend of culture, scenery, and a touch of maritime history—ideal for those looking to add a memorable, authentic highlight to their NYC visit.
More Great Tours NearbyFAQ

Is this tour suitable for children?
While not explicitly mentioned, the cruise is likely most enjoyable for adults and children old enough to appreciate the views and music. Check with the provider if you have specific concerns.
How long does the cruise last?
The voyage lasts approximately 1.5 hours, making it a perfect evening activity without taking up your entire night.
Can I bring my own drinks?
The cruise includes a full bar with up to two glasses of wine per guest, but outside alcohol isn’t mentioned, so it’s best to assume only drinks purchased onboard are allowed.
What is the meeting point?
The departure is from Pier 17 at the Seaport, located just below the Brooklyn Bridge in Lower Manhattan. It’s easily reachable by foot, train, ferry, bus, or car.
Is the cruise accessible for people with mobility issues?
The review does not specify accessibility details. The vessel’s decks are spacious, but check directly with the provider for specific needs.
What type of music is played?
Live jazz, often featuring well-known musicians playing a mix of classics and contemporary tunes, creating a relaxed and sophisticated atmosphere.
What if the weather is bad?
The cruise is weather-dependent, and cancellations are possible if conditions are unsafe. Always check the forecast and cancellation policies beforehand.
Are there any age restrictions?
No specific age restrictions are mentioned, but the relaxed and adult-oriented ambiance suggests it’s best suited for older children and adults.
What is the price?
The tour costs $136 per person, which includes the cruise, live jazz, and up to two glasses of wine. It offers good value for a scenic, cultural experience.
Do reviews mention anything about the crowd?
One review notes that the cruise wasn’t too crowded, making for a comfortable experience with plenty of space to enjoy the views and music.
In summary, the Sunset Jazz Sail aboard the Clipper City is a worthwhile excursion for those craving a refined, scenic, and musical evening in New York. It combines the beauty of the city’s waterways with the soulful sound of jazz, making for a memorable, relaxing outing—though it’s wise to keep an eye on the weather and manage expectations about service and cancellations. For travelers who love music, history, and stunning vistas, this cruise offers a refreshing perspective on the Big Apple.
You can also read our reviews of more city tours in New York City
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