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A Serenade for Lady Liberty

Guest on the deck of America 2.0 in NY Harbor for Jazz Cruise

“Classic Harbor Sunset Jazz Cruise new way to enjoy isle & waters of Manhattan”

– The Komisar Scoop

Statue of Liberty and Schooner America 2.0

At Classic Harbor Line, we pride ourselves on offering unique and unforgettable experiences on the water like our America 2.0 Jazz cruise. Recently featured in The Komisar Scoop, our Jazz Sail from Lower Manhattan to New York Harbor aboard the 105-foot sailing yacht, Schooner America 2.0, provided an evening to remember.

The Magic of the America 2.0 Jazz Cruise with Classic Harbor Line

As America 2.0 sailed close to the Statue of Liberty, our passengers were treated to an impromptu performance by a dozen members of the Paris-American Club. All of a sudden the group broke into “La Marseillaise” in honor of the French gift to America. This unexpected serenade added a charming and patriotic touch to the cruise, especially with Bastille Day just around the corner.

The main musical entertainment for the evening was a delightful mix of jazz tunes performed by the Boatband. Led by fan favorites Michael McGarril on saxophone, Christian Nourijanian on keyboard and Dustin Kaufman on drums. Undoubtedly, the band’s soft melodies provided the perfect backdrop for conversation and relaxation. Classics like “Blue Skies” were beautifully paired with modern favorites such as Otis Redding’s “The Dock of the Bay.”

Before the serenade, the journey began at Pier 62 at Chelsea Piers. Firstly following the stunning shoreline of the Financial District to New York Harbor and the iconic Statue of Liberty. Passengers were comfortably seated on benches along the port and starboard sides of the schooner. Those on board enjoyed a breathtaking sunset on the return trip.

The crew of America 2.0 added to the experience by hoisting sails and adjusting ropes. The crew also served complimentary beverages, including wine, beer, champagne, and soft drinks. Guests were welcome to bring their own snacks, making the evening both elegant and moreover, personal.

The Schooner America 2.0 is a modern homage to the original Schooner America, which won the first America’s Cup in 1851. America 2.0 operates in New York City from June through October and in Key West from November through May. Emphatically, this schooner combines historical elegance with contemporary comfort.


Join us every Tuesday from 6:45 pm to 8:45 pm for our Jazz Cruise, departing from Pier 62 at Chelsea Piers. We look forward to welcoming you aboard for an evening of music, sailing, and spectacular views.

For more information and to book your unforgettable evening on the water, click here!

Abandoned Islands Sunset Cruise

Cruising past Abandoned Islands off the right bow.

Abandoned Islands Sunset Cruise

untapped New York’s Things to do this week in NYC : June 26th- July 3rd

Guests take photos of the abandoned islands and landscape port side

untapped New York named Classic Harbor Line‘s Abandoned Islands Sunset Cruise one of the top things to do this week in NYC!

Join Classic Harbor Line for a remarkable sunset cruise exploring the hidden gems of New York City’s North and South Brother Islands. Our expert urban naturalist will guide you through the particularly fascinating history of these islands. Many now reclaimed by nature and serving as sanctuaries for shorebirds.

Indeed! Bring your binoculars for viewing stunning wildlife!

Discover the captivating stories behind the 19th-century quarantine hospital, the former summer estate of a Yankees owner, and other intriguing mysteries of the East River islands. Sip on a glass of something bubbly while enjoying this unique blend of history and natural beauty.

Hot Tip! Keep an eye out for Black Crowned Night Herons among the ruins!

The tour, priced at $124, includes a glass of champagne and a sandwich. The cruise is timed correspondingly with sunset, providing stunning views of the city illuminated at night. This tour is offered aboard either our yacht Manhattan or Manhattan II. The Abandoned Islands Sunset Cruise is a limited engagement for the months of June, July, and August.

Read untapped new york‘s article about the Abandoned Island’s Sunset Cruise here! Looking for tickets? Book tickets here!

Classic Harbor Line’s Urban Naturalist Tour

Schooner Adirondack sailing on the Hudson River with a rainbow over the NYC Skyline

Classic Harbor Line’s Urban Naturalist Tour

Discovering New York’s Forgotten Isles:

A Unique Cruise Experience” – Hal C Clarke

Couple gazes out the windows of interior cabin at abandoned island across the water

TJV News reports on our exciting new cruise! Read the article here.

Experience New York City like never before with Classic Harbor Line’s Urban Naturalist Tour, offering an up-close look at the forgotten islands along the East River. These islands are teeming with history, having hosted baseball stars, maritime disasters, wildlife sanctuaries, and deadly diseases.

Our tour begins at the tiny Belmont Island. Then navigates past Roosevelt and Randall’s Islands before reaching Mill Rock at the Harlem River’s mouth. Next, we venture through Hell Gate to North and South Brother Islands; home to idyllic serene shorebird sanctuaries with a storied past.

Guided by naturalist Gabriel Willow, you’ll hear captivating tales of these islands’ inhabitants, including Typhoid Mary and former Yankees owner Jacob Ruppert. Following Ruppert, he owned a summer home on South Brother Island, where Babe Ruth often practiced batting. Ruppert is known for transforming the Yankees by bringing Babe Ruth to the team and building Yankee Stadium. The mansion burned down in 1909, and the island remained largely abandoned until it was transformed into a bird sanctuary in 2007.

You’ll also learn about the eerie remains of the quarantine hospital on North Brother Island, where Typhoid Mary spent her final years. Both islands now thrive as seabird sanctuaries, however they are now untouched by human activity.

The tour continues past Mill Rock, a fortified position during the War of 1812, now a nature educational center, and Belmont Island, created during tunnel construction beneath the river. Finally, the tour coincides with the sunset. The cruise offers stunning views of the city illuminated by night, providing a beautiful contrast to the natural stillness of the river islands.

Don’t miss this unique journey through New York’s hidden historical gems.

A $124 ticket includes a glass of champagne and a sandwich, making for a perfect evening on the water. Running every Sunday through July, this three-hour cruise aboard a 1920s-style yacht promises an adventure through time.

Book your ticket today and bring binoculars to enhance your experience.

From part time to management at Classic Harbor Line

Captain Cait Field at the helm of one of our schooners


“Seasonal gigs can bring extra cash, career changes — and job offers” – Vicki Salemi

Read the full NY Post article here!

Our own Captain Cait Field was interviewed about her story of going from part time to management at Classic Harbor Line.

Captain Cait Field, our general manager at Classic Harbor Line grew up sailing small boats in Long Island. Field transitioned to working full-time for the company two years ago after an extensive background in both sailing and science. The Brooklyn resident initially joined Classic Harbor Line while pursuing her Ph.D. in biopsychology. All while working as the Freshkills Park manager at the NYC Department of Parks & Recreation.

Despite her extensive career in the sciences, her passion for the maritime world led her to embrace a full-time role with Classic Harbor Line. Additionally, as a captain, Field often officiates weddings, having taken up the role after numerous requests. She emphasizes the importance of staying open to evolving career paths and the joy she finds in being on boats. From part time to management at Classic Harbor Line is no small feat and we are all so happy that Capt Cait is part of our team!

Come from a cruise with us and meet Captain Cait Field in person! Though, Capt. Field has a mountain of responsibilities, she still finds time to captain a tour now and again. Click here to see what cruises we have in our schedule!

We have daily public trips year round, from our summer sunset sails to our holiday Cocoa and Carols Cruises. We offer special events for every holiday. What’s one of our favorite examples? Watching the 4th of July fireworks from one of our beautiful schooners! Additionally, we offer private charters. Guests who are interested in anything from a special proposal, to a company team building day on the water, to a relaxing family outing can find the perfect package for them. We can’t wait to see you out on the water!

What’s Up NY episode: Sea NYC

Deck of classic yacht Manhattan with the Statue of Liberty at Sunset
the sunsets behind the statue of liberty on our Sunset Cruise

Classic Harbor Line is honored to be featured in the “What’s Up NY episode: Sea NYC” through The NY2C representative, Michele Traina, takes one of our beautiful sunset cruises aboard yacht Manhattan.

Traina interviews our very own Captain Aaron! With his expert guidance, Traina is able to do her own driving along the Hudson river. Traina and her crew experience the magic of New York City at twilight on our Sunset Cruise aboard the elegant Yacht Manhattan.

As the sun sets and the city lights begin to sparkle. Stunning views can be seen of the iconic skyline from the comfort of our 1920s-style yacht. They glide under the Brooklyn Bridge and Manhattan Bridge taking in everything around them.

Traina makes sure to highlight that each of our ticketed cruises include a complementary drink. Specifically mentioning our sparkling local wine from the Hudson Valley. “I have my cocktail in one hand, a view in the other…and with a fresh water breeze I love it!” says Traina.

Traina then goes on to interview amazing Captain Kira, working a mate shift. Kira talks of the amazing community that is fostered at Classic Harbor Line. As well as the knowledge from the many local New Yorker’s that work on the water with us.

Traina explains that sailing with Classic Harbor Line is a dream and that she can’t wait to sail with us on another cruise soon. Saying “What a wonderful way to end a New York city day”.

When you come sail with us!

On the sunset cruise you’ll sail past landmarks such as the Statue of Liberty, Ellis Island, and the Brooklyn Bridge while savoring your very own complimentary drink. Whether you’re looking for a romantic evening, a family outing, or a unique way to entertain guests, our sunset cruise offers an unforgettable way to see the city in all its evening glory.

Book your spot today and create lasting memories on the water with Classic Harbor Line.

The Ultimate Fireworks Cruise

Macy's 4th of July fireworks display from a Classic Harbor Line Cruise

New York Daily News – “Where and when to watch 2023 Macy’s July 4th fireworks in NYC

the yacht manhattan sailing down a river full of boats and fireworks shooting in the distance

Classic Harbor Line is excited to be featured in the New York Daily News article “Where and when to watch 2023 Macy’s July 4th Fireworks in NYC”.

Get ready for an unforgettable Independence Day celebration with Classic Harbor Line’s spectacular Macy’s 4th of July Fireworks Cruise. As New York City lights up in patriotic splendor, there’s no better place to be than aboard one of our elegant yachts. Sail the Hudson River for front-row views of the dazzling fireworks display.

Celebrate the 4th of July with Classic Harbor Line: The Ultimate Fireworks Cruise

Our cruises offer the ultimate way to experience the America’s birthday. Firstly, step aboard the beautifully crafted Yacht Manhattan or Manhattan II. Once aboard you’ll be greeted with a complimentary drink and light hors d’oeuvres. As we set sail from Chelsea Piers, you will enjoy panoramic views of the iconic NYC skyline. Thereafter coming upon views of the Statue of Liberty, and the Brooklyn Bridge. All beautifully illuminated against the twilight sky.

As the evening progresses, settle into your comfortable seating and prepare to be awed as the sky bursts into a kaleidoscope of colors. The Macy’s fireworks show, renowned as one of the largest and most impressive in the country, is perfectly viewed from your front row seat on the water. With an open bar and ample space to relax and take in the sights, our cruise ensures a memorable 4th of July for all.

Whether you’re celebrating with family, friends, or that special someone, Classic Harbor Line’s 4th of July Fireworks Cruise promises an exceptional experience. Our attentive crew is dedicated to making your night enjoyable and stress-free. We give you the ability to focus on the beauty of the fireworks and the joy of being on the water.

Book your seats now to secure your spot on the most exciting cruise of the summer. Join us for a night of celebration, stunning views, and undeniably unforgettable memories with Classic Harbor Line.