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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!

CBS New York!

the Yacht Mariner Three sailing down a river full of boats and fireworks going off in the distance

“You get the sunset and the fireworks which is a great show!”

– Rossilynne Culgan (Timeout New York)

Fireworks light up the sky in NY Harbor on 4th of July

A huge thank you to Timeout New York for the shoutout on CBS New York!

As the 4th of July approaches, there’s no better way to celebrate America’s Independence Day than by experiencing the iconic New York City fireworks from the water. Classic Harbor Line invites you to join us for an unforgettable evening aboard our elegant yachts and schooners, offering you the best seats in the city for this dazzling display.

At Classic Harbor Line, we pride ourselves on providing a fun and luxurious experience on the water. Our fleet combines elegance with modern comfort, ensuring a memorable night for all our guests. Like Rossilynne mentioned on CBS New York, the cruise included watching the sunset over the New York City skyline. Once the sky darkens a spectacular fireworks display will light up the night sky.


From our yachts and schooners, you’ll have a front-row seat to the fireworks. Panoramic views of iconic landmarks such as the Statue of Liberty, Ellis Island, and One World Trade Center will make it a night to remember.

Choose from our meticulously maintained vessels. Our yachts Manhattan and Manhattan II offer climate-controlled observatories and open-air decks. With large windows and spacious seating, you won’t miss a moment of the action. For those who love the romance of sailing, the Schooner Adirondack and schooner America 2.0 provide a classic maritime experience. Sail through the Hudson River and feel the excitement build as you approach the fireworks display.


Our 4th of July cruises are designed to make your evening special. Enjoy an open bar and light hors d’oeuvres as you relax and take in the scenery. Our professional and friendly crew will ensure you have everything you need for a perfect night. The cruises depart from Chelsea Pier 62 and last approximately 2-3 hours, including the fireworks display.

Seats are limited, so don’t miss out on this extraordinary opportunity to celebrate Independence Day in style. Whether you’re a local or visiting from out of town, Classic Harbor Line’s 4th of July cruises promise an evening of elegance, excitement, and unparalleled views.

Book your cruise today!

Join us for an evening of fireworks, festivities, and unforgettable moments on the water.

4th of July Firework Magic

Fireworks light up the sky in NY Harbor on 4th of July

“Where to Watch 4th of July Fireworks in NYC 2024”

Condé Nast Traveler

Guests on the deck of schooner America 2.0 in NY Harbor

When it comes to experiencing the magic of the 4th of July fireworks in New York City, there’s no better way than being right on the Hudson River. We at Classic Harbor Line are thrilled to be recommended by Condé Nast Traveler as the river cruise to take for this spectacular holiday! Here’s what Juliet Izon had to say about our offerings:


“There may be no way to get closer to the fireworks action than by being on the Hudson River itself. And many of the city’s famed cruising companies will be offering special trips just for the 4th of July holiday. Much of Classic Harbor Line’s fleet will be running that night, from cruises with Yacht Manhattan and Manhattan II, along with a Fourth of July sail aboard the Schooner Adirondack.”

Imagine yourself aboard one of our elegant yachts or schooners. You take in the vibrant city skyline as it comes alive with fireworks. Our fleet will be out in full force, offering various unique and unforgettable experiences:

  • Yacht Manhattan and Manhattan II: These classic 1920s-style yachts offer a luxurious and intimate setting. With climate-controlled observatories and open-air decks. Enjoy panoramic views of the fireworks while sipping on your favorite drink from our full-service bar.
  • Schooner Adirondack: For those who prefer the charm and romance of sailing, our Schooner Adirondack provides a classic sailing experience. Feel the wind in your hair and the excitement in the air as you glide through the water. Be perfectly positioned to watch the dazzling fireworks display.

Schooner America 2.0, and Yacht Kingston will also be taking to the waters for the spectacle.

Book Your Spot Straightaway!

Undeniably, spaces are limited! Our 4th of July cruises are always in high demand. Don’t miss your chance to celebrate America’s birthday with style and class aboard Classic Harbor Line.

Visit our website or call us at (212) 627-1825.

Classic Harbor Line Pride

Between the sails of Classic Harbor Line's schooner the Pride flag waves in the sun.

“We’ve got all of our picks of the best parties, events, performances and more LGBTQ+ things to do in NYC to celebrate Pride Month.” -Timeout

Classic Harbor Line's Schooner Adirondack sails in the Hudson with 400 sqft Pride Flag in tow

Classic Harbor Line Pride sails are back, and they’re better than ever! Picture this: a two-hour cruise on a majestic classic Schooner, where you’ll soak in jaw-dropping views of the city’s landmarks.

Mark your calendars for Saturday, June 29, and Sunday, June 30. We’re setting sail from Pier 62 at Chelsea Piers. As we glide past One World Trade Center, Ellis Island, and the iconic Statue of Liberty, a vibrant 400-square-foot Pride flag will be fluttering above us, celebrating love and pride.

Saturday tickets are priced at $125/adult, and Sunday tickets for $150/adult. Our Sunday sail will have the best seat in the house for the Pride fireworks show. Each ticket comes with your choice of drink—beer, wine, champagne, or soda—and you’re welcome to pack a picnic for the ride.

Purchase your tickets here!

Every cent of the net ticket sales goes straight to the Hetrick-Martin Institute. HMI is the nation’s oldest and largest nonprofit supporting LGBTQIA+ youth. This year, as we celebrate our fifth anniversary of this fabulous partnership, we’re aiming to raise a whopping $15,000 for HMI. Come a help us do it!

Come for one of Classic Harbor Line Pride Sails, bring your pride, and let’s make some waves for a fantastic cause. See you on the water!

Sarah Pennington Managing Director of Classic Harbor Line

Mother and daughter waves to neighboring sailboat in the harbor

“The first time I went sailing, I was two or three years old. I really encourage families and kids to come sail!”

– Sarah Pennington

Portrait of Managing Director Sarah Pennington on aboard boat in Classic Harbor Line fleet

We at Classic Harbor Line are thrilled to see our Managing Director, Sarah Pennington, celebrated in Westchester Women Magazine! Sarah’s journey is a testament to her dedication to the waters of New York City and her unwavering passion for sailing.

Sarah’s maritime adventure began in her 20s when she chose sailing over grad school after teaching at an all-girls camp.

Once she had made this decision, it led her to a job in Maine. There she developed a love for schooners and tall ships, ultimately inspiring her move to New York City. In 2002, Sarah joined Classic Harbor Line as a crew member, quickly rising to Manager by the end of her first season. She easily was able to obtain her Captain’s license and begin driving in New York Harbor. Undeniably, Sarah has since transformed our operation. Under Sarah’s care Classic Harbor Line changed from a single sailboat to a fleet of 13, including both sail and motor yachts. Locations for Classic Harbor Line are also in Boston, Newport, and Key West.

One of Sarah’s favorite times to sail is in June, particularly during the Sail GP event on June 22-23. This exciting spectacle, similar to the America’s Cup, can be enjoyed from our Statue of Liberty cruises. Sarah’s enthusiasm for these events is contagious, and she reminds everyone to bring sunscreen, hats, sunglasses, and an extra layer, as it’s always brighter and cooler on the water.

Classic Harbor Line offers a variety of tours from Chelsea Piers. Sarah encourages families to experience the joy of sailing on our performance schooners, offering a unique and non-touristy view of the harbor, Ellis Island, and the Statue of Liberty.

Book your unforgettable adventure with us today. Join us and experience the passion and expertise that Sarah Pennington brings to Classic Harbor Line!

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!

A unique sailing experience aboard Schooner America 2.0 and Light Bites with Marea

the schooner america 2.0, sailing past the statue of liberty, down a river

Forbes LogoLook no further for NYC unique experiences! New York City offers a variety of unique sailing experiences that allow you to explore the city from the water and enjoy breathtaking views of the skyline. We partnered with Marea to create a memorable experience in NY Harbor. See what Forbes has to say about the experience! Click here to read the article.

Solar Eclipse Day Cruise viewing on Yacht Manhattan II in NY HarborWe offer a range of sailing trips, including an evening on the water with Marea aboard the Schooner America 2.0 at sunset. So, set sail with us and enjoy some fine dining! You can enjoy this relaxing cruise while taking in iconic sights. Sights like the Statue of Liberty, Ellis Island, and the Manhattan skyline while enjoying some some light bites from Marea.  At Marea, the authentic, seasonal flavors of coastal Italy meet the style and swagger of New York to form a new kind of gusto. Marea floats to the top for restaurant culture, with exquisite food and unmatched service that set the stage for an experience like no other.

These sailing experiences offer a unique perspective on New York City. They provide a relaxing and picturesque way to enjoy some sightseeing and see the city’s iconic landmarks from the water. Make your sailing adventure in NYC memorable and join us for this unique adventure in NY Harbor.



Marea at Sea

Culinary team for Marea at Sea aboard Classic Harbor Line's schooner America 2.0

“Marea At Sea Moves Beloved Manhattan Restaurant To A Schooner”

Melissa Kravitz Hoeffner
Schooner America 2.0 sailing in front of the Statue of Liberty in NY Harbor

Exciting news from Classic Harbor Line! We’re thrilled to announce a unique collaboration with the renowned Midtown restaurant, Marea, bringing you “Marea at Sea.” This exclusive experience turns Marea’s temporary closure into a delightful outdoor adventure, offering fine dining while sailing around downtown Manhattan.

Every Monday night through September 25th, join us aboard the America 2.0. On our largest and most elegant schooner, enjoy a two-hour sunset sail starting from Chelsea Pier 62. As you cruise down the Hudson, take in spectacular views of the NYC skyline, One World Trade Center, Ellis Island, and the Statue of Liberty.

Indulge in Marea’s Italian-inspired coastal cuisine with a curated menu featuring their classics. The journey begins with savory plating’s, including tuna tartare gougère, oyster en escabeche, branzino crudo, and hamachi crudo. The second course delights with hand-chopped beef tartare, lobster salad, seafood salad, and fairy tale eggplant stuffed with caponata. Conclude with a sweet bite and an optional three-glass wine pairing by Marea’s sommelier team.

Tickets start at $178 and include a complimentary beer, wine, champagne, or soft drink, with additional beverages available for purchase. This one-of-a-kind experience combines the best of fine dining and sailing, making it the perfect summer outing.

Don’t miss out on this extraordinary adventure! Book your tickets now and sail with us for an unforgettable evening with Classic Harbor Line and Marea at Sea.

America 2.0 hosts Marea at Sea

Marea at Sea plated variety of seafood aboard schooner America 2.0 hosted by Classic Harbor Line voted top pick of the week!

“Go on a Tasty Sail Around the Statue of Liberty with Marea at Sea”

– Hemispheres Magazine

Culinary team for Marea at Sea aboard Classic Harbor Line's schooner America 2.0

Classic Harbor Line is thrilled to announce a unique dining experience. A dining experience that brings Manhattan’s esteemed Italian seafood restaurant, Marea, to the waters of New York Harbor. While Marea’s Central Park South location undergoes renovations this summer, we’ve partnered with Chef Lauren DeSteno to create Marea at Sea. It’s an extraordinary culinary journey aboard our schooner America 2.0.

Every Monday evening through the end of September, join us for a two-hour sunset sail featuring three exquisite courses of small bites. Chef DeSteno and her talented team have designed a menu that captures the essence of Marea. This offering is an unforgettable dining adventure on the high seas. To elevate your experience even further, we have also devised an optional wine pairing to add to your reservation.

Setting the Scene

Your evening begins at Pier 62, adjacent to Hudson River Park and Chelsea Piers. As we set sail down the Hudson River, you’ll be greeted with a complimentary glass of sparkling wine. Our first course features a delightful array of small bites, including a tuna tartare and caviar gougére, an East Coast oyster in escabeche, hamachi crudo, and branzino crudo with panzanella, perfectly paired with a soave classico from Veneto.

As we glide past iconic landmarks like Ellis Island and the Statue of Liberty, the second course arrives. Savor the flavors of beef tartare, caponata-stuffed eggplant, a “seafood salad” skewer, and Marea’s signature astice (lobster) spoon with tomato, eggplant, and stracciatella, accompanied by a refreshing rosato wine from Puglia.

As the sun sets and the city lights up, we serve a final sweet course—a small cookie and a cream puff—paired with a sweet moscato d’Asti. The America 2.0 then returns to shore, leaving you with cherished memories of this extraordinary culinary cruise.

Join us for Marea at Sea, available Monday evenings through September 25. Secure your spot for this exclusive experience at

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.