Holiday Cruise Archives - Classic Harbor Line
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Winter Season with CHL

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Interior of yacht Manhattan II decked out in Holiday decor

“Grab your binoculars and search for the seals, seabirds, and other creatures who inhabit NYC’s obscure islands!”

A seal in NY Harbor
Enjoy the Winter Season with Classic Harbor Line!

We are excited to share that Classic Harbor Line has been featured in Untapped New York, a leading online magazine known for exploring the city’s hidden history and rare experiences. Their latest article highlights our Urban Naturalist Tour: Seals, Seabirds, and Winter Wildlife cruise and our full lineup of seasonal winter sails, and we are thrilled to receive their attention.

What We’ve Got Going On

Untapped New York focused on our Urban Naturalist Winter Cruise, a special experience running from January through March 2026. This cruise explores New York City’s abandoned and forgotten islands. These islands include sites that have been claimed by wildlife and reshaped by time. Guests relax inside a warm, 1920s-style yacht while learning from expert urban naturalists. As a matter of fact, the article celebrates the chance to spot harbor seals, winter seabirds, and other animals that thrive in NYC’s cold-weather ecosystems. We are happy to see this unique cruise recognized for its immersive focus on wildlife and history.

Additionally, the feature also highlights our many seasonal winter sailings. Untapped New York noted our cozy holiday experiences, which include live jazz cruises, caroling cruises, and our relaxing winter sunset trips. Each cruise offers warm cocoa or festive cocktails, along with peaceful views of the winter harbor. Our guests enjoy intimate seating, soft lighting, and a calm escape from the winter rush. We love sharing these small moments of comfort with locals and visitors each year.

Thank you Untapped Team!

We are grateful for this recognition from Untapped New York. By and large, their coverage helps more people discover the beauty of NYC’s winter waterways. For that reason, we look forward to welcoming new guests aboard our classic yachts this season. If you want winter wildlife, calm harbor views, or a festive escape, we have a cruise waiting for you.

Featured on The Sherri Show!

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Sherri from the Sherri Show smiling

Sherri Fam VS. Besties in Viral Holiday Game!

Interior of yacht Manhattan II decked out in Holiday decor
Classic Harbor Line Featured on The Sherri Show!

We are thrilled to announce Classic Harbor Line was recently featured on The Sherri Show!

Our unforgettable cruise was the grand prize for the winners of the show’s festive “Holiday Express Relay” segment. Additionally, this fun and lively competition aired during the holiday season, spreading joy and excitement.

Hosted by the wonderful Sherri Shepherd, The Sherri Show is known for its vibrant energy. In fact, in the holiday relay challenge, contestants competed in a spirited race filled with holiday cheer. The winners walked away with an exclusive cruise aboard one of our classic yachts.

About the Prize

The prize included a memorable journey on the waters of New York Harbor. Guests experience stunning skyline views, a comfortable atmosphere, and exceptional hospitality on our cruises. We’re emphatically honored to have our cruise featured as a reward for such an exciting competition.

Learn More

At Classic Harbor Line, we take pride in offering unique and luxurious experiences. From sightseeing cruises to themed tours, each voyage is designed to create lasting memories. Altogether, being part of The Sherri Show gave us the chance to share our passion for excellence with a national audience.

For those who missed the segment, you can watch the fun above. We hope you’ll see why a cruise with us was the perfect prize for the winners.

Whether you’re celebrating a special occasion or seeking a relaxing escape, we invite you aboard. Visit our website or call us at 212.627.1825 to explore our variety of cruises and book your adventure.

Thank you to The Sherri Show for featuring Classic Harbor Line this holiday season. Congratulations to the winners, and we can’t wait to welcome you aboard soon!

Festive fun on The Sherri Show!

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Sherri talk show poster
“Sherri Fam Plays Ring Around the Wreath!”
Live band and vocalist entertain couple enjoying a cocktail
Classic Harbor Line’s Holiday Cocoa and Carols Cruise Featured on The Sherri Show

Classic Harbor Line is thrilled to be part of the festive fun on The Sherri Show! Our beloved Cocoa and Carols Cruise was the featured prize in the holiday game “Ring Around the Wreath.” This exciting and lively competition brought holiday cheer to viewers and contestants alike.

The Sherri Show, hosted by the vibrant Sherri Shepherd, aired this delightful segment during the holiday season. Contestants played the game with enthusiasm, aiming to win big. Although not everyone secured the most wreaths, those receiving our cruise were certainly winners!

Our Cocoa and Carols Cruise is a cherished holiday tradition in New York City. Guests enjoy a cozy atmosphere aboard our elegantly decorated yachts, sipping cocoa and listening to carols. This festive cruise offers breathtaking views of the city’s skyline, adding magic to the holiday season.

The show highlighted why this experience is a perfect gift or seasonal outing. Families, friends, and couples alike adore the joyful ambiance and holiday cheer on board. We’re honored that The Sherri Show chose this cruise as a coveted prize, showcasing its value and charm.

The featured segment brought smiles and excitement to both the contestants and the audience. For those who missed it, you can watch the clip above. We’re sure you’ll agree it was a wonderful way to spread holiday spirit.

At Classic Harbor Line, we strive to create unforgettable moments on the water for all guests. Our Cocoa and Carols Cruise is just one of many unique offerings. Whether celebrating the holidays or enjoying a quiet evening, we have something special for everyone.

Thank you to The Sherri Show for featuring us and spreading holiday joy. Congratulations to all the contestants, and we can’t wait to welcome the prize winners aboard!

Great Holiday Activity for the Fam!

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Crew member serving a cheese plate to customers on a Holiday City Lights Cruise in NYC

Turn On the Brightest String of Lights I’ve Ever Seen

– Sarah Beling.

Read the whole article here!
Interior of yacht Manhattan II decked out in Holiday decor

Great Holiday Activity for the Fam!

At Classic Harbor Line, we believe the holidays should be magical, memorable, and filled with joy. That’s why our Holiday Cocoa Cruise is the perfect way to celebrate the season with family and friends. Recently featured in W42st.com’s “Make Way for the Weekend” article by Sarah Beling, this festive experience is quickly becoming a favorite NYC tradition.

Classic Harbor Line: Your Perfect Holiday Experience in NYC

Sarah joined us aboard one of our classic yachts and called it “A Great Holiday Activity for the Fam™.” With stunning skyline views, a close-up look at the Statue of Liberty, and festive holiday décor, it’s easy to see why! Guests are treated to delicious Christmas cookies and their choice of hot cocoa—spiked or unspiked—perfect for the whole family.

Our cozy, beautifully decorated yachts provide a warm retreat from the bustling city streets. Through panoramic windows, you’ll enjoy breathtaking views of NYC, from the Empire State Building to the Brooklyn Bridge. The holiday spirit comes alive as you sail the waters and share laughs, cocoa, and cookies with loved ones.

Whether you’re planning a fun family outing, a romantic date night, or a cheerful get-together with friends, this cruise is for you. We’re proud to create an atmosphere where every guest can relax and soak in the magic of the season.

So, why not make Classic Harbor Line part of your holiday traditions? As Sarah said in her article, “All aboard, I say!” Book your Holiday Lights Cocoa Cruise today and let us help you create memories to last a lifetime.

This holiday season, we’re saving you a front-row seat to New York City’s most spectacular festivites—on the water, with a warm cup of cocoa in hand.

Purchase Tickets HERE!

Vive la Magia de la Navidad!

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Couple listening to live holiday music on Yacht Manhattan II inside with holiday decor

“Vive la Magia de la Navidad en el Agua con los Cruceros Festivos de Classic Harbor Line”

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Read the whole article here!
Family on the decks of a classic yacht looking out at the NYC Skyline

Vive la Magia de la Navidad!

At Classic Harbor Line, we invite you to celebrate the holidays with our festive cruises. Featured in the Spanish publication Noticia, our holiday cruises offer a truly unique way to experience Christmas in New York City. From November 16 to early January, step aboard our elegant 1920s-style yachts, Manhattan I and Manhattan II, for an unforgettable celebration on the water.

 

Experience the Magic of Christmas with Classic Harbor Line

Each yacht is beautifully decorated with sparkling lights & winter garlands, creating a magical ambiance. Our glass-enclosed observatories provide cozy, air-conditioned comfort, complete with advanced air filtration. Guests are also welcome to step outside to the bow for stunning open-air views.

As you sail, enjoy breathtaking vistas of Manhattan’s skyline and landmarks, from the Statue of Liberty to the Brooklyn Bridge. Every ticket includes a cup of homemade hot chocolate, with the option to add a festive splash of liquor. For a more indulgent experience, we offer wine, beer, and gourmet snacks, including cheese boards and seasonal dishes.

We’re proud to offer a variety of themed holiday cruises to suit every celebration. Choose from options like our Christmas Brunch Cruise, featuring delicious meals and stunning views. For music lovers, the Cocoa & Carols Holiday Cruise offers live Christmas carols in a festive setting. On New Year’s Eve, join us for a champagne tasting, live music, and a front-row seat to the fireworks.

All cruises depart from Chelsea Pier 62, making us easily accessible for locals and visitors alike. Tickets can be reserved online or by calling (212) 627-1825.

Let Classic Harbor Line be part of your holiday traditions this year. Join us on the water to create magical memories that last a lifetime.

Purchase Tickets HERE!

Holiday Cruises – A Timeout Thing to do!

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Couple listening to live holiday music on Yacht Manhattan II inside with holiday decor

“Whether you channel your inner grinch or cheery elf during NYC’s most wonderful season, we’ve got you covered with memorable activities.”

– Timeout New York

Small gathering sitting in the back of Yacht Manhattan II decorated in Holiday Decor for a Cocoa and Carols Cruise

 

Check out the “Best Things to Do On Christmas Eve in NYC That Are Festive” article here!

Check out the “Best Christmas things to do in NYC for a magical time this holiday season.” article here!

Time Out New York included Classic Harbor Line‘s holiday cruises twice! As one of the “Best Things to Do On Christmas Eve in NYC That Are Festive” and as one of the “Best Christmas things to do in NYC for a magical time this holiday season.” 

More about our holiday cruises

Classic Harbor Line offers the perfect setting for all. From the comfort of a heated, glass-enclosed yacht, you can enjoy breathtaking views of the city skyline. Our team will ensure you stay warm and cozy as you take in the sights. For those who love the crisp winter air, the open bow provides a spectacular, sweeping panorama of the city.

Whether you’re sharing the experience with family, enjoying a romantic date night, or celebrating the holiday season, each group is treated to their own elegant table. This intimate setting allows you to savor the cruise with your loved ones and capture plenty of memorable photos. Each ticket includes a mug of hot chocolate, and for an extra touch of warmth, you can opt to spike it. Additional beverages are available for purchase, making it easy to toast to a perfect evening.

Book your holiday cruise today!

Classic Harbor Line’s cruises offer a unique and magical way to enjoy the winter season. Combining comfort, romance, and stunning views to create lasting memories for all. We have a wide variety of cruises during the holiday season. From cozy holiday jazz, to our famous cocoa and carols, to our family friendly holiday brunch we have a cruise for you! We are excited for you to come aboard and warm up with a cup of cocoa!

Celebrate the Holidays

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two women cheering with drinks in their hands, aboard the yacht manhattan

New York City Tourism + Conventions, Holidays in NYC press release

Live band playing holiday music for an evening cruise aboard the yacht Manhattan II

Read the whole article here!

As the holidays approach, New York City transforms into a magical wonderland, and there’s no better way to experience this festive season than aboard one of Classic Harbor Line‘s themed cruises. We’re thrilled to be featured in the “Three-Month Countdown to Thanksgiving: New York City Tourism + Conventions Invites Visitors to Celebrate the Holidays in NYC’s Five Boroughs” article, highlighting our unique and festive holiday adventures.

Four-Course Holiday Brunches

Sail across the East and Hudson Rivers aboard our elegant yachts, taking in the breathtaking views of the NYC skyline and the Statue of Liberty. Our brunch menu features a delectable array of seasonal dishes, perfect for indulging in the spirit of the season. Whether you’re celebrating with family or friends, this brunch cruise offers a festive and memorable dining experience on the water.

Cocoa and Carols

Immerse yourself in the joyous sounds of the season with our Cocoa and Carols cruise. As you sail past iconic landmarks, enjoy the harmonious melodies of live carolers while sipping on rich, velvety hot cocoa (spiked if you please!). The cozy atmosphere aboard our beautifully decorated yachts creates the perfect setting for holiday cheer. It’s a delightful way to get into the holiday spirit. These cruises offer a unique blend of music, warmth, and stunning views.

Holiday Jazz Cruises

For a sophisticated and jazzy twist on holiday celebrations, join us for a Holiday Jazz cruise. Our live jazz band will serenade you with holiday classics and smooth tunes as you glide along the NY waterways. The combination of live music, festive ambiance, and panoramic city views makes this cruise a standout holiday experience. Enjoy drinks from our well-stocked bar and let the rhythm of jazz enhance your holiday season.

This holiday season, create unforgettable memories with Classic Harbor Line. Our themed cruises offer a magical way to celebrate the holidays, featuring exquisite dining, delightful music, and spectacular views of New York City. Don’t miss out on these enchanting adventures!

Book your holiday cruise today and set sail into the festive spirit!