“The Forgotten History of NYC’s Abandoned Islands – and how you can see them up close”
This story by Alex Oliveira highlights our unique new cruise. The Urban Naturalist Tour: Abandoned Islands. Classic Harbor Line‘s tour explores the abandoned islands along New York City’s East River, overflowing with history and natural beauty.
The cruise runs three-hours on our beautiful 1920s-style yacht. The tour reviewed was narrated by naturalist Gabriel Willow.
During the tour, guests visit several islands including; Belmont, Roosevelt, Randall’s, Mill Rock, North, and South Brother Islands. Each of these islands have diverse histories, from being homes to baseball stars like Babe Ruth to sites of historic maritime disasters and quarantine hospitals. Therefore, this cruise offers insights into these diverse histories and highlights the wildlife sanctuaries that have now become part of the island’s new life.
The tour, priced at $124, includes a glass of champagne as well as a sandwich. The cruise is correspondingly timed to allow you and your loved ones to enjoy all there is to see at sunset. This tour provides stunning views of the city illuminated at night. Additionally, passengers are encouraged to bring binoculars for unforgettable wildlife viewing aboard our boating adventure!
Read about NYC’s Abandoned Islands in the article here!
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.
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.
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!
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!
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!
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.
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!
Experience the vibrant fall foliage from the water with Classic Harbor Line! Step aboard our elegant 1920s-style yacht for a cozy sightseeing cruise through the stunning Hudson Valley. Enjoy a front-row seat to the jewel-toned leaves and take in iconic landmarks like the George Washington Bridge, the Cloisters, the Palisades, and the Little Red Lighthouse.
As you glide along the serene waters, our knowledgeable crew will point out the natural beauty and historic sites that make this region so special. Feel the crisp autumn air, marvel at the panoramic views and vibrant fall foliage while sipping on a warm beverage from our onboard bar.
Whether you’re planning a romantic date, a family outing, or a day with friends, our fall foliage cruise offers the perfect escape from the city without leaving it.
Tickets start at $108 per person. For an elevated experience, opt for our lunch or brunch cruises. Don’t miss this chance to truly experience the autumn colors from the best vantage point in New York. Create unforgettable memories with Classic Harbor Line!
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!
ABC7 news covered all the amazing things to do in NYC this fall. Classic Harbor Line‘s Fall Foliage cruise is one of the top things to do during NYC fall. We are thrilled!
Come for your Fall Foliage Adventure
Our Fall Foliage Cruise offers a unique perspective on the changing seasons. As you sail aboard our elegant 1920s-style yacht, you witness the breathtaking transformation of the Hudson Valley. The vibrant reds, oranges, and yellows of the autumn leaves are a sight to behold. Moreover, it’s a stunning visual feast that’s best enjoyed from the serene waters.
Our cruise showcases the natural beauty of the season while including views of iconic landmarks. Indeed! Thereupon you will see the George Washington Bridge, the Cloisters, and the unquestionably beautiful Palisades. Undoubtedly these sights, combined with the fall colors, create an unforgettable experience. Also there’s the Little Red Lighthouse, a charming historic landmark that adds to the scenic journey.
The Fall Foliage Cruise is perfect for everyone. Families, couples, and groups of friends all find joy in this relaxing and picturesque outing. Our yacht provides a cozy and comfortable setting. You can enjoy the views from our heated glass observatory, then brave the fresh autumn air on the open bow. Each ticket includes a complimentary drink (wines, beers, bubbles or a mug of hot chocolate). You can opt to have it spiked for some extra warmth!
We are proud to be recognized by ABC7 News. This accolade certainly underscores our commitment to providing exceptional experiences on the water. Our crew is dedicated to making each cruise unique and memorable. From the stunning fall scenery to the luxurious comfort of our yacht, every detail is carefully considered.
Join us aboard the Yacht Manhattan in her festive autumn decor. Cruise with us north on the Hudson River, under the George Washington Bridge for a unique waterfront view of the Grand Palisades cliffs! This brand-new Fall Foliage tour takes a cozy boat ride to observe one of New York’s most dramatic natural wonders, hosted by a local renowned urban naturalist.
You’ll take a million year journey through how this park came to be. As well as take in the historical and modern day significance of this waterway. You’ll learn about the wildlife and ecology of this area. Other iconic sights along the way include the Little Red Lighthouse, the Upper West Side of Manhattan, Riverside Cathedral and more!
This cruise is a great way to fully enjoy the Fall season. Take in the dramatic cliffs soaring over 500 feet above the water. The foliage of the Hudson Valley! All while cruising during an afternoon of Hudson River sightseeing, and a geological and ecological examination of the waterside wonders of Palisades Interstate Park.
About Our Urban Naturalist Guides:
Gabriel Willow is a naturalist with a particular passion for birds and urban spaces. He is an environmental educator and ecological tour guide in NYC. He regularly leads tours and teaches classes for NYC Audubon and Wave Hill. His tours focus on seeking out the overlooked and ignored elements of wildness hiding all around us. This can range from boat trips on the Hudson River, to kayaking on Newtown Creek, to seeking the elusive Peregrine Falcons nesting on skyscrapers near Wall Street! He has created programs for Lincoln Center, the Morgan Library and Museum, the NY Botanical Garden, and more. He is also an artist, illustrator, and DJ, and the former Vice-President of the Linnaean Society of NY.
Russell Jacobs is a writer and naturalist from Brooklyn, New York. He discovered the natural world exploring New York City’s parks and shorelines as a child, and has led birding and environmental education programs for people of all ages and backgrounds with organizations such as NYC Audubon, RISE Rockaway, Hudson River Community Sailing, NYC Plover, and others. He loves to teach people of all ages about local birds, plants, marine life, and natural history. In addition to guiding tours, he has also worked on habitat restoration projects, ecological research, surveys, and other environmental initiatives throughout New York City and beyond. His writing on ecology and environmental history has been featured in publications such as Slate, Hell Gate, and Urban Omnibus.
Grand Palisades Fall Foliage Cruise with an Urban Naturalist
Admire the Palisades of the Hudson River through the skylights of our ship’s heated and enclosed observatory, or while catching the breeze on her bow. Observe New York’s most dramatic natural wonders and foliage as the seasons change. This is a spectacular season for cruising the Hudson River, north of NYC, will be a true delight for you and your guests. **Narrated Tour – hosted by Urban Naturalist!** Enjoy an exciting narration of the geology and ecology of this epic waterway!