Our Boats
Classic harbor Line - Our Boats
Schooner America 2.0 »
NEW YORK, NY and KEY WEST, FL
Offering our most premium sailing experience in Key West, Schooner America 2.0 was designed and built for the CLassic Harbor Line fleet in 2011. She offers the most exceptional day sailing one can find. She is the fastest, most refined, and the most comfortable schooner of the fleet.
Read More about the Schooner America 2.0 (Oct-May in Key West, FL) »
Read More about the Schooner America 2.0 (June-Sep in New York, NY) »
Classic Harbor Line
Boats in Other Locations

The Yacht Manhattan »
NEW YORK, NY
This gorgeous, buff-hulled 80-foot, Twenties-style yacht offers elegance and comfort, wrapped in turn-of-the-century tradition. She is equipped with teak decks and mahogany trim. Her spectacular cabin features an all-glass observatory, cushioned seating, conversation-friendly tables, and a well appointed bar; all of which provide you and your guests with stunning panoramic views within climate-controlled comfort.
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The Yacht Manhattan II »
NEW YORK, NY
This epic, white-hulled 100-foot long & 22-foot beam yacht echoes everything that the first Yacht Manhattan is, but with more space, more glass and more accommodations. Manhattan II’s 1920s-inspired design continues with her hull shape and fine features, including teak decks and mahogany finishes.
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The Schooner Adirondack »
NEW YORK, NY
This elegant, 80-foot, 1890s-style pilot schooner is a gem in New York Harbor. Schooner Adirondack has been sailing in the New York City Harbor since the fall of 1999. The Schooner Adirondack has entertained thousands of NYC visitors and locals and has attracted a large and growing number of passionate regulars who can’t stop coming back for more.
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The Yacht Kingston »
NEW YORK, NY
This white-hulled, fan-tailed, plumb-bowed mini-yacht is a real charm in the Classic Harbor Line fleet. Certified for up to 49 guests, we are accustomed to hosting no more than 32 or her special, intimate tours and excursions in New York Harbor.
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The Yacht Full Moon »
NEW YORK, NY
The Yacht Full Moon is a gem in the Classic Harbor Line NYC fleet. She’s a Grebe Yacht, designed by Henry C. Grebe & Company who was the successor to the Great Lakes Boat Building. Grebe was famous for the style and quality of the leisure yachts he designed and built. Yacht Full Moon features a large open bow and a covered deck with a luxury interior salon and full bar.
Read More about the Yacht Full Moon (May – June in New York City) »
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The Sloop Eleanor »
NEWPORT, RI
Meet the newest sloop of our fleet, Eleanor. Launched in Albany in May 2016, she’s a custom designed Scarano 48’ sloop that can accommodate up to 24 guests in her roomy cockpit with wrap-around seating. Her size and classic lines make Eleanor the perfect boat for more intimate corporate and private sailing charters, leisurely day sails and sunset cruises on Newport Harbor and Narragansett Bay.
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The Schooner Adirondack IV »
NEWPORT, RI
Take a sail on sail on the newest schooner of the Classic Harbor Line fleet! Offering daily day sail and sunset sail departures in Boston, MA. Adirondack IV measures 90 feet in length along her waterline and can take up to 70 guests. Built to look like a traditional wooden sail boat but with modern technology!
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The Schooner Madeleine »
NEWPORT, RI
Schooner Madeleine is a 72-foot, two-masted schooner, which was specifically designed and built to carry passengers easily and safely while sailing through the local waters of Newport. The schooner Madeleine maintains 19th century sailboat style with a 21st century sailing comfort and convenience.
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The Yacht Rum Runner II »
NEWPORT, RI
Yacht Rum Runner II was built in 1929 and is very similar to those built during the height of Prohibition. Today she offers the luxury of a classic motor yacht and intrigue you would imagine of a high-speed bandit with a history all her own. Yacht Rum Runner II offers comfortable classic yacht cruises daily around Narragansett Bay.
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The Schooner Adirondack III »
BOSTON, MA
Adirondack III was designed and constructed specifically for carrying passengers comfortably. Her modern and innovative design allows guests to sit and move around the boat with ease. With lines modeled after 1890s-style pilot schooners, Adirondack III measures 80 feet in length overall with a 16-foot beam. She is long and lean with a spoon bow, helping her ply easily through the waters of Boston Harbor. A beautiful all-wooden vessel with a white glass overlay haul, Adirondack III is quite easy to pick out amongst her fellow schooners.
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The Schooner Adirondack II »
BOSTON, MA
The modern underbody is certainly designed in the spirit of the original pilot schooners, which used all the technology available to them to make their vessels as fast and yet as safe as possible. These modern design techniques help to provide a more exciting sailing experience. This elegant, 80-foot, turn-of-the-century-style pilot schooner has been a local mainstay in Newport since it joined the Scarano boat fleet in 1999.
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The Yacht Northern Lights »
BOSTON, MA
Take a cruise on Northern Lights, a turn-of-the-century inspired yacht that is available daily to take guests on cruises through Boston Harbor to see Boston’s iconic waterfront sites and monuments. Northern Lights measures 110-feet in length along her waterline and expands to a 28-foot beam. She was built with a beautiful mahogany bar, ceiling accents, ceiling trim, and railings. Comfortable seating is available in the interior, first floor, climate-controlled cabin, while bench seating is provided on our open bow and covered top deck, which offers un-obscured views of Boston Harbor and the skyline!
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