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Romantic Valentine’s Day Cruise

Classic Harbor Line

Looking to get out on the water for a romantic cruise in Key West for Valentine’s Day?  Grab your loved one or your best friend and join us aboard the Schooner America 2.0 for a memorable evening sail in the emerald green waters of Key West.  Step aboard this stunning sailboat for a 2 hour […]

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Key West: Sailing Adventure America 2.0

Classic Harbor Line

See what dedication to providing the most perfect hospitality and sailing experience in Key West looks like. It is a breathtaking excursion aboard the most elegant vessels in the local Key West fleet: Schooner America 2.0.

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Shipboard Soirees

Simone Boyce - Fox 5 NY

For an elegant off-site location, charter a classic 1920s yacht in Boston; Newport, R.I.; New York, and other East Coast ports. Classic Harbor Line’s fleet of vintage vessels are perfect for team building and corporate outings; onboard wine tastings and history lectures can be arranged. Cost: $775 to $1,600 an hour, depending on size and […]

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