Key West, FL
Buy Tickets Now

Press and Video

New Year’s Eve in Key West

Classic Harbor Line

Join us for the best seats in the house on this annual tradition of the “Lowering of the Pirate Wench”!  Each year we hoist the famous Schooner Wharf Bar Pirate Wench to the top of our 100 foot mast aboard the Schooner America 2.0.  Count down lights are hung from the top of the mast […]

Read this post »

Key West: Sailing Adventure America 2.0

Classic Harbor Line Premium Sailing in Key West

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.

Read this post »

Shipboard Soirees

Simone Boyce - Fox 5 NY Key West Sunset Sailing

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 […]

Read this post »

Buy Tickets Now