Key West, FL

Category Archives: Press Releases

Come sail with us for the SAIL PHILADELPHIA event!

Sail with us aboard the Schooner America 2.0 for this epic event!

Spend your Memorial Day Weekend with us at Sail Philadelphia for four days of waterfront festivities, ship tours, and sailing excursions on the Delaware River. Tall ships from U.S. and international ports will dock at Independence Seaport Museum and Penn’s Landing from May 24– 28. Details and information will be available at sailphiladelphia.org in the coming weeks, but you can begin planning your Memorial Day Weekend in Philadelphia, now by booking Ship Tour tickets here: and 90-minute Day Sails and 120-minute Twilight Sails here.

Schooner America 2.0 is our stunning, black-hulled, 105 foot sailing yacht and a tribute to the first Schooner America – winner of the first America’s Cup in 1851.  Sit on the open decks that feature comfortable seating and bar service for up to 76 and take in the view of these magical ships.

The Schooner America 2.0 will glide effortlessly through the waters and get upfront and personal views of the stunning yachts that will visit the Delaware River this coming May.  



Schooner America 2.0 Aerial View from Classic Harbor Line on Vimeo.

Best Key West Sunset Sail

Soak up the unique history as you walk through the old Key West Historic Seaport also known as the Key West Bight.  Home of many fabulous restaurants, bars and the famous Schooner America 2.0.  Breathe in the refreshing salty air and listen to the sounds of the lines clanking on the masts of the tall ships docked in the marina.  Stop in at the legendary Schooner Wharf bar for a drink and to listen to some live music by the local talented Key West musicians.  Get your tickets from our friendly sales representative located at our ticket booth just outside of the bar.  Step aboard and experience the best Key West sunset sail that the Keys has to offer aboard Schooner America 2.0. 

Reaching at 105 feet, this Schooner is a tribute to the original “Low black schooner: Yacht America” that won the very first Americas Cup Race in 1851.  The open teak deck features comfortable seating and bar service for up to 76.  Let our most professional crew cater to your needs as you watch the sun dip beyond the horizon.  Relax your shoulders as the boat cuts through the emerald green waters and sip on a beverage of your choice to catch a glimpse of the green flash.  

Click here for your Key West Sunset Tickets.


New Year’s Eve in Key West

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 all the way down to the schooner deck. She is hoisted up for all to see and then dramatically drops down the mast with the count down lights to bring in the New Year!  Sit aboard with us and have the best seats in the house to celebrate New Year’s Eve in Key West.  Crowd free and comfortable sit with us and let our professional crew serve you your drinks and hors d oeuvres.  


Click here to purchase tickets.