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Key West, FL

Sail Racing

Around Manhattan We know that Key West is known for its sailing. So, what better way to experience sailing than aboard the Schooner America 2.0 for a race! A Key West Sailing Race is the perfect way to experience what it is like to sail the open Ocean.  

Schooner America 2.0 was built for speed and comfort. We would love for you to join us in this tradition and experience our Schooners grace and style. These monthly events is when all the local Captains and Crew race each other. They show off their skills to both land lovers and sea goers.

The Key West history is that wreckers would race to a disabled ship, rescue the crew and lay claim to the cargo. Although we will not be claiming cargo, we will be batting down the hatches and sailing for the Gold.  It truly is a Key West sailing experience to be had!

Our stunning, black-hulled, 105-foot sailing yacht is a tribute to the first Schooner America which was the winner of the first America’s Cup in 1851. Schooner America 2.0 has won over 20 races in the past 6 years! Now this is a sure sign that you are on a boat that will give you the most premium sailing experience.  

So grab your tickets! This Sailing Race is something that you must experience while staying in Key West. It is also a wonderful way for any local to get out and enjoy the beauty of what surrounds the town.  


Key West Wreckers Race

Wreckers Race aboard Schooner America 2.0

All hands on deck!  It is an absolute must for you to join us for the Key West Wreckers Race! Sail aboard the Schooner America 2.0 for this monthly Schooner Wharf Bar Wrecker’s Race. 

Back in the days of the yore. Pirate ships from afar often ran aground on Sand Key Reef, nine miles off of the southern coast of Key West. When all the scallywags in Key West heard there was booty to be had, they’d get in their boats and race each other to the reef. The first one there could claim the ship’s cargo! Arrggh!

Today, we celebrate it with the firing of the canon at 1:00pm to start the Key West Wreckers Race.  All of the schooners take off and are on their way in a one-way race to Sand Key Lighthouse. The boat that gets there first, “wins”! Enjoy the excitement aboard Schooner America 2.0 as we race for victory! An awards ceremony takes place at 9 PM at Schooner Wharf Bar.  The winners are announced and treasures collected.

  Duration: 3 hrs   Boat: America 2.0   Cost: Adult $96

Key West Wreckers Race

Key West Classic Regatta

The Key West Classic Regatta is designed after the Great Chesapeake Bay Schooner race and is a great way to see some of the most beautiful Key West schooners in their element. It is time to jump aboard and take an adventure on Key West’s most stunning sailboat, the 105-foot Schooner America 2.0 and be a part of this annual festivity! So, all hands on deck! Join us as we push off the dock at 10:30 AM for race start! America 2.0 features beautiful teak decks, mahogany-trimmings, and with 3,600 square feet of canvas, she flys! Sit back and relax while she plies effortlessly through the crystal Green Key West sailing waters towards the finish line!

  Duration: 4.5 hrs   Boat: Schooner America 2.0   Cost: $85

Quantum Key West Race Week Spectator Sail on Schooner America 2.0

Quantum Key West Race Week Spectator Sail aboard Schooner America 2.0

Join us on America 2.0, the Official Spectator Vessel for the 2017 Quantum Key West Race Week! This exciting event happens every year in these emerald green waters and you are going to have the best seat in the house.  This is a week of sailing excitement that you do not want to miss out on. Schooner America 2.0 is a 105-foot schooner that has over 3600 square feet of sail, and a cutting edge free standing carbon fiber rig!  With comfortable wrap around seating you are sure enjoy a afternoon in the sun for the Quantum Key West Race Week Spectator Sail on Schooner America 2.0!

  Duration: 4 hrs   Boat: America 2.0   Cost: Adult $116