Key West, FL

Sail Racing

Around Manhattan Key West is known for its sailing and what better way to experience sailing than aboard the Schooner America 2.0 for a race! A Key West Sailing Race is the most perfect way to experience what it is like to sail the Ocean!  Schooner America 2.0 was built for speed and comfort so join us in this monthly Key West sailing tradition and experience this Schooners grace and style. These annual events are when all the local Captains and Crew race each other to show off their skills to each other and the public. The Key West history is when wreckers would race to a disabled ship, rescue the crew and then lay claim to the cargo. Schooner America 2.0 has won over 20 races in the past 6 years. This stunning, black-hulled, 105-foot sailing yacht is a tribute to the first Schooner America — winner of the first America’s Cup in 1851. Which is a sure sign that you are on a boat that will give you the most premium sailing experience for a Key West sailing tradition.  This Key West Sailing Race is something that you must experience while staying in Key West or is a wonderful way for a 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 join us for the Key West Wreckers Race! Sail aboard the Schooner America 2.0 for the 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 out 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, and all of the schooners of 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 where the winners are announced and treasures collected.

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

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