That could almost be a trick question. The first race, put on by the Brits in 1851, wasn't called the America's Cup. However, it was won by a boat called America, and subsequent races for that trophy became known as the America's Cup race. The winner of the next race, the first race known as the America's Cup race, was a boat named Magic. So, the answer to your question could be either America or Magic depending on which you consider to be the first America's Cup race.
The yacht Australia II won the Americas Cup in September, 1983.
America's Cup
The year was 1983 and the boat was Australia II, the skipper was John Bertrand. The losing boat was Liberty, USA.
Australia II
Black Magic
You would be racing a sailing yacht.
Jamaica has a bobsled team
The Americas Cup is a race for big yachts (sailboats).
The 1987 America's Cup, staged in Fremantle by Royal Perth Yacht Club
The America Cup is a trophy given to the winner of a sailing yacht competition. The first award was given in 1851 for a race that took place in the Isle of Wight which is located in England.
The two 12 meter yachts in the 1983 America's Cup were Liberty and Australia II. Liberty lost the match. Australia II won. It was the first loss for USA in 132 years.
Gretel