Miami Montego Bay

Pineapple

Cup Race

The next edition of the Pineapple Cup will start April 10, 2027.

The Race

It all started in 1961 and has continually run every other year since...

One of the oldest offshore races on the calendar, The Pineapple Cup – Montego Bay Race started in 1961, making 2027 the 36th edition of the venerable 811 nautical mile race. Immediately after the start, racers cross the Gulf Stream for the Northwest Providence Channel. The middle of the race offers a fetch down the eastern side of the Bahamas Island Chain toward the tip of Cuba. The final stretch is typically a sailor’s dream: a 240-mile downwind sleigh ride from Cuba’s eastern tip, known as the Windward Passage, to the finish at Montego Bay.

MBYC FLAG_ras

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Race
Schedule

Skippers Meeting

April 9, 2027

Race Starts

April 10, 2027

Jamaica
Night

April 15, 2027

Awards Ceremony presented by MBYC

April 16, 2027

The Race Course to Montego Bay

Learn more & plan your 2027 race

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