Miami Montego Bay

Pineapple

Cup Race 2025

The 2025 Pineapple Cup sets sail on January 25th, 2025

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 2025 the 36rd 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

Friday January 24, 2025

Race Starts

January 25 & 26, 2025

Jamaica
JNight

Wednesday January 29, 2025

Awards Ceremony presented by MBYC

Thursday, January 30, 2025

The Race Course to Montego Bay

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