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Pineapple Cup


January  27, 2019

Miami - Montego Bay

811 nautical miles

​Monohulls and Multihulls

It all started in 1961...

2019 marks the 34th edition of the 811 nautical mile Caribbean Classic

A message from Commodore Nigel Knowles, Montego Bay Yacht Club: 

The Pineapple Cup is one of the best ocean races around with not just fun and challenging conditions but great competition, and the warm water and sunshine in February that the Caribbean provides!

This year we are further developing the race with more boats and a staggered start so as to ensure all boats finish much closer to one another. This will allow for bigger parties and more opportunities to enjoy the Montego Bay Yacht Club, famous for being one of the friendliest yacht clubs in the Caribbean and always ensuring a good time. The staggered start will also allow all crews to be at our awards night which is shaping up to be a very big bash indeed!

With technology, skill and experience ever improving with each passing year we are again hoping for great weather conditions to gain that ‘Beat, Reach and Run’ race we have all enjoyed before. The Pineapple Cup’s race record of 2 days, 10 hours 24 minutes and 42 seconds set by Titan in 2005 is longstanding and there to be beaten – could 2019 be the year?

I invite you all to sign up early and help us bring in a large competitive fleet so we can get some great racing, exciting and fast sailing that all culminates in one of the most prestigious prizes and the best social on the sailing calendar. 

I look forward to seeing you at the start of our 2019 Pineapple Cup race.

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I just did an 800-mile race and I didn’t touch my foul weather gear, so it’s heaven. For people not to consider this race as part of their bucket list, if you have a boat that even semi races is crazy, because this is about as good as it gets.”


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