The Countdown is on!

2-Week Countdown to the 35th Pineapple Cup!

With two weeks to go until the start of the 35th Pineapple Cup-Montego Bay race, the Montego Bay Yacht Club is in full preparation mode for the first event held post-pandemic. While the race will be smaller in terms of competitors, the entry list features some of the top sailors and teams around AND the celebration in Montego Bay thanks to Appleton Estate will be bigger than ever! 

Gearing up for the start are a mixture of teams, headlined by the modified Volvo 70 Pyewacket. Roy Disney and his team on Pyewacket will be gunning for the monohull course record set in 2005 by Titan 12 at 2 days, 10 hours, 24 minutes and 42 seconds. 

In addition to Pyewacket, the race features Bruce Chafee’s team Rikki who are a young, amateur team of nine from New England looking forward with excitement to a competitive race and thrilling adventure.

Another strong contender for the silver perpetual trophy will be the Pac52 Callisto. Jim and Kate Murray have been sailing on Lake Michigan for years, but recently they’ve ‘graduated’ from smaller boats to the larger Pac52 to take on many of the great offshore races. Their team, a pro-am mix will be competing in the Pineapple Cup for the first time. 

Check out all of the teams HERE

Once the race starts on January 21st, tracking will be live on PineappleCup.com with further updates on both Facebook and Instagram!

Schedule of Events

In addition to being a fantastic on water race, the social functions are a highlight of the race. This year the Montego Bay Yacht Club social events will gain the support of Appleton Estate who will no doubt make these must attend events upon arrival into Jamaica!

  • January 20th – Skippers Meeting and Send Off Drinks
  • January 21st – 1100 – First Signal for Main Fleet
  • January 25th – Welcome Drinks 
  • January 26th – Appleton Estate Jamaica Night at the Montego Bay Yacht Club
  • January 27th – Appleton Estate Awards Dinner at the Montego Bay Yacht Club

While the silver Pineapple Cup is the most coveted trophy, the Montego Bay Yacht Club presents a number of awards to the teams and this year will be no different. Trophies to be presented include: 

SILVER PINEAPPLE CUP PERPETUAL TROPHY – For 1st overall corrected time monohull.

ROBERT McNEIL MOBAY COURSE CHALLENGE TROPHY – For the 1st monohull boat to break the Montego Bay Race 811 nm course record of 2 days, 10hrs, 24min, and 42sec set in 2005 by “Titan 12”.

FELIX HUNTER-ANDRE CUP – For the 1st place boat in the class that has the greatest number of entries that start the race.

SILVER ROSE BOWL PERPETUAL TROPHY – For 1st monohull boat to finish.

SILVER SEAHORSE PERPETUAL – For 1st overall corrected time PHRF rated boat.

E.J. GARMHAUSEN PERPETUAL TROPHY – To the navigator for the team that finishes 1st overall on corrected time. 

THE JAMAICA TOURIST BOARD LOG AWARD To be awarded to the most interesting boat log, to be determined at the discretion of the Montego Bay Yacht Club Race Committee. Creativity is encouraged!

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