Please select your home edition
Edition
March to end August 2024 affiliate link
Product Feature
Allen 30mm Dynamic Tii-On Block
Allen 30mm Dynamic Tii-On Block

2023 Montego Bay-Pineapple Cup now open for entries

by Offshore Racing Congress 30 Sep 2022 23:47 BST 21-22 January 2023
Starts will be held off picturesque Miami Beach - Pineapple Cup © Sharon Green / ULTIMATE SAILING

The seasons are starting to change in much of the northern hemisphere, signaling the time is now to plan your winter sailing races. And there's no better race to put on the calendar than the Pineapple Cup-Montego Bay Race!

The 35th edition of this biennial race will take place with two starts on 21-22 January 2023. The race is hosted by the Montego Bay Yacht Club with the support of the Storm Trysail Club and the Biscayne Bay Yacht Club, and is organized by Manuka Sports Event Management. This edition is open to multihulls and monohulls over 30 feet and will be scored under ORC and PHRF.

The race is 811 nautical miles of tropical water sailing starting in Miami and weaving its way through the Bahamas, around the eastern end of Cuba through the famous Windward Passage to Montego Bay. After the sleigh ride into the finish, the welcome the teams receive at the Montego Bay Yacht Club is like none other and the yacht club members relish in welcoming all of you back to the island.

The storied history of this ocean racing classic has a list of past winners any team would be envious of joining. Some of the biggest names in ocean racing are veterans of this race, including TICONDEROGA, KIALOA, TENACIOUS, and more recently SHOCKWAVE, PROSPECTOR and LADY MARIPOSA have all raised the iconic Pineapple Cup Trophy.

The current course record was set in 2019 at 2 days, 0 hours, 7 minutes and 44 seconds by Jason Carroll's MOD 70 trimaran ARGO.

Being a tropical race from America's east coast and the longest running race from the US to the Caribbean, the Pineapple Cup is a must-add on the bucket list of ocean races.

The 2023 edition offers ORC, PHRF, Multihull and double-handed classes, so no matter what you sail or how you sail it, there is challenge and adventure to be had. And new for this year, the Pineapple Cup will be awarded to 1st overall on corrected of the most competitive fleet.

"Although it was unfortunate that we needed to postpone the race this past January, we are even more excited to continue the tradition of this historic yacht race now in 2023," said Montego Bay Yacht Club Rear Commodore Nigel Knowles. "The enthusiasm at the Montego Bay Yacht Club continues to grow each edition as we see more and more international teams with some of the best ocean racers descending on our beautiful club. Our members are once again looking forward to providing the legendary hospitality that the Montego Bay Yacht Club and Jamaica have become renowned for and we look forward to seeing you in 2023!"

Schedule of Events

In addition to being a fantastic on water race, the social functions are a highlight as well. In addition to the presentation of one of yachting's oldest trophies in the Pineapple Cup, 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!

Schedule of events:

  • January 20th - Skippers Meeting & Send Off Drinks
  • January 21st - 1100 - First Signal for Main Fleet
  • January 22nd - 1400 - First Signal for Fast Fleet
  • January 25th - Appleton Estate Welcome Drinks
  • January 26th - Jamaica Night
  • January 27th - Awards Dinner
For more info and entry to the 2023 Pineapple Cup, visit pineapplecup.com.

Related Articles

35th Pineapple Cup-Montego Bay Race returns
811 nautical mile race from Miami to Montego Bay At 811 nautical miles, the Pineapple Cup is one of the oldest offshore yachting races and it also has one of the oldest yachting trophies. Posted on 9 Feb 2020
Pineapple Cup Awards Evening
Jamaican Dignitaries present Pineapple Cup to Lady Mariposa Last night the Montego Bay Yacht Club celebrated winners of the 34th edition of the Pineapple Cup – Montego Bay Race. Over 170 attendees including the Honorable Custos Rotolorum Bishop Conrad Pitkin, and His Worship Mayor Homer Davis of Montego Bay. Posted on 2 Feb 2019
UK-flagged Lady Mariposa wins Pineapple Cup Trophy
The crew of this Ker 46 were thrilled with their finish The Ker 46 Lady Mariposa crossed the finish line in Montego Bay at 08:33:05 ET this morning with an overall elapsed time of three days 18 hours 28 minutes five seconds. Posted on 1 Feb 2019
Pineapple Cup: Argo first into Montego Bay
Argo first into Montego Bay In near perfect conditions Team Argo and their MOD 70 owned and skippered by Jason Carroll, and sailed by a number of the world's best sailors, crossed the finish line of the 2019 Pineapple Cup - Montego Bay Race smashing the longstanding course record! Posted on 31 Jan 2019
Pineapple Cup - Montego Bay Race
Shockwave claims victory Testing conditions prevailed for the 32nd edition of the Pineapple Cup – Montego Bay Race, a biennial 811 nautical mile jaunt from Port Everglades, Florida, to Montego Bay, Jamaica. Posted on 18 Feb 2015
Pineapple Cup - Montego Bay Race preview
Class 40s and others "In for a Blast" Set to begin Friday, February 6, the 32nd edition of the venerable Pineapple Cup – Montego Bay Race will start in Port Everglades, Florida, and send its 12-boat fleet on a challenging 811 nautical mile course to Montego Bay, Jamaica. Posted on 1 Feb 2015
Pineapple Cup – Montego Bay Race
Shockwave makes 'clean sweep' After a relatively mellow light-air start, George Sakellariss 72 Reichel Pugh Shockwave eventually enjoyed double-digit reaching conditions to become first-to-finish, first in IRC division and first overall. Posted on 19 Feb 2013
Pineapple Cup – Montego Bay Race preview
High profile competitors prepare for 31st biennial event The 31st biennial Pineapple Cup – Montego Bay Race Presented by Appleton Estate Jamaica Rum is living up to its reputation as one of the marquee offshore sailboat races in the world. Posted on 17 Jan 2013
Pineapple Cup Montego Bay Race
Starts today in Fort Lauderdale The 2007 Pineapple Cup Montego Bay Race, or "Mo Bay" as it is fondly known, begins Friday, February 16. The biennial competition runs 811 nautical miles to Montego Bay, Jamaica from Fort Lauderdale, Fla. Posted on 16 Feb 2007
Sagamore first to finish in Pineapple Cup - Monteg
Jim Dolans 76-foot maxiboat Sagamore was first to finish in the Pineapple Cup - Montego Bay Race to Jim Dolans 76-foot maxiboat Sagamore was first to finish in the Pineapple Cup - Montego Bay Race today when Roy Disneys Pyewacket withdrew from competition in the home stretch after leading all the way from Fort Lauderdale. Posted on 7 Feb 2001