Save the Date for the 35th Pineapple Cup Montego Bay Race!

Storm Trysail is proud to be a partner club for the Pineapple Cup. It contributes advice on safety, race management and race documentation in support of the Organizing Authority composed of Montego Bay Yacht Club and the Jamaica Sailing Association. Storm Trysail recognizes and values the deep history and legendary race course that is the Pineapple cup.

2021 Pineapple Cup Postponed due to COVID-19 Pandemic

The new race dates will be January 22-29, 2022.

The Pineapple Cup Returns!

The 35th edition of the Pineapple Cup - Montego Bay Yacht Race will take place with two starts on January 23rd and 24th, 2021.

Winners of the 34th Pineapple Cup Awarded in Jamaica

Lady Mariposa beats Wizard on corrected time to take home the Pineapple Cup.

Pineapple Cup – Montego Bay Race: Fast Run Predicted

With less than four days to the start of the 34th edition of the Pineapple Cup – Montego Bay Race, the 811-nautical mile race from Miami to the Montego Bay, is shaping up to be an unpleasant, but fast, first 24 hours.

2019 Pineapple Cup Wrap up

On Friday, January 21st, after 811 nautical miles of ocean racing and packed out social events, the 2019 edition of the "Pineapple Cup - Montego Bay Race" reached its conclusion.

The 2019 Pineapple Cup is just one week away

After two years of preparations, we are just under one week away from the Class A warning signal on Sunday, January 27th 2019 and the start of the 34th edition of the Pineapple Cup!

Provisional Results In 2017 Pineapple Cup

Wizard Takes Line Honors in 2017 Pineapple Cup – Montego Bay Race Prospector crosses line 1 hour 38 minutes 50 seconds behind Wizard Montego Bay, Jamaica (February 6, 2017) – […]

Tropical Waters & Sunshine! Pineapple Cup Returns, Plus New Race To Cuba

The Montego Bay Yacht Club in association with the Storm Trysail Club is pleased to invite competitors to the 33rd Pineapple Cup and the inaugural Cuba Cup! The 2017 edition […]