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Local Events

We are committed to providing our local athletes with the best cycling events and opportunities.

Race Calendar 2026

Fit Check #1

TT Series
April 26

May Classics

4 race series
May 10 - 24

National Championships

ITT & Road Race
June 20 & 21

Fit Check #2

TT Series
September

Cayman Cup

Road Race
October 4

Fit Check #3

TT Series
November

National Championships

Open to all athletes in the Cayman Islands, the Championships offer a stage that brings together the best riders in the Cayman Islands, all competing for the highest cycling honour.

May Classics

A 4-race, categorised cycling series encompassing circuit, road and time trial races across the island

Cayman Cup

Cayman premier cycling event crown the best cyclist on Cayman’s roads in an all-out road race experience!

FitCheck Series

4 time-trial style races per year, hosted each quarter by Cayman Cycling, with the results acting as your “fit check” to see how much you are improving.