Cycling.  cycling.ky
8 August: Cayman Road Race championships. The event will be contested over two loops of the East End circuit for a total distance of 60 miles. Categories for men, women, veterans and juniors will be contested.

Sailing: sailing.ky
13/27 August: Summer Nights at the Cayman Islands Sailing Club offers free sailboat rentals, music, a barbeque and drinks on the deck for a great introduction to sailing, or just a relaxing way to close a week.

Road running.  caymanislandsmarathon.com
5 December: Cayman Islands Marathon. Featuring a full marathon, half marathon, as well as a team relay event, the Cayman Islands Marathon is a great event to train for. As it only takes place in December, there is still more than enough time to get in shape.

Triathlon: triathlon.ky
11/18/25 August: The popular Ogier Stroke & Stride series takes place this month, with swim distances of 400m, 600m and 800m, combined with a 2-mile run.