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September 2025
Cayman Heart Foundation – 2025 Robert Hamaty Memorial 5k
Join us on Sunday, September 28, 2025, for the third annual Robert Hamaty 5K Walk/Run, proudly hosted by the Cayman Heart Foundation…
October 2025
Stroke & Stride – 2025
The Cayman Islands Triathlon Association’s annual Ogier Stroke & Stride is back. Presented by Ogier, the Stroke & Stride 3-series race will…
Brenda Tibbetts-Lund Memorial 2025 Walk/Run
Register now for the Lions Club of Tropical Gardens Brenda Tibbetts-Lund Memorial 5k Walk and 5k/10k Run on Oct 12, 2025 at…
Foster’s 800m & 400M Sea Swim – 2025
The 41st Annual Foster’s 800m and 400m Sea Swim – Saturday 18 October 2025 Where: Governor’s Beach Time: 800m Race starts at…
VRS 2 Mile Fun Run Series 2025
Grab your running shoes, walking feet, kids, prams and dogs and join us for the islands premier fun run series! All…
Derek Larner Memorial Run 2025
Join the Derek Larner Memorial Run proudly sponsored by Artex Risk Solutions on 26 October, 2025! Celebrate the spirit and legacy of …
November 2025
McGrath Tonner Duathlon 2025
The Cayman Islands Triathlon Association’s annual McGrath Tonner Duathlon is back! The even will take place Sunday November 2nd with a 6:30am…
Pirates Week 5k Coastline Trail – 2025
Pirates Week is back, along with the annual 5k Run/Walk, hosted by Vision Academy 345. The race will take place at the…
Pirates Week 800M Sea Swim 2025
3rd Annual Pirates Week 800M Sea Swim Where: Pier by Cayman Cabana in George Town Time: Race starts at 4:00 pm. (Check-in…
45th Annual KPMG Pirates Fest 5k, 3k and 1k sea swims
The 45th Annual KPMG Pirates Fest 5k, 3k and 1k sea swims – Saturday 15 November 2025 Where: Governor’s Beach Time: Race…
MUFG Investor Services Triathlon 2025
The Cayman Islands Triathlon Association’s annual Triathlon is back in 2025! They are delighted to announce that MUFG Investor Services will be…
Pete Ribbins Memorial Ride/Run 2025
13th Annual Pete Ribbins Memorial Ride/Run Join us for another friendly 40km or 10km ride or 5km run/walk, followed by breakfast, prizes…