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The Cayman Cup

Individual Road Race

October 5th 2025 | 6:30am

Entry Fee

CI$35.00

Categories

Juniors
Cat 1-4
Women
Masters
Super Masters

Registration

Online ONLY
Deadline for registration is Oct 3rd

Course

East End Circuit

Race Partner

OVERALL

1st

CI$500

2nd

CI$350

3rd

CI$250

4th

CI$150

5th

CI$100

CATEGORIES

1st

CI$100

2nd

CI$75

3rd

CI$50

4th

CI$35

5th

CI$25

The race will be set on the East End Circuit, beginning at Clifton Hunter High School, continue towards East End, then down the back straight of Queen’s Highway and returning southward on Frank Sound Road.

Registration

Online ONLY

Distance

18.7 miles (1 lap)

Juniors

Distance

37.4 miles (2 laps)

Women

Distance

56.1 miles (3 laps)

Men (All categories)

Terrain

Most Flat, some inclines, high temps

  • Registration for the event will be online only via the form below.
  • Your racing age is your age on the 31 December of the current year
  • NO race day registration will be available.
NAME
RACE CATEGORY
Your racing age is your age on December 31 of the year of the championship.
MEMBSHIP/LICENSE
To compete, all athletes will need to hold a Cayman Cycling Race License or purchase the 1-day option. If you would like to apply for Racing membership visit https://www.caymancycling.org/membership/
PARTICIPATION WAIVER
1. I ACKNOWLEDGE THAT Cycling is a potentially hazardous activity and carries with it the risk of injury or death. I, the undersigned, hereby assume the risk of participating in the cycling event.
2. I CERTIFY that I am physically fit and have not been advised against participating by a qualified health professional.
3. IN CONSIDERATION of the following and of your accepting this entry, I hereby agree on behalf of myself, my executors, administrators, heirs, next of kin, successors, assigns, and any other person who may claim or sue on my behalf, the following:
4. Agree to abide by the Cayman Islands Road Rules and Regulations. (Roads remain open to Traffic) Abide by the Instructions provided by the event Organizers, Marshals, and volunteers
5. To WAIVE, RELEASE and FOREVER DISCHARGE from any and all claims, losses, economic or otherwise, or liabilities for death, personal injury, partial or permanent disability, damage to property, all payment relating to medical costs or costs of hospitalization, theft or damages of any kind, which may arise as a result of or relate to my participation in the said Cycling event the following persons or entities: CAYMAN ISLANDS CYCLING ASSOCIATION, THEIR DIRECTORS, MEMBERS, AGENTS AND OFFICERS, EVENT SPONSORS AND VOLUNTEERS, EVEN WHERE SUCH CLAIMS, LOSSES OR LIABILITIES ARE CAUSED AS A RESULT OF THE NEGLIGENT ACTS OR OMISSIONS OF THE PERSONS OR ENTITIES I AM HEREBY RELEASING OR ARE CAUSED BY THE NEGLIGENT ACTS OR OMISSIONS OF ANY OTHER PERSONS OR ENTITIES;.
6. To confirm that I am SIXTEEN years (16) of age or older, that I have read the Waiver and I understand its contents and agree and accept to be bound by the terms and conditions contained within the Waiver.
7. To assume the risk of cycling on roads/land that may not be fit for purpose, including but not limited to falls, contact with other participants, effects of weather including but not limited to heat and/or humidity, defective equipment, road condition, water hazards, any hazards that may be posed by spectators or volunteers, all risks being known and
8. To further acknowledge that these risks include risks that may be the result of the negligence of the persons or entities mentioned above for any of the claims, losses, liabilities that I have waived, released or discharged herein;
9. To agree not to sue any of the persons or entities mentioned above for any of the claims, losses, liabilities that I have hereby waived, released or discharged herein;
10. To indemnify and hold harmless the persons and/or entities mentioned above from any and all expenses incurred, claims made, or liabilities assessed against them including but not limited to attorney’s fees and litigation expenses arising out of or resulting directly or indirectly, in whole or in part, from (i) my actions or inactions (ii) my breach or failure to abide by any part of this Waiver Including but not limited to my covenant not to sue (iii) any breach on my part in abiding by any rules provided by the organizers or (iv) any other harm caused by me;
11. Submission of properly completed registration form, presentation of required documentation, payment of chip rental fee and acceptance of race number is acknowledgement of the acceptance of full responsibility for his/her participation in the event.