CAYMAN ISLANDS DEPARTMENT OF TOURISM - CHIEF RELAXATION OFFICER CONTEST
Rating:
Enter Here:
Rules Page:
Expires On:
Tuesday, February 17, 2026
Frequency:
Category:
Prize Details
The eligible entrant designated as the grand prize winner (“Winner”) shall be awarded a 14-day, 13-night trip to the Cayman Islands. Travel dates shall be solely determined and designated by Sponsor, and all travel must be completed by 6/30/2026, and subject to change based upon availability. The grand prize is for Winner only and does not include a guest. The grand prize trip has a maximum retail value not to exceed $12,450, and includes:
Roundtrip coach-class airfare for Winner from the nearest major metro airport to the Winner’s home to George Town, Grand Cayman (“GCM” airport). Airline, class of service, departure/arrival airports, and dates of travel are as solely determined and designated by Sponsor and subject to availability;
Eleven (11) nights in a standard double-occupancy hotel in the greater Grand Cayman island area. Hotel and dates of stay as solely determined and designated by Sponsor based upon availability;
Roundtrip coach-class airfare for the Winner from GCM to Cayman Brac (“CYB” airport) in conjunction with the grand prize itinerary as solely determined and designated by Sponsor. Airline, class of service, departure/arrival airports, and dates of travel are as solely determined and designated by Sponsor and subject to availability;
Two (2) nights in a standard double-occupancy hotel in the greater Cayman Brac island area. Hotel and dates of stay as solely determined and designated by Sponsor based upon availability;
Up to three (3) curated experiences (i.e. snorkeling, cooking class, guided hike, etc.). Actual experiences and their associated date, time, and location within Cayman Islands as solely determined and designated by Sponsor, subject to availability;
$4,650.00 awarded in the form of a prize check issued to Winner in the amount of $4,650.00 toward incidentals and ground transportation.
Roundtrip coach-class airfare for Winner from the nearest major metro airport to the Winner’s home to George Town, Grand Cayman (“GCM” airport). Airline, class of service, departure/arrival airports, and dates of travel are as solely determined and designated by Sponsor and subject to availability;
Eleven (11) nights in a standard double-occupancy hotel in the greater Grand Cayman island area. Hotel and dates of stay as solely determined and designated by Sponsor based upon availability;
Roundtrip coach-class airfare for the Winner from GCM to Cayman Brac (“CYB” airport) in conjunction with the grand prize itinerary as solely determined and designated by Sponsor. Airline, class of service, departure/arrival airports, and dates of travel are as solely determined and designated by Sponsor and subject to availability;
Two (2) nights in a standard double-occupancy hotel in the greater Cayman Brac island area. Hotel and dates of stay as solely determined and designated by Sponsor based upon availability;
Up to three (3) curated experiences (i.e. snorkeling, cooking class, guided hike, etc.). Actual experiences and their associated date, time, and location within Cayman Islands as solely determined and designated by Sponsor, subject to availability;
$4,650.00 awarded in the form of a prize check issued to Winner in the amount of $4,650.00 toward incidentals and ground transportation.
Rules
Open only to legal residents of the (50) U.S. and D.C., who are age twenty-one (21) or older as of date of entry, and have a valid driver’s license or government issued photo ID.
Maximum of one (1) entry per person or email address.
Maximum of one (1) entry per person or email address.
Review and Additional Information
Submit your story via typed Essay response (maximum 350 words) and/or Video (maximum 15 seconds) you create that answers the question, “What is your worst vacation trip story, and why do you deserve to be the Cayman Islands Chief Relaxation Officer?”.
Click here to Login.