Cayman Islands Department of Tourism Chief Relaxation Officer Contest
The Cayman Islands Department of Tourism is hosting a Chief Relaxation Officer Contest, offering a 13-night trip to the Cayman Islands for one winner. Enter for a chance to win!
The Cayman Islands Department of Tourism is hosting a Chief Relaxation Officer Contest, offering a 13-night trip to the Cayman Islands for one winner.
Entry Details
To participate, individuals are asked to submit a short story or a video. This submission should describe a past vacation experience that was unfavorable and explain why the entrant believes they should be chosen as the Cayman Islands’ Chief Relaxation Officer. Entries are subject to judging.
There is a single entry limit for this contest. The giveaway began on January 27, 2026, and is scheduled to conclude on February 17, 2026. The contest is open to individuals aged 21 and older in the United States.
The grand prize includes a 14-day, 13-night trip to the Cayman Islands for one person. This trip covers roundtrip coach-class airfare to George Town, Grand Cayman, 11 nights in a standard hotel on Grand Cayman, and roundtrip coach-class airfare to Cayman Brac for two nights in a hotel there. The prize also includes up to three curated experiences selected by the sponsor and a $4,650 check for incidentals and ground transportation. The total value of the prize package is $12,450.
Additional information and entry details are available on the official contest page.
