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Are you in desperate need of a real vaCay, the kind where you actually relax?
become Cayman’s first-ever Chief Relaxation Officer
Vacations aren’t as relaxing as they should be.
Between over-planning, early alarms, and the constant need to capture “content,” most travelers come home more tired than when they left.
That’s why the Cayman Islands is hiring the world’s most relaxing role: Chief Relaxation Officer (CRO).
ready to be our
Chief Relaxation Officer?
The CRO will help redefine what it means to truly take time off – no stress, no schedules, no FOMO. Just island time. This role isn’t about doing nothing, it’s about doing less, intentionally. Your “work” will be to show the world how slowing down can actually restore us.
because in the
Cayman Islands, rest isn’t a reward - it’s a way of life.
Our Chief Relaxation Officer will spend two blissful weeks on Grand Cayman and Cayman Brac mastering the art of slowing down, from floating in turquoise waters and savoring fresh food to unplugging on the beach.
the “Job Description”
- Sleep at least eight hours a night (naps encouraged).
- Spend daily time by the water - floating, reading, or doing nothing at all.
- Enjoy fresh local dishes like coconut ceviche.
- Sip island cocktails at iconic beachfront spots.
- Dine with locals to learn their relaxation rituals.
- Explore nature and meet rare island species like the Blue Iguana or Cayman Parrot.
- End each day with a tech-free sunset on the beach.
the “Benefits Package”
- Round-trip coach-class airfare to Grand Cayman
- Round-trip inter-island airfare from Grand Cayman to Cayman Brac
- 14 nights in beautiful accommodations
- Daily stipend for meals and (entirely optional) island experiences
- On-island transportation
- A custom “no-itinerary itinerary” designed by a Board of Relaxation
Share your "worst vacation ever" story - from chaotic itineraries to overcrowded beaches.
Disclaimer: The "Chief Relaxation Officer" role is a promotional contest and travel prize package open to U.S. residents 21+, not an offer of employment. Terms and Conditions apply.
your accommodations
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Fronting the famous Seven Mile Beach, The Westin Grand Cayman Seven Mile Beach Resort & Spa is in the heart of Grand Cayman. Named to Condé Nast Traveler’s Gold List, the resort has been recognized for its excellence. With easy access to Grand Cayman’s best attractions; including scuba diving, shopping, and golf, guests will enjoy a relaxing getaway.
Le Soleil d’Or
On the rugged southern coast of Cayman Brac lies a hidden gem: Le Soleil d’Or. Set in idyllic surroundings, it offers boutique accommodation, farm-to-table dining and a warm Caymankind welcome. The perfect place to connect with nature, try new adventures and embrace the simple island life.
meet the Board of Relaxation
The Chief Relaxation Officer will report directly to the Board of Relaxation — a group of locals who live and breathe island calm. Their mentorship makes this role more than a trip; it’s a cultural exchange in the art of slowing down. The Board of Relaxation will review all submissions and choose the traveler who’s best-suited for the gig – aka, in most need of a vaCay.
Luigi Moxam, Cayman Cabana
Luigi Moxam is a lifelong ambassador of the Cayman Islands and the embodiment of true Caymanian hospitality. Luigi is the owner and operator of Cayman Cabana, located on the historic waterfront in downtown George Town, and a partner in Thatch & Barrel at Pedro St. James. Over the past 14 years, he has shaped these restaurants into beloved gathering places for locals and visitors alike—a space where farm-to-table cuisine, traditional Caribbean flavors, music, art, and community come together. His restaurants proudly spotlight local farmers, fishermen, artists, musicians, and artisans, creating spaces that feel both authentically rooted and warmly welcoming.
Sharlene Brenkus, Cayman Islands Tourism Association
Sharlene Brenkus is a hospitality leader serving as Project Manager for Thompson Development and General Manager of the Grand Cayman Wyndham Reef Resort. As President of the Cayman Islands Tourism Association, she champions sustainable tourism, workforce development, and responsible growth that supports Cayman’s people and environment.
Nelson Dilbert, Cayman Spirits Co.
Nelson Dilbert is a Cayman-based entrepreneur and hospitality executive with deep local roots. He is co-owner of Cayman Spirits Company, producer of award-winning Seven Fathoms Rum, and is active across hotel, food, beverage, and tourism ventures. A past President of the Cayman Islands Chamber of Commerce, Nelson is known for championing local industry, innovation, and sustainable growth.
Kiristen Cousins, Vitamin Sea
Kiristen Cousins is the founder of Vitamin Sea Cayman Islands, a watersports and wellness company she has led on Grand Cayman since 2015. Deeply rooted in the island lifestyle, Kristen embodies wellness through her holistic approach to movement, mindfulness, and time on the water.