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How to Work From the Cayman Islands for Two Years

How to Work From the Cayman Islands for Two Years


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As beneficial as remote work has been in helping companies and workers weather the pandemic, there’s no denying that some of the benefits of remote work—like being able to live the life of a digital nomad—have been sharply curtailed amid the global health crisis.

Thankfully, several countries are opening their borders to remote workers, allowing you to work from a new home—in paradise.

Note: FlexJobs is a subscription service for job seekers that features flexible and remote jobs. With an A+ rating from the Better Business Bureau, the monthly subscription costs allow us to fully vet and verify all of the jobs on our site—ensuring that customers have a safe and positive job searching experience.

Welcome to the Cayman Islands

If you’re going to work remotely somewhere other than your current location, why not go to a warm-weather destination where you can swim with stingrays on your days off and spend your lunch hours luxuriating on the beach? That’s exactly the kind of work-life balance you can find when you work remotely in the Cayman Islands for up to two years with their new remote work program.

Located 480 miles south of Miami, Florida, in the western Caribbean, the Cayman Islands provide ample opportunities for sun-drenched recreation, along with the chance to experience “Caymankind,” the spirit of the islands.

The Global Citizen Concierge Program

Launched on October 21, the Global Citizen Concierge Program (GCCP) enables digital nomads to live and work from one of three islands (Grand Cayman, Cayman Brac, or Little Cayman) at a time when it’s very difficult to visit the territories due to tourist travel restrictions. While this program does give you unprecedented access to a beautiful island paradise, it comes with some stringent requirements and guidelines.

Income Requirements

The program is catering to a fairly well-off crowd for this remote work program, with the income requirements prove it. You must make a minimum of $100,000 per year to apply to the program as a single applicant. If you’d like to bring a spouse or partner, you need to make at least $150,000 as a household, and if you’re bringing dependents, the figure climbs to $180,000.

COVID-19 Guidelines

The Cayman Islands have managed to successfully control COVID-19 to the extent that they have no social distancing requirements and masks are only mandated in healthcare facilities, home care facilities, prisons, airports, and taxis,

However, they do have strict quarantine guidelines for all inbound travelers, who must:

  • Be tested for COVID-19 upon arrival at the airport
  • Remain in quarantine for 14 days after arrival
  • Get tested again on day 15
  • Have a negative test result signed off by the Medical Officer of Health

What’s more, travelers must either quarantine at a government-sponsored facility, a privately-run facility (to the tune of several thousand dollars!), or at a residence while wearing a monitoring device.

How to Apply

If this sounds exactly like your kind of “home” office environment, you’ll need to provide:

  • A photo of your passport
  • Proof of income
  • Legal proof that your employer exists
  • A bank reference
  • Criminal background clearance
  • Proof of health insurance coverage

Planning to bring dependents? You’ll also need a marriage or civil partner certificate, along with their birth certificates, proofs of identity, background checks, and health insurance coverage proof.

As soon as you have all your documentation in hand, you’re ready to apply to receive a Global Citizen Certificate! Annual application fees are $1,469 for two people, plus $500 per dependent.

How the Program Works

Once approved, you’ll have 12 months to begin your stay, and the Certificate is valid for two years from arrival in the Cayman Islands. If, however, your employment is terminated, the Global Citizen Certificate will expire on your date of termination. (More detailed GCCP regulations explain other possible reasons for revocation of the Certificate.)

After you’ve begun your stay in Cayman, you can come and go from the islands as you please and travel anywhere, as long as you spend a total of 90 days there each 12-month period. Upon returning, however, you’ll have to abide by any current quarantine regulations.

The GCCP will help you book travel arrangements to the Cayman Islands and will also provide information to help you choose accommodations for your stay.

Things to Consider

Before you get too attached to your Caribbean dreams, check with your employer to see if your remote position is location-specific or if you truly can work from anywhere. Up to 95% of jobs require workers to be based in a certain location for a variety of reasons, so make sure you know before you go.

Because your Certificate expires immediately upon termination of your job, it also makes sense to assess the stability of your position. If your company has been experiencing layoffs or furloughs and the future seems uncertain, it may not be the time to embark on a Cayman remote work adventure.

The GCCP also requires that any dependent children be either enrolled in a local private school on the island or in a homeschooling program.

Remote Work Your Way

If working at home is starting to feel more restrictive than freeing, it may be time to consider taking your job on the road as a digital nomad. Remote work programs that enable you to travel and explore new locales can be just the balm you need to refresh your mind and your career.

Looking for a remote job? FlexJobs can help! We offer remote jobs in more than 50 career categories.

 

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