8 Beautiful Islands for a Digital Nomad

So, you want to be a digital nomad in the Caribbean? You could! Some countries have developed carefully crafted options to offer a place to work or study remotely while enjoying the island, the culture, and some additional benefits. If you already work remotely and generally make more than $50,000 annually, you could spend a year or two working from a Caribbean island, sounds dreamy doesn’t it?

You can bring the whole family too! Most allow you tax free benefits as well, the ability for your children to go to school (typically a private one, not the public ones). During that time, you can freely travel back home as needed, also.

Each country has different fees and processes but here’s a highlight of where you can go and how to find out more. For checking internet availability, try https://isp.today/

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Make emergency Back-up plans (natural disasters, health issues) because things happen.

Find local nomad groups to join (facebook, reddit) to learn what you don’t know that you don’t know.

Paradise may not be as open as you hope, there could be other restrictions still in place that govern how you can shop and what amenities are available to you.

Keep in mind that if you don’t follow the rules, your visa can also be revoked. Be mindful and respectful and you should have a great adventure.

Islands to Explore

Dominica

Dominica has created the Work In Nature (WIN) Extended Stay Visa which allows you to relocate there and work remotely for up to 18 months. You can go solo, with your family, or with a business team. Your children can attend schools.

BENEFITS:

Income tax waiver
Duty Free concessions on imported personal effects
Ability to apply for an annual driver’s license
Travel freely during visa period

FEES:

Application Fee (non-refundable): US$100

WIN Visa Fee

Single Applicant: US $800

Family Application: US $1,200

One Business, Multiple Applicants: US $800 plus US $500 for each additional employee for a business applying for four or more employees

Stay: Citrus Creek Plantation offers a 2BR villa for about $150/nt. https://citruscreekplantation.com/

Internet: Up to 100Mbps

Anguilla

Work from Anguilla

STAY PERIOD:

91 days up to 12 months

FEES:

+ US $3,000.00 (4 persons)

Main applicant + three(3) dependents

+ US $250.00 for each additional family member.

1 head of household, 3 dependents (spouse and 2 dependents)

A dependent:

A child or step-child under the age of 26 years
any other relative who is, by reason of age or any infirmity of body or mind, wholly dependent on that person for his/her subsistence.

Stay: Find a Vacation Rental in Anguilla

Internet: Up to 32Mbps home internet; up to 100Mbps via satellite

MONTSERRAT

Montserrat Remote Worker

Requirements:

Works for an employer that is registered in a foreign country and they have a contract of work with that employer; or
Conducts business activity for a company that is registered in a foreign country and of which they are a partner/shareholder; or
Offers freelance or consulting services mostly to clients, whose permanent establishments are in a foreign country, and with whom they have contracts; and
Earns an annual income of USD$70,000; and
Has health insurance with valid Montserrat and COVID-19 coverage.

STAY PERIOD:

Up to 1 year.

FEES:

Application fees are required before application processing. These fees are nonrefundable.

Single Applicant

USD$500

Families (up to 3 dependants): USD$750

Additional family member: USD$250 each

Stay: Available apartment rentals can be found for as low as $75/night. https://www.visitmontserrat.com/apartments/

Internet: up to 100Mbps via satellite

Curacao

@Home in Curacao

STAY PERIOD:

up to 6 months (plus a possible 6 month extension).

FEES:

About $294

Stay: Find a Vacation Rental in Curacao

Cayman Islands

Cayman Global Citizen

Requirement: Must make a minimum of $100,000 annually

STAY PERIOD:

up to 2 years

FEES:

Global Citizen Concierge Certificate Fee up to Party of 2 persons: US$1,469 per annum

Global Citizen Concierge Certificate Fee for each dependent: US$500 per dependent, per annum

Credit Card Processing Fee: 7% of total application fee

Stay: Find a Vacation Rental in Cayman

Internet: Generally, up to 10Mbps; up to 100Mbps via satellite.

Bermuda

Work From Bermuda

Requirements:

be at least 18 years old and pay the application fee
not have been convicted of a crime in Bermuda or elsewhere
possess valid health insurance coverage
demonstrate employment with a legitimate company or your own company registered and operating outside of Bermuda, in the case of a remote worker
provide evidence of enrollment in a Research, Undergraduate, Graduate or Doctorate Programme, in the case of a student
have substantial means and/or have a continuous source of annual income

STAY PERIOD:

up to 1 year

FEES:

Application $263

Yes, family members will need to apply separately and pay a separate fee. An income earner with dependents should submit one form for each family member. All related applications must be submitted on the same day.

Stay: Find a Vacation Rental in Bermuda

Internet: speeds up to 500Mbps through ONE Communications