So, you want to be a Caribbean digital nomad? 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/
Remember that some links are compensated affiliate links. We might receive a commission if you make a purchase after clicking one of these links on our website.
This has no bearing on any opinions expressed.
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 Being a Caribbean Digital Nomad In
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
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
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
STAY PERIOD:
up to 6 months (plus a possible 6 month extension).
FEES:
About $294
Stay: Find a Vacation Rental in Curacao
Cayman Islands
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
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
Bahamas
STAY PERIOD:
up to 1 year
FEES:
Application $25
Work Remotely Permit $1000 for head of household & $500 for each dependent
Study Remotely $500 each
Travel Health Visa required
Stay: 2BR waterfront villas start at $225/nt or $1400/wk at Paradise Cove
Find a Vacation Rental in the Bahamas
Internet: May find up to 70Mbps (home internet) or 100Mbs (satellite)
Barbados
Work from Barbados
STAY PERIOD:
Up to 12 months
FEES:
$2,000 Individual or $3,000 FamilyApplication $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 Barbados
Internet: Barbados has high-speed fibre internet with download/upload speeds up to 1,000/500 Mbps and 4G mobile services.
Antigua & Barbuda
The Nomad Digital Residence visa offers you a chance to visit 365 beaches, a beach a day.
STAY PERIOD:
Up to 2 years.
FEES:
SINGLE: USD $1,500.00;
COUPLES: USD $2,000.00;
DEPENDENTS (Family of three persons and over): USD $3,000.00
Stay: Find a Vacation Rental in Antigua & Barbuda
Internet: May find options up to 100Mbps via satellite
Short Term: Aruba
Aruba – SHORT STAY NO VISA REQUIRED
One Happy Workcation
STAY PERIOD:
From 1 week up to 90 days.
FEES:
No additional fees or documentation, only requirement is a US passport and complete the online ED Card.
Purchase Aruba Visitor Insurance.
Stay: Discounted pricing for participants in One Happy Workcation
Internet: Up to 150Mbps via satellite
An extended stay in the Caribbean sounds nice, think of all the wandering we could do.