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Remote Work from the Caribbean

Working from the islands without nasty surprises: the right permission and visa, internet and power that survive outages, hours that fit your team's time zone, tax residency tracked and a workspace that works.

Free · Mac (Apple silicon) and Windows · v1.0.0 · Other platforms

Then open the Marketplace in the app, search for Remote Work from the Caribbean, and click Install. It goes into your own files, and works offline from then on.

What it installs.

1

Pillar

1

Area

50

Projects

201

Starter tasks

🌴 Caribbean Life & Diaspora

Remote Work from the Caribbean

Working remotely from the Caribbean: remote work visas, internet and power backup, time zones, tax residency and a workspace.

  1. Remote work permission from employer or clients
  2. Remote work visa or visitor stay decision
  3. Remote work visa application pack
  4. Internet test at the place you will work from
  5. Power backup for router, laptop and phone
  6. Time zone map for your working week
  7. Workspace set up in a family home or rental
  8. Health and equipment insurance for a long stay
  9. Tax residency first check with an adviser
  10. Pay, banking and cards for life on the island
  11. Weekly connection and power log
  12. Day count and location record
  13. Weekly plan around the time difference
  14. Monthly cost of living and exchange check
  15. Backup and device security routine
  16. Visa, passport and insurance expiry tracker
  17. Kit care against heat, humidity and salt air
  18. Monthly visibility update to manager or clients
  19. Offline work list for outage days
  20. Video call presence from a Caribbean home
  21. Learning what your remote work visa allows
  22. Understanding tax residency for remote workers
  23. Asynchronous working across a big time gap
  24. Local mobile data, SIMs and eSIMs
  25. Security on shared and public networks
  26. Payment platforms that work from your island
  27. Choosing a home internet provider
  28. Backup internet from a second line, satellite or hotspot
  29. Solar, inverter or generator for long outages
  30. Co-working space or home office
  31. Where to base yourself on the island
  32. Equipment to bring versus buy locally
  33. Employer of record or contractor arrangement
  34. First week on the island set-up
  35. Hurricane season work continuity plan
  36. Visa renewal or extension
  37. Rehearsal before a high-stakes call
  38. Working around Carnival and public holidays
  39. End of stay handover and departure
  40. Working from your parents' home
  41. Freelance base set up in the Caribbean
  42. Remote parent with children in local school
  43. Two remote workers in one household
  44. Returning national keeping an overseas job
  45. Short working trip of two to four weeks
  46. Automatic failover home network
  47. Splitting the year between two homes
  48. Leading a distributed team from the islands
  49. Local professional network on the island
  50. Yearly stay, extend or return review

Where it starts.

Each project arrives with its purpose, milestones and first tasks written out. Here is how the first three read.

Remote work permission from employer or clients

Before anything gets booked, you need a clear yes from whoever pays you, because many employers allow remote work at home but not from another country, and some contracts tie you to a named location. A written approval that names the country, the dates and any conditions protects your job and your employer's payroll, and many visa applications ask for exactly this letter.

First tasks

  • Search your contract and staff handbook for any rule on working abroad
  • Draft a one-page request naming the island, the dates and your working hours
  • Ask IT whether the company laptop and VPN may be used outside the country
  • Save the written approval as a PDF beside your passport scan

Remote work visa or visitor stay decision

Several Caribbean countries run remote work programmes, such as the Barbados Welcome Stamp, the Antigua and Barbuda Nomad Digital Residence and Dominica's Work in Nature visa, while others expect visitors to stay a limited number of days and not to work at all.

First tasks

  • Write down how long you want to stay and which passports you hold
  • Find the official immigration page for visitors to your chosen country
  • Check whether that country currently runs a remote work visa programme
  • Compare the income, insurance and fee rules of the options that fit
  • Record the route you chose and the date you checked the rules

Remote work visa application pack

Applications for remote work visas usually ask for a passport scan, proof of employment or client contracts, bank statements showing income above a threshold, health insurance for the whole stay and sometimes a police certificate, which can take weeks to arrive. Building the pack in one folder before you apply means the online form takes an evening rather than a month of chasing.

First tasks

  • Download the current document checklist from the official programme site
  • Order a police certificate if the programme asks for one
  • Scan bank statements and your employment letter into one folder
  • Submit the application and save the payment receipt and reference

Make it yours.

Install Remote Work from the Caribbean, then tell Aurum the date you're aiming for. It checks whether the plan fits the weeks you actually have.

Free · Mac (Apple silicon) and Windows · v1.0.0 · Other platforms

Blueprints are general information to help you organise your own work. They are not medical, financial, legal or other professional advice. See the Terms.