Retiring to the Caribbean

A retirement in the islands planned with real numbers: choosing an island, residency, pensions paid abroad, healthcare and medicines, housing and backup power, getting around and a social life that lasts.

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

Then open the Marketplace in the app, search for Retiring to 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

Retiring to the Caribbean

Retiring to the Caribbean: choosing an island, residency, pensions paid abroad, healthcare, housing and building a social life.

  1. Island retirement brief with your must-haves
  2. Retirement income map in local currency
  3. State pension uprating check for each island
  4. Island shortlist scored for retirement
  5. Cost of living test budget for each shortlisted island
  6. Residency routes for retirees on your shortlist
  7. Hospitals, specialists and medicines on each island
  8. Health cover that works for a retiree abroad
  9. Family conversation about retiring overseas
  10. Residency application evidence pack
  11. Monthly retirement budget in local currency
  12. Pension arrival and currency exchange routine
  13. Yearly pension and residency paperwork calendar
  14. Medicines supply routine on the island
  15. Yearly check-up and screening with a local doctor
  16. Weekly social rhythm of clubs, church and friends
  17. Morning sea bath and walking habit
  18. Sunday video call with children and grandchildren
  19. Salt air and heat home maintenance schedule
  20. Hurricane season routine for your own home
  21. How public and private healthcare works for residents
  22. Getting around by route taxi, maxi and bus
  23. Heat, sun and mosquito-borne illness precautions
  24. Everyday Papiamento, Kweyol or Spanish for island life
  25. Scams that target retirees and newcomers
  26. Online pension portals, telehealth and banking from the island
  27. Building a circle of friends in the first year
  28. Full move, snowbird winters or a split year
  29. Rent for a year before you buy
  30. Choosing a long-term rental that suits later life
  31. Single-level, step-free home adaptations
  32. Backup power and water for a retiree household
  33. Car or no car in retirement on the island
  34. Hiring a housekeeper, gardener or caretaker fairly
  35. Three-month trial stay in the rainy season
  36. Residency application submission and follow-up
  37. Night-time hospital run rehearsal
  38. First hurricane season in your new home
  39. Annual trip abroad for family and medical reviews
  40. Hosting the grandchildren for a summer on the island
  41. Retiring as a couple when only one of you is from the region
  42. Retiring alone or after losing a partner
  43. Retiring with diabetes, a heart condition or kidney disease
  44. Retiring early in your fifties to the islands
  45. Retiring to the region without family ties there
  46. Caring for a spouse whose health declines on the island
  47. A role in community life after retirement
  48. Medical evacuation and air ambulance cover
  49. Later-life plan if living independently gets hard
  50. Five-year review of your island retirement

Where it starts.

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

Island retirement brief with your must-haves

Before comparing islands, write down what this retirement is actually for: being near a mother in Mandeville, a sea bath every morning, living for less than in Toronto, or a church community you already know. A one-page brief with your must-haves, deal-breakers and budget ceiling stops the choice being made by whichever holiday you enjoyed most recently.

First tasks

  • List the five things that would make island retirement worth the move
  • Write three deal-breakers you would not accept on any island
  • Note every regular health need that limits where you can live
  • Set the most you can spend each month once retired
  • Ask the agent to tidy your notes into a one-page brief

Retirement income map in local currency

Most retirees heading south have income from three or four places: a state pension, a workplace pension, perhaps an annuity, savings and rent from a house abroad. Mapping each one, when it pays, in which currency and whether it can be paid overseas, then converting the total into Barbados dollars, Jamaican dollars or whichever currency you will spend, shows what life you can really afford.

First tasks

  • Gather the latest statement for every pension, annuity and savings account
  • List each source with its amount, payment date and currency
  • Ask each pension provider in writing whether they pay to overseas accounts
  • Convert the monthly total into local currency at a cautious rate
  • Update the income map when any pension rate changes @recurring(yearly)

State pension uprating check for each island

Where you retire can decide whether your state pension rises each year or stays frozen at the rate when you left. The UK State Pension, for example, is uprated in countries with a qualifying reciprocal agreement, Jamaica and Barbados among them at the time of writing, and frozen in many others, so after twenty years the same pension can be worth far less.

First tasks

  • Find the official page on paying your state pension abroad
  • Check each shortlisted island against the uprating rules
  • Estimate the fifteen-year cost of a frozen pension at today's rate
  • Write to the pension authority about any island that is unclear

Make it yours.

Install Retiring to 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.