The Expat|Math
← All guides
Guide

7 Countries Americans Regret Retiring To, and the Rule That Changed in Each

Updated · Facts checked against the sources below as of September 2026

The short answer
  • In all seven countries (Portugal, Costa Rica, Thailand, Mexico, Ecuador, the Philippines and Spain), what sends Americans home is rarely the cost of living. It is a rule, price or requirement that changed after the move.
  • Portugal closed its NHR tax break to new residents in 2024 and its replacement excludes pensions. Spain now requires more than 183 days a year in the country to renew a Non-Lucrative Visa, which also makes you a Spanish tax resident.
  • Costa Rica makes resident retirees pay into two Caja funds, health and pension: about $413 a month on $3,000 of income in 2026. Thailand's O-A visa requires 3,000,000 baht (US$100,000) of health insurance that costs more every year you age.
  • Mexico's peso went from about 20.1 per dollar in 2022 to about 17.7 in September 2026, shrinking fixed dollar incomes. Ecuador uses the dollar, so it has no currency risk, but its homicide rate rose from 5.83 to 50.9 per 100,000 between 2018 and 2025.
  • The Philippines raised its retirement-visa deposit by half in September 2025, to $15,000 for a retiree aged 50 or older with a pension, and a deposit turned into a condo needs the Retirement Authority's approval to sell.
The video version: 7 Countries Americans Regret Retiring To in 2026 (And Why They Quietly Come Home)

Americans who move back from a retirement abroad rarely do it because rent went up a few percent. Across the seven countries in our video, what broke the plan was a specific rule, price or requirement that was fine in year one and different by year three, usually written into a law or regulation nobody was reading the year they decided to move. None of these countries is a mistake. Each one still works for someone, and each has a workaround once you know which rule to check. Below, country by country: what changed, the current number, and the fix.

Portugal: the tax break closed, and the income bar keeps rising

For years, the case for Portugal rested on one program: the Non-Habitual Resident regime (NHR), which taxed foreign pensions at a flat rate instead of the regular brackets. NHR closed to new applicants on January 1, 2024; people who already qualified by the end of 2023 kept it under transition rules. Its replacement, IFICI, gives a 20% rate only on qualifying employment and business income from specific activities, and it expressly excludes foreign pension income. A retiree moving today on Social Security and IRA withdrawals gets no special rate.

That income falls under Portugal's regular progressive tax instead. In 2026 the rates start at 12.5% on the first €8,342 of taxable income and reach 48% above €86,634, with a solidarity surcharge of 2.5% on income from €80,000 to €250,000 and 5% above that. The top rate is real, but it only touches taxable income above €86,634.

The second number that moves is the D7 visa's income test. Portugal pegs it to the national minimum wage: 100% of it for the first adult, 50% for each additional adult and 30% per child. The minimum wage is €920 a month in 2026, so a couple needs €1,380. Under the government's 2024 agreement with employers and unions, it is planned to reach €970 in 2027 and €1,020 in 2028, and the income you have to show rises with it whether your income does or not. Our Portugal D7 visa guide has the thresholds by household.

Costa Rica: the Caja bill covers two funds, not one

Costa Rica sells itself on pura vida and a public health system, the Caja (CCSS), that residents can join. What a lot of relocation content still misses is a Caja regulation published in September 2021 and in force since March 2022: legal foreign residents who do not work in Costa Rica, including pensionados, rentistas and investors, must enroll in and pay into both Caja funds, health insurance (SEM) and the pension fund (IVM, for disability, old age and death).

The bill is a percentage of your declared income, in steps. On the 2026 scale the combined rate runs from 7.05% in the lowest bracket to 19.11% above about ₡2.24 million a month (roughly $4,900). Income is converted to colones at the central bank's official rate, about ₡450 to ₡456 per dollar in late September 2026, so $3,000 a month lands in the 13.77% bracket: about $413 a month. A colón weaker than about ₡497 per dollar would push the same $3,000 into the 16% bracket.

It is not optional, and it is not temporary. Being current on Caja payments ("Seguro CCSS al día") is on the checklist to renew a residency card (DIMEX), and pensionado residence renews in two-year periods. In March 2024 a legislative committee issued a negative report on a bill that would have made Caja enrollment optional for pensionados, rentistas and investors, and the bill is listed as rejected.

Thailand: the insurance rule that gets harder with age

Thailand's long-stay retirement visa, the Non-Immigrant O-A, requires health insurance with a total sum insured of at least 3,000,000 baht (US$100,000) per policy year. That is easy to buy at 58. The catch is the renewals. Many Thai domestic health plans stop taking new applicants somewhere between about 60 and 70, and premiums climb with age: one visa plan's published price rises about 50% from its 61 to 70 age band to its 71 to 80 band. Plans written for the visa accept new applicants up to 80, but the insurance line in your budget grows every year you renew, for age alone.

The money test tightens after arrival too. For a retirement extension, the 800,000 baht deposit has to sit in a Thai bank for 2 months before the first application and 3 months before each renewal. After approval it must stay at 800,000 baht for 3 more months and never drop below 400,000.

Mexico: the currency moved the other way

Most people researching Mexico worry that the peso will crash. What actually squeezed retirees was the opposite. The peso averaged about 20.1 per dollar in 2022, strengthened to 16.33 in April 2024, its strongest since 2015, weakened to 20.86 by the end of 2024, then strengthened again to 18.01 by the end of 2025. In late September 2026 it is around 17.7.

On a fixed dollar income, a stronger peso means every peso-priced bill (rent, groceries, a doctor's visit) costs more in dollars even though nothing in Mexico changed. A budget built at 20 pesos to the dollar gets about 11.5% fewer pesos at 17.7. Social Security, a pension and IRA withdrawals all get converted the same way.

Ecuador: the safety numbers moved, the headline label did not

Ecuador built its retirement reputation as calm, cheap and dollarized: it has used the US dollar as its currency since 2000. The calm part did not hold. The national homicide rate was 5.83 per 100,000 people in 2018. In 2025 it reached 50.9 per 100,000, a record and nearly nine times the 2018 level. In a 2022 Gallup survey, only 35% of Ecuadorians said they felt safe walking alone at night, down from 52% five years earlier.

The US State Department's overall advisory for Ecuador is Level 2, Exercise Increased Caution, as reissued in October 2025. Underneath that label are Level 4 (Do Not Travel) zones in parts of Guayaquil, Durán, El Oro, Los Ríos and Esmeraldas, and Level 3 across the rest of those provinces plus Manabí, Santa Elena, Santo Domingo and Sucumbíos. Read only the headline level and you miss most of the story.

Location inside the country matters enormously. The highland city of Cuenca, a longtime expat hub, recorded 3.44 homicides per 100,000 in 2025, about 15 times lower than the national rate. It is not immune: Cuenca went from 3 homicides in January to May 2025 to 18 in the same months of 2026, per Interior Ministry data. Treat it as a number to recheck every year, not a settled fact.

The Philippines: the deposit went up, and a condo can get stuck

The Philippines' retirement visa, the Special Resident Retiree's Visa (SRRV), is built around a deposit you leave in the country. On September 1, 2025, the Philippine Retirement Authority raised it for new applicants: $15,000 for a retiree aged 50 or older with a pension (it was $10,000) and $30,000 without one (it was $20,000). A new bracket for ages 40 to 49 requires $25,000 with a pension or $50,000 without, and the application fee went from $1,400 to $1,500. People who already hold the visa keep their original terms.

The trap is what happens when you put that deposit to work. A common piece of advice is to turn it into a condo instead of leaving it in a bank. You can: 30 days after the visa is issued, the deposit can go toward a condominium worth at least $50,000. But the unit's title then carries an annotation that any sale, transfer or encumbrance is subject to the Retirement Authority's approval. If you later want to downsize, move, or free up the cash, you cannot sell like an ordinary owner.

Spain: the day count that became law

Spain's Non-Lucrative Visa, the route most American retirees use, asks for private health insurance from an insurer authorized in Spain with no deductible, no copayment, no waiting period and no coverage limit. That part is exactly as strict as advertised, and it is spelled out on Spain's consulate pages.

The rule that catches people is newer. In 2023, Spain's Supreme Court annulled the old regulation's rule that ended a residence permit automatically after six months away. The regulation that replaced it, Royal Decree 1155/2024, in force since May 20, 2025, now states the requirement for this permit directly: renewing a non-lucrative residence requires having actually lived in Spain for more than 183 days of the calendar year (Article 64.2.f). It is still in the official consolidated text as of September 2026.

183 days is also the line for tax. Under Spain's income tax law, spending more than 183 days in the country in a calendar year makes you a Spanish tax resident, taxed on your worldwide income; so can having your main economic interests, or your spouse and minor children, in Spain. Meet the visa's day count and you have met the tax-residency test too.

What to check before you sign anything

Seven countries, seven rules that were fine in year one and different by year three. The common thread is not cost of living. It is a rule you can look up before you move, if you know to look. The checklist that comes out of all seven:

  • Tax: which of your income types (Social Security, pension, IRA withdrawals) the country taxes, at this year's rates, and what the US tax treaty says about each.
  • Visa: whether the income bar is pegged to something that rises, and what renewal requires: days in the country, insurance, a deposit.
  • Health: whether coverage is priced by your income or by your age, and what happens to it at 70 and at 75.
  • Currency: whether your budget uses today's exchange rate or one from the video that sold you on the move.
  • Safety: the current advisory map for the specific city, not the country's headline level.
  • Money you leave in the country: whether it comes back as cash, and how long that takes.

If you want to see which of these matter for your own situation, the free Country Match quiz is the place to start.

Country numbers: Retire in Portugal, Retire in Costa Rica, Retire in Mexico, Retire in Ecuador, Retire in Spain

Your next step

Seven questions about your budget, health and family. Free, about a minute.

Find my best-fit country

Frequently asked questions

Why do Americans move back after retiring abroad?

In the seven countries covered here, the common thread is a rule that changed after the move, not the cost of living: a closed tax break in Portugal, a two-fund Caja contribution in Costa Rica, age-priced insurance in Thailand, a stronger peso in Mexico, rising violence in Ecuador, a larger deposit in the Philippines and a 183-day rule in Spain.

Is Portugal's NHR tax regime still available?

Not to new applicants since January 1, 2024. Its replacement, IFICI, applies a 20% rate only to qualifying employment and business income and excludes foreign pension income, so Social Security and IRA withdrawals are taxed at the regular progressive rates, 12.5% to 48% in 2026.

How much does Costa Rica's Caja cost a retiree?

It is a percentage of declared income that pays into both the health and pension funds. On the 2026 scale the combined rate runs from 7.05% to 19.11%; on $3,000 a month at late-September 2026 exchange rates it is 13.77%, about $413 a month. It is priced by income, not age.

Can you retire in Thailand without health insurance?

Not on the O-A visa, which requires coverage of at least 3,000,000 baht (US$100,000) per policy year. The Thai consulate's checklist for the Non-Immigrant O for retirement has no insurance item, and in-country retirement extensions on a Non-O need none.

Is Cuenca, Ecuador safe for retirees?

Much safer than the country as a whole: 3.44 homicides per 100,000 in 2025, against a national 50.9. But Cuenca went from 3 homicides in January to May 2025 to 18 in the same months of 2026, so recheck the numbers every year.

Do you have to live in Spain 183 days a year on a Non-Lucrative Visa?

To renew it, yes. Royal Decree 1155/2024, in force since May 20, 2025, requires having lived in Spain for more than 183 days of the calendar year. More than 183 days in Spain also makes you a Spanish tax resident, taxed on worldwide income.

Sources

  1. PwC Worldwide Tax Summaries, Portugal: other tax credits and incentives
  2. PwC Worldwide Tax Summaries, Portugal: taxes on personal income
  3. Portugal's 2026 State Budget law, official text (Parliament)
  4. Portugal visa portal, means of subsistence (meios de subsistência)
  5. DGERT (Portugal labour ministry), minimum monthly wage for 2026
  6. Government of Portugal, new social concertation agreement signed with social partners (2024)
  7. Portal das Finanças, Código do IRS article 69 (joint taxation, income splitting)
  8. IRS, US-Portugal income tax treaty (1994)
  9. SCIJ (Costa Rica legal database), Reglamento de Aseguramiento Voluntario y Aseguramiento de Migrantes
  10. Costa Rica Immigration, new Caja rates for residents who sign up after March 2022 (source of the $563 example)
  11. CRHoy, CCSS contribution rates for independent and voluntary contributors in 2026 (May 2026)
  12. Abogado Tributario, 2026 CCSS brackets in colones
  13. Zurcher Odio & Raven, the Caja series: how to calculate your Caja fee
  14. La Nación, colón-dollar exchange rate (September 2026)
  15. Banco de Costa Rica, DIMEX renewal requirements
  16. Fragomen, Costa Rica retirement visa (pensionado)
  17. Delfino, bill 23.494 on optional Caja enrollment for pensionados, rentistas and investors
  18. Royal Thai Consulate-General Los Angeles, Non-Immigrant O (retirement)
  19. Royal Thai Consulate-General Los Angeles, Non-Immigrant O-A (long stay)
  20. The Thaiger, why expat health insurance in Thailand may not cover you after 65 (June 2026)
  21. Chubb Thailand, long-stay visa health insurance
  22. Siam Legal, Thailand retirement visa
  23. Thai Law Online, extension of stay based on retirement
  24. FRED, Mexican pesos to one US dollar, daily (DEXMXUS)
  25. FRED, Mexican pesos to one US dollar, annual (AEXMXUS)
  26. 24/7 Wall St., retiring to Mexico on Social Security only (May 2026)
  27. Banco Central del Ecuador, La dolarización en el Ecuador: un año después (2001)
  28. World Bank, intentional homicides per 100,000 people, Ecuador (UNODC data)
  29. InSight Crime, 2025 homicide round-up (March 2026)
  30. Primicias, Ecuador homicides in 2025 (Interior Ministry data, January 2026)
  31. Gallup, Ecuador now the most dangerous country in Latin America (January 2023)
  32. US State Department, Ecuador travel advisory
  33. US State Department, travel advisories feed (current levels)
  34. Primicias, Cuenca violent deaths in the first quarter of 2026 (April 2026)
  35. Primicias, violent deaths by canton, January to May 2026 (June 2026)
  36. IESS, voluntary affiliation: contributions and benefits
  37. IESS, voluntary affiliation FAQ
  38. Corral Rosales, Acuerdo Ministerial MDT-2025-195: 2026 basic wage
  39. ACCRALAW, updates on the Philippines retirement visa program (October 2025)
  40. Philippine Retirement Authority, SRRV options and requirements
  41. Philippine Retirement Authority, SRRV page as archived in July 2025 (previous deposit amounts)
  42. Philippine Retirement Authority, checklist for converting the deposit to a condominium unit
  43. Philippine Retirement Authority, deposit interest rates (May 2026)
  44. Philippine Retirement Authority, SRRV cancellation checklist (July 2025)
  45. Consulate General of Spain in Los Angeles, non-lucrative residence visa
  46. BOE, Real Decreto 1155/2024 (consolidated text)
  47. Poder Judicial, Supreme Court annuls the six-month absence rule in the old immigration regulation (2023)
  48. BOE, Ley 35/2006 on personal income tax (consolidated text)
  49. IRS, US-Spain income tax treaty (1990)
  50. Agencia Tributaria, income from the United States (residents)

General information only, not financial, tax, legal or immigration advice. Figures were checked against the sources above as of September 2026; rules and prices change, so verify them before you rely on them. How we source and date numbers: methodology.

Can You Collect Social Security If You Move Abroad?Can You Retire in Mexico on Social Security Alone?Portugal D7 Visa Requirements in 2026Philippines vs Vietnam Retirement: Which One Actually Wins?