Havana vs Santo Domingo
Santo Domingo comes out ahead overall, winning 2 of 7 criteria.
Summary
Santo Domingo edges out Havana overall (5.7 vs 5.6), but the margin is thin enough that a single strong priority โ like internet & connectivity โ could reasonably flip your personal decision the other way.
Quick answers
Safety: Havana (6/10 vs 5/10).
Climate: Havana (8/10 vs 7/10).
Overall, Santo Domingo scores higher (5.7/10 vs 5.6/10) across all seven criteria combined.
Cost of living: Havana and Santo Domingo tie on this (7/10 each).
Havana โ Havana scores higher once we weight toward households with kids prioritizing safety, healthcare and clean air (5.7 vs 5.5 for Havana vs Santo Domingo), driven largely by safety.
Santo Domingo โ Santo Domingo scores higher once we weight toward remote workers who need fast internet and an affordable, pleasant base (5.8 vs 6.1 for Havana vs Santo Domingo), driven largely by cost of living.
Where each city wins
- +Safety: slightly better than Santo Domingo (6.0 vs 5.0)
- +Climate: slightly better than Santo Domingo (8.0 vs 7.0)
- +Healthcare: slightly better than Santo Domingo (6.0 vs 5.0)
- +Internet & connectivity: far better than Havana (7.0 vs 4.0)
- +Public transport: slightly better than Havana (4.0 vs 3.0)
Which city fits your profile?
Santo Domingo scores higher once we weight toward remote workers who need fast internet and an affordable, pleasant base (5.8 vs 6.1 for Havana vs Santo Domingo), driven largely by cost of living.
Havana and Santo Domingo score within a rounding error of each other for independent workers balancing cost of living against healthcare access, so this comparison won't settle it either way.
Havana scores higher once we weight toward households with kids prioritizing safety, healthcare and clean air (5.7 vs 5.5 for Havana vs Santo Domingo), driven largely by safety.
Havana and Santo Domingo score within a rounding error of each other for movers for whom affordability outweighs every other factor, so this comparison won't settle it either way.
Havana scores higher once we weight toward people relocating somewhere unfamiliar who weigh personal safety above all (5.7 vs 5.3 for Havana vs Santo Domingo), driven largely by safety.
Havana scores higher once we weight toward retirees prioritizing healthcare, climate and a calm environment over nightlife or internet speed (6.0 vs 5.7 for Havana vs Santo Domingo), driven largely by climate.
Santo Domingo scores higher once we weight toward students who need affordability, transit and a lively social scene (5.5 vs 5.8 for Havana vs Santo Domingo), driven largely by cost of living.
Havana and Santo Domingo score within a rounding error of each other for expatriates relocating for work who lean on safety, healthcare and internet to stay settled and connected, so this comparison won't settle it either way.
Santo Domingo scores higher once we weight toward founders and small business owners who need reliable connectivity and a livable base without big-city costs (5.5 vs 6.0 for Havana vs Santo Domingo), driven largely by internet & connectivity.
Santo Domingo scores higher once we weight toward early-career movers who want nightlife and transit within budget, without yet prioritizing healthcare or climate (5.3 vs 5.8 for Havana vs Santo Domingo), driven largely by cost of living.
Which city should you choose?
Pick Havana if you're a young family, safety-first mover, or retiree โ Pick Santo Domingo instead if you're more of a digital nomad, student, or entrepreneur.