Havana
Cuba
Santo Domingo
Dominican Republic
Havana
Santo Domingo
💰 Budget
🛡️ Safety
Havana
Cuba is generally one of the safest countries in Latin America. Violent crime against tourists is extremely rare. The main annoyances are persistent jineteros (hustlers) offering everything from cigars to restaurant recommendations on commission.
Santo Domingo
Santo Domingo requires more street awareness than typical Caribbean resort destinations. The Zona Colonial and upscale neighborhoods (Piantini, Naco, Gazcue) are relatively safe during the day. Petty crime (pickpocketing, phone snatching) is common. Motorcycle-borne snatch theft is a real issue. Avoid walking alone at night outside tourist areas.
⭐ Ratings
🌤️ Weather
Havana
Havana has a tropical climate with a dry season (November-April) and a wet season (May-October). Temperatures are warm year-round. Hurricane season runs from June to November, with September and October being the highest-risk months.
Santo Domingo
Santo Domingo has a tropical maritime climate with warm temperatures year-round. There are two rainy periods: May-June and September-November. Hurricane season runs June through November, with peak risk in August-October. The "dry" season (December-April) still sees occasional showers but is significantly drier.
🚇 Getting Around
Havana
Havana's transport is a fascinating mix of vintage American cars, Chinese buses, coconut-shaped taxis, and horse-drawn carts. There's no ride-hailing app that works reliably. Getting around requires a mix of walking, negotiating with taxi drivers, and patience.
Walkability: Old Havana, Centro Habana, and the Malecon are all walkable, though sidewalks are uneven and sometimes missing. The 3-4 km walk from Habana Vieja to Vedado along the Malecon is one of the great urban walks. Beyond central areas, distances become too large for walking.
Santo Domingo
Santo Domingo has the Caribbean's only metro system, plus an extensive (if chaotic) public bus and guagua (minibus) network. Uber is the recommended transport for tourists — affordable, safe, and avoids language barriers. Traffic congestion is severe during rush hours.
Walkability: The Zona Colonial is compact and walkable — all major colonial sites are within a 20-minute walk of each other. Sidewalks in the rest of the city are inconsistent, traffic is aggressive, and distances are large. Walking along the Malecon is pleasant but the heat makes long walks uncomfortable. Use Metro or Uber for anything outside the Zona Colonial.
The Verdict
Choose Havana if...
you want a time-warp to 1959 — vintage Chevys on the Malecón, Old Havana plazas, rum mojitos, son cubano clubs, and crumbling colonial grandeur
Choose Santo Domingo if...
you want the Americas' oldest colonial capital — Zona Colonial, Alcázar de Colón, Catedral Primada, Plaza de España, and merengue in Parque Colón
Santo Domingo