Best Weekend Getaways From Miami 2026: International Edition

Miami is the best-positioned city in America for international weekend trips. The Caribbean and Latin America are closer than most US domestic destinations.

Under 2 Hours

Nassau, Bahamas (50 min) Crystal water, conch fritters, fish fry on the beach. $100-200 RT flights. Day trip possible.

Havana, Cuba (1 hour) If regulations allow: classic cars, Malecón sunsets, rum, and the most fascinating city in the Caribbean. Check current US-Cuba travel rules.

2-3 Hours

Santo Domingo, DR (2.5 hours) Oldest city in the Americas. $150-250 RT. A weekend here changes your perspective on the Caribbean. Zona Colonial Friday night is unforgettable.

San Juan, Puerto Rico (2.5 hours) No passport needed. Old San Juan, El Yunque, La Placita. $100-200 RT.

Cartagena, Colombia (3 hours) Colonial Walled City, Caribbean coast, incredible food. $200-350 RT. Friday evening flight → Sunday night return = perfect weekend.

3-4 Hours

Medellín, Colombia (3.5 hours) Spring weather, amazing food, nightlife that doesn't quit. $200-350 RT. Thursday night → Sunday = ideal.

Bogotá, Colombia (4 hours) Museums, food scene, nightlife in Chapinero. $250-400 RT.

Mexico City (3.5 hours) Tacos, museums, mezcal. Direct flights. $200-350 RT.

The Weekend Formula

• Friday: Evening flight after work. Arrive by midnight
• Saturday: Full day exploring with a Local Friend
• Sunday: Morning activity, afternoon flight home

A Local Friend maximizes your 48 hours — no wasted time figuring out where to go or what to eat.

Browse Local Friends in Caribbean and Latin American cities on Roavi. Turn any weekend into an international adventure.