Top Cities
Castillo San Felipe del Morro, Old San Juan, Puerto Rico. Photo via Wikimedia Commons.
The Caribbean's cities are where the region's history lives: 500-year-old San Juan, cinematic Havana, reggae's Kingston, the oldest European city in the Americas. Eight have full guides here.
Beyond them, the towns locals love: the surf towns, the fishing villages, the mountain escapes. They are quieter, cheaper, and often the best part of the trip.
