Nudging the emerald Escambray mountains, Trinidad is a UNESCO World Heritage Site and one of Cuba’s most charming towns. So perfectly preserved are the quaint colonial buildings, the entire town feels as though it’s trapped in a time warp from the 18th century. Stroll the winding cobbled streets here to discover a trove of architectural treasures, from colorful colonial mansions to historic churches and pastel-painted bell towers with panoramic views. Most of the buildings span the 17th to 19th centuries when the town prospered from the sugar and slave trades.
Trinidad is also a great base for day trips to the mountains and the sea. From here, sightseers can hike to waterfalls in the Sierra del Escambray; bike to the pretty Playa Ancon, a palapa-studded beach; or venture into the Valle de Los Ingenios, yet another World Heritage-listed gem.