Ponce

While Old San Juan offers a lot of charm and history, it’s also overrun with tourists. Instead, head to the south of the island to Ponce, the second largest city in Puerto Rico – it’s absolutely brimming with culture! Known by locals as La Perla del Sur (Pearl of the South), Ponce was founded in 1692, and its historic roots are evident in its architecture and vibe. Stroll through the streets and take in the neoclassical buildings, decorative colonial homes, fountains, churches, and plazas. And don’t miss the Parque de Bombas, a red and black wooden firehouse constructed in 1882 and still in use today. Ponce is filled with libraries, museums, galleries, parks, and historical buildings. It also hosts many festivals and cultural events, such as Carnival de Ponce in February. Ponce is home to one of the busiest ports in the Caribbean, a spot that exports tobacco, coffee, rum, and sugar cane. Visit the Castillo Serralles (The Serralles Castle) built by the very powerful rum-producing family, the Serralles Family, best known for their delicious Don Q rum. For a cultural deep dive, take an entire day to wander along La Guancha Boardwalk, which boasts breathtaking views of the bay, along with delicious Puerto Rican food and live music. As the locals say: Ponce is Ponce, and the rest is parking.