Meet your guide at Plaza Colon which is located at the entrance of Old San Juan. Admire the iconic marble pillar where a statue of Christopher Colombus stands. Stroll along Paseo de La Princesa, taking in the stunning views of the bay and old city wall as you walk.  Reenter the city through the San Juan Gate, which was the main entrance to the city during the Spanish colonial era. See the beautiful historical buildings such as El Convento Hotel and the San Juan Cathedral, the largest cathedral on the island, before arriving at La Capilla del Cristo, where you will hear the story of the local legend this chapel was built to memorialize. Finish your tour with a stroll along the blue cobblestone street that leads to the Plaza del Quinto Centenario to experience the old world charm the city is famous for. Feel free to ask your guide for recommendations on the best dining and shopping options in the city.