Stay in Old San Juan. Start your first day with an exquisite cup of Puerto Rican coffee at Finca Cialitos. Explore the historical sights of the colonial quarter and catch the sunset from an old wall. Wander till you find the perfect eatery before heading to Nuyorican Café for salsa music. Hit Isla Verde on day two for some beach time and then consider Ocean Park for dinner.
Go on a museum crawl around Old San Juan, starting with the must-see Museo de las Américas. Be sure to throw in a visit by ferry to the other side of the bay, either for more museum hopping in Bayamón or to explore Isla de Cabras in Cataño. Join an ecotour company for a daytime tour of El Yunque. By night, prowl the nightclubs of the big hotels in Condado and Isla Verde and try not to lose your savings in a glitzy resort casino.
Explore Santurce’s museums and galleries, starting with the world-class Museo de Arte de Puerto Rico. Afterwards, wander the neighborhood, checking out the spectacular street art. Join local hipsters for dinner from one of the Santurce Food Trucks. Afterwards, head to La Placita de Santurce for drinks and dancing under the stars. Rent a bike and cycle to Piñones, taking time to explore the wild beaches and stopping to enjoy a meal and a mojito at El Nuevo Acuario. Round it up at Balneario Escambrón by frolicking in the surf or snorkeling to the marine park just in front.