Where to stay: San Juan is home to Puerto Rico's best nightlife and tourist attractions. The El San Juan Hilton (seen here), a hotel on the beach with reasonable rates, also has a casino and private pool cabanas for rent.
Where to party: Hit El San Juan Hotel's Club Brava, a local favorite with Top 40 tunes and bottle service available. For more of a laid-back, downtown vibe, try the Nuyorican Café, which features poetry, drinks, and live music.
What to pack: Beachwear and sunscreen, of course. And in addition to your best looks for a Caribbean night out: mosquito repellent! The bugs come out in strong numbers in Puerto Rico, so stay protected.
When to go: Late Spring or early Summer, before all the tourists descend for Summer and rainy season begins.