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San Juan is the place to be when it comes to nightlife in Puerto Rico — the city is filled with casinos, hotel bars and plenty of trendy hotspots. The cities ritziest district, Condado, is the best area to spend your night. Along Ashford Avenue, you’ll find a wide range of bars. If you can’t get enough of the beach, head to Oceano. The hip locale doubles as a bar and restaurant, hosting plenty of events. Though it just opened in 2011, Oceano is wildly popular with its sexy oceanfront setting. Nearby, you’ll find El Barril and Bar Gitano, which are sister venues that are very popular among locals. A long-standing favorite is the Lobby Bar at La Concha hotel.
You can also find casinos at many of the hotels in San Juan. From The Ritz-Carlton, San Juan to La Concha, there is an array of opportunities for those who want to roll the dice. (Just keep in mind that the gambling age in Puerto Rico is 18.)