Because of the dual currency system in operation in Cuba, going out to the usual tourist haunts in La Habana Vieja can get really repetitive and they aren't the place to meet locals, simply because they don't earn pesos convertibles and therefore can't generally socialise in these places. Instead I'd recommend the malecon (the seafront promenade in La Habana) to anybody looking for an authentically Cuban experience. Get down there before sunset (which is spectacular in itself) with a bottle of rum and some friends, and watch the place take off on a Saturday night. The atmosphere is electric, there's music everywhere and you're guaranteed to meet some characters!! Not only is it a cheap way to socialise, but you won't be surrounded by tourists.
Along the seafront, La Habana.
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