It's been ages since I last visited Havana. Your post makes me yearn to go. I love the architecture, history, cars, and culture, and it would be an amazing experience to go coffee shop hopping there. :)
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In Old Havana there are many cafés in places like these, surrounded by colonial architecture, or nestled within buildings and interior courtyards of colonial homes. I'm sure that if you decide to come again, you'll really enjoy it.