Pickpocketing is fairly common in Cuba, so it is a good idea not to carry more than 100 USD. That should be more than enough to cover your meals, drinks, an overnight stay in a casa particular or a hotel, tips, small souvenirs, as well as tours and entrance fees.
It's more than just having a good time or visiting beautiful places (although that's absolutely a part of it!), it's about being part of a unique experience that stays with you.
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