cuba
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Varadero is nice, not very Cuban (could be anywhere really) but a good place to sit round getting pissed and soaking up the sunshine. Stayed there for a week last summer before moving on to Havana.
There's a really good flea market on the Malecon, near the Melia Cohiba hotel. Spent an afternoon there checking out packs of old b&w photos of the pre-revolution days. It's also pretty good for old books and has stacks of the usual tourist tat on offer.
The Partagas cigar factory in Havana is worth a visit, total step back in time, just a shame you can't take photos in there.
Eat at the restaurant on the top floor of the Hotel Sevilla, it's not cheap (for Cuba) but the views are worth it, also you can use the swimming pool for free, you're not supposed to but it don't seem to be a problem when we were there.
We always felt pretty secure in Havana, just don't walk round flashing wads of cash and expensive electronics.