If you can speak Spanish then you’ll be fine sorting things on your own, if not you may struggle as not a lot of English is spoken as it was illegal to learn until a relatively short time ago.
Lots of B&B’s, (casa particular), wherever you go.
Fantastic country to visit and actually learn about the truth and not the American propaganda version!
I recommend a visit to the Buena Vista Social Club, (café Taberna), in Havana for some old school top entertainment.
There’s a great market down in the old Havana railway station to buy souvenirs, paintings, leather goods, trinket boxes and puzzles.
We loved the island, but the food got a bit boring as basically the same with just a choice of meat really.