Some people asked about security. Ruth and I never felt threatened or in danger at any moment during the trip (Chris felt in danger of getting killed by Ruth several times, but that’s a different story altogether). There is virtually no crime in Cuba, since there is nothing to steal in the first place (sad but true).
You probably want to take the usually precautions in the touristy places. Pick pocketing is certainly where there is tourism. You also don’t want to tempt hotel staff by leaving any valuables in plain sight. Every place we stayed had in-room safes where we could lock our cameras, passports, etc. And you don’t want to bring your designer jeans to Cuba. If somethings gets lost or stolen, keep in mind: it’s not gone - someone else is using it now.
While crime is not a security risk, the streets and potholes are (seriously). You don’t want to drive at night, because a) you already get lost during day time b) the potholes are everywhere. Christof got carpal tunnel syndrome from driving and steering all the time (no kidding). We can not imaging anyone would want to drive there in the dark.