Been in and around San Juan now for nearly 3 months. I have to warn all of you that these are the worst drivers I have ever seen. I am from a large city and have rented cars all over the states, and even in England (where they drive on the wrong side o the road LOL) and these people (especially women) have no regard for right of way, traffic signals nor, rules of the road.
Courtesy is a four letter word and the roads are terrible, even though there is no winter. The Tren Urbano is clean and generally pleasant but buses do not conform to any schedule and simple things like a route map are unheard of here.
They tack on a huge import tax to new cars that wear out twice as fast here so, I recommend an older American car with size and simplicity. Thankfully, those kind are no higher in price than in the states and the convention is that dealers must give some kind of warranty (a nice difference here).
Also, all cars have basic govt. insurance (so I am told but have not yet had to use it) that goes with the car; unlike the states where many bad drivers have none. Think twice about renting a car for a visit but, if you do, buying the waiver is probably a good idea.
If you decide to move here, I am finding a generally receptive native population that really likes it when I speak Spanish (however slowly).