First, don't drive at night. Second, Don't drive at night.
Oh, and no matter how tempted you are, DO NOT DRIVE AT NIGHT.
Many of the bridges have no sides, it's very easy to go over the edge, trees can be down in the roads, and if you get a flat tire or other break down after dark you won't find anyone to service it, and no gas stations will be open.
Beyond that, get a good map. If you're at the HDR, go down 7th street and there's a book store called 7th Street Books, they sell a lot of english stuff, and they have a number of good maps.
Don't rely on GPS. Make sure to keep an eye out for signs, you can drive for 30 miles and the signs will still say 90km to your destination. So don't rely on them for distance, just for directions. And they can be almost hidden so be careful.
Cross at the new Bridge of Nicoya. That's a good solid road. Don't drive around the gulf, you'll just waste time and possibly hit an impassable road.
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