Hello Morbidchicken (helluva handle there, buddy.... LOL)
Aside from hotel recommendations, let me add my dos colones' worth. Understand this: Not only am I fat and middle-aged, but I am also blind. Really. White cane and all. Do I feel safe in San Jose? 99% of the time, yes, but you need to be aware that there are dangers.
Much has been written here about security, but I think I can distill it down to a few points:
1. Like many urban centers in developing countries, crime seems to be increasing. Five years ago it was pickpockets, purse snatchers and the odd smash-and-grab, but very little violence. Then, things began to change. A number of veteran travelers were robbed; in some cases, guns were involved, in another, a choke hold that nearly destroyed a brother's larynx. A couple were knock-downs, with numerous witnesses present, none of whom chose to get involved. Therefore, you need to exercise big-city street smarts at all times.
a.) Be aware of your surroundings.
b.) Stay more or less sober. Drunks make easy targets.
c.) Avoid areas where violence has been reported.
2. At night, take metered, licensed taxis. You can tell which ones are "legal," because they are painted red, have a dome sign on the roof, and most importantly display a yellow triangle decal showing the cab's license number. If you must walk around at night, do so with a group of wingmen. Do not on your first trip venture out into the darkness alone.
3. Never (underline "never") wear flashy jewelry, an expensive watch or designer sunglasses. Don't carry more cash than you'll need for your evening out, usually under $20.00 for drinks, food and taxis. Keep the chica's salary locked in your in-room safe until the end of the session when you pay her.
4. Familiarize yourself with the layout of Gringo Gulch (the downtown area where 75% of the prostitution-oriented businesses are located). The V.I.P. members map will be a huge help here.
5. Do not carry your original passport. An agreement reached between the U.S. and Costa Rican governments allows you to carry a photocopy of your passport I.D. page and entry stamp. Back this up with the boarding pass stub from your flight into C.R. If the police demand the original passport, politely inform them that the original passport is safely locked away at your hotel and invite them to accompany you to your hotel so you can produce the official document. A U.S. passport is worth hundreds, maybe thousands of dollars on the black market and is in fact, the most valuable thing you'll bring into the country with you.
6. Know the emergency phone numbers for San Jose. BTW, 9-1-1 works similarly in C.R. as in the U.S.
7. Finally and perhaps most importantly, hook up with a wingman or two. Most veteran travelers actually really enjoy helping new guys find their way around. Pacifica55 is only one such resource; hang out at the SL bar around 5:30 - 6:30 p.m. and you'll find several guys, but also during breakfast at the Amistad or Castillo. My trips are made safer and more convenient, simply by the friendship of other guys.
Don't be afraid to make this trip. While C.R. was neither my first mongering trip nor my first foray outside the U.S., it was by far the most tense and scary...until I hooked up with a few of these good guys. Then, I had the time of my life. I will be in country August 24 through September 9, and if you're down there when I am, introduce yourself. I'd be happy to help any way I can.
So, put your fear in a dresser drawer, grab your passport and CRT V.I.P. card and come on down!
