My take on the HAM issue down south:
When's the last time you were pulled over by a local, county, or state cop and when he/she saw your hand mic, were asked to show your FCC license? I would venture a guess never. That's because a huge number of cops have no clue--just like the vast majority of Americans in general don't--what HAM is or that there's even a licensing process or that you're supposed to keep a copy in your truck.
Having driven through more Mexican checkpoints than I can count, and having had my truck searched by military and police multiple times, no one ever asked about the mics, radios, or antennas hanging all over my truck. And everything was right there in the open.
One time last month, I was asked about "the other guy in the white truck like this," by one of the military guys at a checkpoint. I proceeded to immediately key up the 146.460 for dgurley2000, who I found out was a few miles ahead of me. (I didn't know he was quite that close to us at the time.) We all three had a good laugh about the confusion. Of course, this transmission took place right in front of the soldier, who never asked about my radio or anything.
The chances of a Mexican cop or soldier knowing that you're supposed to have a reciprocal permit for that 2m radio is incredibly slim, just like it would be for your local cop to know that.
Now, all that said, if you have the time to get the appropriate permits, I say do it. Right is right. Plan on it taking up to 8 weeks. Here are the links to help with these details:
Mexico
Guatemala
Belize is pretty convoluted:
The process to get a Belize Radio License has changed. You now need to apply in person or by mail to the Public Utilities Commission. Talk to a Mr. Kingsley Smith. You can email him at puctelcom at btl.net He is the manager of Telecommunications.. The whole process should take you about 1 month provided you send all that is required.. 2 sets of the following: copy of license, copy of passport. I belive I also had to send a couple passport photos. Also a $20 USD international money order. Don't forget to ask for a import license on your radio equipment.. They need all serial nubers of equipment you are bringing into the country.
Thanks to dgurley2000 for this great info.
For me, though, I carry the FCC original, two copies, and a little spare cash in case there's a "special occasion" when my hunch is wrong and I meet that one cop who knows.
I'd say that the chance of going to jail for this, though, is incredibly, incredibly slim.