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I went to Belize in October and had a really good time. It was a trip with business mixed with pleasure, hanging out with friends. Since it was the off-season, we were definitely approached many times by locals who were doing their best to scrape by financially.
One night we went to a bar in San Pedro, Ambergris Caye and there were 4 drug dealers and 5 prostitutes and only about 10 other people there AND it was the only place that had any live music that night.
The caye was dead. I would totally go back to the bar. But, this is more a warning for those who want to go during the off-season that you may feel more at ease during the in-season, Nov-April. It didn't bother me much, but just relaying my experiences.
Caye Caulker - That place was much more relaxed in my opinion than Ambergris. I would visit both personally and the water taxi can allow you to do that even for a day trip either direction.