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Most weather is via the SSB, and the most popular forecaster for the Caribbean is Chris Parker who does an SSB net at 7 different times on different frequencies each morning. You can listen to him fr free, or you can pay $300/year (there are lesser packages) and talk to him over the radio about your routing. We've been using him and he's invaluable. More information is here - Carib WX - Caribbean Weather Information.
I would not cruise the Caribbean without an SSB. Most nets, except ones immediately local to the harbor or island you're on, are going to be on the SSB. Also, from an emergency perspective, you do not have the USCG listening on the VHF in the Caribbean like you do in the US. You need the SSB to make emergency calls. I would definitely put it on my list of must-haves for cruising. Sorry.
I would not cruise the Caribbean without an SSB. Most nets, except ones immediately local to the harbor or island you're on, are going to be on the SSB. Also, from an emergency perspective, you do not have the USCG listening on the VHF in the Caribbean like you do in the US. You need the SSB to make emergency calls. I would definitely put it on my list of must-haves for cruising. Sorry.