WI: Puerto Rican Independence Through Venezuelan Assistance?

I was reading up on the Latin American wars of liberation and I came across the interesting fact that Venezuela and Puerto Rico were quite closely connected during the Napoleonic Wars due to PR being the closest port of call from Venezuela. So, if a few small PODs occur in the makeups of the juntas, is it possible for PR to become independent before 1815? What about during the 1820-1823 liberal revolt that led to Mexican independence (or during any subsequent governmental instability in Spain for that matter)?

Also, I assume that this is probably ASB, but just for the heck of it: would it be possible for Venezuela and PR to form a confederation? It can be as short-lived as possible, it just needs to be proclaimed by somebody and recognized by at least one other country.

What's your best guess of what an independent PR (assuming that it can happen without ASBs) would look like?
 
I would think that a likely path for PR independence in the early 1800's is if the Mexican-Colombian plans to liberate Cuba and Puerto Rico go through. Mexico was to liberate Cuba and Colombia would do the same with Puerto Rico. If the plans go through and assuming they can manage to be succesful, you could probably have PR go to form part of Gran Colombia, then once it breaks up, either go on its own or, to answer your question, remain (perhaps even if briefly) part of Colombia or Venezuela.

I found info on the matter here, but it's in Spanish. Will translate if needed.
 
I would think that a likely path for PR independence in the early 1800's is if the Mexican-Colombian plans to liberate Cuba and Puerto Rico go through. Mexico was to liberate Cuba and Colombia would do the same with Puerto Rico. If the plans go through and assuming they can manage to be succesful, you could probably have PR go to form part of Gran Colombia, then once it breaks up, either go on its own or, to answer your question, remain (perhaps even if briefly) part of Colombia or Venezuela.

I found info on the matter here, but it's in Spanish. Will translate if needed.

Yes, that's definitely the way to go, THOUGH I don't think it would be easy at all. At the time, Spain's greatest colonial fortresses were San Juan, Santiago de Cuba and Havana. I don't see them falling to either the Bolviarian forces or Mexico, since both countries were very lacking in the navy department.
 

SsgtC

Banned
There's also the fact that Puerto Rico and Cuba were treated as Provinces of Spain, not colonies. This is in contrast to how Mexico in particular was treated. Not sure how Puerto Ricans felt about it, but it may have made a difference. (If needed, I'll ask my aunt who is from San Juan about it)
 
There's also the fact that Puerto Rico and Cuba were treated as Provinces of Spain, not colonies. This is in contrast to how Mexico in particular was treated. Not sure how Puerto Ricans felt about it, but it may have made a difference. (If needed, I'll ask my aunt who is from San Juan about it)
I imagine that came in later.
 
Yeah, I'm fairly certain Puerto Rico was a subdivision of New Spain before 1821, so they definitely were not politically speaking a province of Spain, but I assume you're talking about its treatment, not necessarily the political reality on the ground. Then again, I opened the question to basically any era in which Spain was experiencing instability (and there were a fair amount of them during the 19th century), so I guess that could play a role. My focus is still predominantly centered on the wars of Latin American liberation to make it more specific, but I did open it up to other options.
 
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