How can I retire to the Caribbean now?

Where in the Caribbean? In general it's not a super attractive place for year-round living.

I'd personally go for St Barth, it's the best place in the Caribbean. If you're an EU citizen, you can just go live there without any limitations. If you're an US citizen, you're theoretically limited to 90 days but this isn't actually enforced. In any case, visas are the easy part.

If this is a serious question and you are wealthy, https://reddit.com/r/fatFIRE might be the best place to ask.

Many nations have a way to fast-track citizenship through investments. It appears the Caribbean is one of them if the cost makes sense for your use case. [1] Internet latency to US/EU can be a bit high. [2]

[1] - https://nomadcapitalist.com/global-citizen/second-passport/c...

[2] - https://www.ookla.com/articles/caribbean-mobile-roaming-perf...

I'd also check out Expatfire subreddit: https://www.reddit.com/r/ExpatFIRE/search?q=caribbean&restri...

Retire as in - stay in there forever? I'd check what the climate models have to say about upcoming decades then.

Marry a rich Caribbean.