Hello tms - SXM is my general area of abode and for years I had a cheap
Aldi plastic raincoat, basically a glorified garbage bag, and that was enough - no offshore
or sailing gear
needed. Then I got a nice HH light jacket and that was nice, but the gear only got some use when doing nighttime passages between the islands (it gets surprisingly cold, even in the tropics) or in rainstorms. In squalls or rain my snorkeling gear was important as well, since the driving rain reduces visibility.
I now have some light tropical pants that I wear at dusk to keep the mozzies away (remember, Zika and Chikungunya are still prevalent there) but that is more of a preventative measure than a requirement for warmth.
I have Teves sandals that are easy to get into and out of (no shoes on the boat) and can see some serious hiking use while being comfortable.