Sack summed it up well. He and WT are great resources.
I don’t really like beach vacations or more than 2 days or so in the Caribbean, but my wife does so I have to accommodate once a year or so (have been here, Turks a few times, Barbados, etc). I spent a week in a rental villa in St Barths this past May, and it is absolutely dope. I can’t wait to go back. It reminds me more of being in the south of France than the Caribbean. The food is excellent, the people are hot, the driving is fun, and the French wine pours like water.
The local grocery has excellent French deli items, and one of my favorite days was packing a picnic and wine, hiking to the Columbier beach, and just chilling and swimming all day. Another was lunch at Sante Fe followed by Govournor’s beach. Our favorite dinner was La Case. Sunday at Nikki Beach not my scene (it was like being in East Hampton for peak Real Housewives summer season), but it did provide for some funny people watching.
Have fun and report back.