We’ve over-nighted (actually 3 or 4 nights a few times……) on Anguilla and thoroughly enjoyed our time there but it’s my understanding the place we stayed is no longer available. I would highly recommend Serenity Cottages but not certain if they do single night rentals. I know there are places that do but I’m not personally familiar with them. Sure you can google some options.

We never over-nighted on St. Barts - way too expensive for my taste, and particularly so since we were already paying for our stay on St. Maarten. To me, it’s a lovely island but very expensive and I truly do think the beaches are not any nicer than those on SXM. It’s a ‘see and be seen’ island but still worth visiting at least once. We’ve sailed on a small cat and it was a rough trip for some and we’ve gone on the larger power sails. If you’re at all prone to mal de mer, I’d fly over and sail back.

All that said, my favorite stay-over is Saba but since it’s not in your list I’ll avoid my thoughts and details.