But this should link to
air bnb in shoal bay... our favorite area in Anguilla.
I still love st john. Just went in oct. Still fabulous.
What type of activities are around? Wife and I would be fine with beach, pool and dinners but this crew is looking for some adventures/activities to do at least part of the time.
Anguilla is chill. great food, great beaches, great vibe. we haven't been since the hurricane that wiped it out- so not sure if still around, but there were snorkeling excursions, drunk/dining at scilly cay, horseback riding, golf, amongst others, and of course all the typical water activities. it's not an "adventure" type of island, but there are certainly activities.
I'd also highly recommend St Barths for villa vacation- especially in the offseason (on season is only for the richy rich). but it's also not a big "adventure" spot- more night life and shopping- but same vibe, with plenty of water related activities. the flight in is adventure enough! those two islands are our favorites from the ones we've visited.
Costa Rica has a lot more of the adventure/activities. And some of the bigger islands like Antigua, Barbados, St Vincent, St Lucia, etc have a wider range of activities due to geography and population.
Turks & Caicos (Provo) was mentioned- not my favorite, but we went a couple times probably 20 years ago and I know it's changed a lot. Even though it's not my favorite- I'd go there in a heartbeat. Just more of the bigger Club Med/timeshare type places there, which aren't my thing.
It's been forever since I've been to St John- but I remember it being great. preferred it to St Thomas.