Boat diving for sure- no shore diving. He has always been ok on boat dives without a buddy ahead of time- we always say when we book that he does not have a buddy-
I am a water lover- these days I really love a gentle, easy entry beach (2 artificial knees)but a pool is ok where there is no beach- I walk on the beach, poke around shops (not really a shopper) with local or handmade crafts/art, etc if possible, read, chill out- happy to spend 1/2 day (mornings) alone. In Bequia it was very easy for me to walk to town or across the Belmont Walkway to the beach. In Roatan in West End I walked into the main area of the settlement every morning, swam, went on 2 snorkel trips from the dive op. In Little Cayman I was brave enough to drive our rental car around, swam, enjoyed the peace and quiet. In Belize on a tiny private island resort, Coco Plum, I snorkeled off the dock and lazed in over the water palapa covered hammocks. Those are just some examples- I am not a hiker obviously but in Grenada we took a private day tour of the chocolate makers, the nutmeg "plant" and went to an easy to access waterfall, etc. I am a retired school counselor and former history teacher so I love to meet locals, learn about the culture, food, traditions, etc. of a place.
He says that what he enjoyed most about Bequia was "the total chill"- could walk everywhere (including the dive shop), loved the people at Dive Bequia and the small group dives- sometimes just he, a dive master and a boat driver. The first trip we stayed up high in Belmont and rented a car- this trip we very deliberately chose a waterfront cottage at the Bequia Plantation Resort to not have to drive.
Sorry so long- does that help?