Boneman, have a wonderful time! We rented a scooter in Cozumel. However, if you've not been there before, Chankanaab or Paradise are fun. Of course, shopping is good. Grand Cayman, either 7 mile beach or the Stingray City are my suggestions. Montego Bay, either a day pass to an all inclusive or maybe a "best of" tour. We did a nice tour there that hit some of the highlights of the island there.
So sorry to hear of your stress factors, my deepest sympathy for the passing of your mother-in-law and your precious dog. Remodeling is a nightmare!
Bon Voyage