You won't spend $400 - $500 in cabs for a week. Cab fares are zone to zone based so there is no meter. Drivers are far more honest than here. While food at the resort may appear expensive. All food everywhere is expensive no matter if you go to the store or a cheap place. Relaltive costs are across the board higher so expect it. Some fruit and native vegetables are not expensive. We go in to Rodeny Bay the morning walk around, eat lunch out, go to the beach, then stop at the store on the way back. One nice day and the shopping done with no extra effort.
We eat breafast in the villa and then eat one big meal either at lunch or dinner. In that way it's not that much money and we really don't eat 3 big meals at home anyway. If you do that you don't want all inclusive. You'll spend twice as much with AI. You can't drink enough to cover the difference.
We never rent a car and we have been 7 times. If you want a full day tour you can hire a cab for a full day or half day for a flat rate. If you can put 4 people togther you can do all the normal tours on your own for less money and on your own schedule. Most drivers know all the spots and can give you information too. Tips are not mandatory as they are here but you do tip for extra services. There are many good drivers on the island. The ones that work out of the Windjammer are all fine but ask any driver you get that you like. Most all own their own cabs (mini vans). We genrally ask the concierge for JJ. He knows us and we like him.
You can rent a car at the resort for a few days if you like. The driving isn't easy as the roads are very steep, very narrow, and as in England - the other side of the road. It's not an easy country to get around as the roads are not well marked and most drivers just know all the roads and don't need signs.
It's a wonderful place and I do hope you enjoty it. The resort is just a place that is so nice to just be in.