All three are feasible - depends on 1. where you are going when you leave the boat (flights?) and 2. whether you want a marina or mooring. Some moorings at Jolly Harbour, Antigua as well as a marina. We have used the marina - it's fine. Don't know about moorings elsewhere. Prices tend to be much of a muchness.
If you are going to be getting towards hurricane season Port de Plaisance in Sint Maarten Lagoon is a great place. Caters to the Megayachts during the high season but they've all left by May.
So, you can get reasonable rates, good security and, typically, an 80ft x 80ft berth all to yourself. Successfully rode out a category 3 hurricane there back in 2008.
Take your boat to Oyster Pond on St. Maarten. Captain Olivers is the marina and I have two friends that I can recommend to watch your boat. They are on the docks every day. There are two security men on patrol at night. It is also a very good hurricane hole. The price is very reasonable.
I can give you my friends name if you are actually going there. I kept Palarran there for over two years and it worked very well. They can also do many repairs for a super price.