It really doesn't make much difference ... most of what you will be seeing is ocean which is pretty much the same on both sides.
There's no way to predict just how your ship with be berthed in the ports.
I like to be on the pier side, just to watch the people and the action. My husband likes to be on the other side, so he can just look at the sea. Either way, it seems to work out about 50:50.
If you are "alongside", with the length of ship running along the pier, that's one thing. In other ports, you may be parked with either the pointy end or the round end nearest ground and you will either have the pier next to you or another ship not too far away.
There are some itineraries where port or starboard MAY enter into cabin choice, but given the traffic in the Carib, there's no real way to pick one of the other.
Does this NOT help at all ???
pamda -- CM First-Time Cruisers Editor and enjoyer of portside life
For our cruise in Nov '00, when we embarked we were on ocean side, when we disembarked we were terminal side! We had no sun going down, and too much sun coming back! In St. Thomas, we were opposite pier side. Basically got to see all the private boats, and that one person who kept falling off.........