I have been based in both BVI and Antigua running charters, so I have some insight.

BVI is certainly the easiest, but Antigua is pretty easy also. horizonyachtcharters.com run a great operation in Jolly Harbour. Very easy provisioning, they have a few cats. The Caveat with Antigua is you most likely will not see another boat as yachting season is dead after about May 15th. BVI still is more active until about August 1st. BVI has more places to eat/drink ashore than Antigua so you need to provision accordingly. Liat does have one direct ANU-BVI flight daily, but depending on the size of your group an aircharter could be cheaper.