My suggestion is to do some research here, read the cruising guide (below is a link) and chose a few more destinations than you have time for. Each morning, over coffee, pick from it. While wind direction is fairly constant, wind speed really isn’t. I’ve been in everything from calm to a gale there. Depending on sea state and wind, you may want to be tucked behind the island in the channel, or go outside and around.
What you should see depends on your taste. Are you beach bars or sand bars? Both works. Personally, I suggest folks hit the more popular spots on their first trip. They are popular for a reason. When you inevitably end up in a conversation back home, with someone else who has been, it’s more fun to share the experience than say you skipped them. On the other hand, you can’t get to them all in one trip.
Let us know your style and suggestions will pour in. You can type this following phrase into a google search box and you’ll get countless threads on the subject here....... site:sailnet.com bvi
Personally, I’m not a fan of Anagada, unless you plan to layover there for more than a day. It’s tricky to get in and some charter companies charge more for insurance to go, or limit your coverage. Check yours out. For that matter, there are all kinds of variables with the charter ops down there. Ask away, if you have questions.
I think the kindergarten comment is unnecessarily disparaging. I go there on vacation, I have nothing to prove. The idea that most everything is line of sight and one can fully sail to their next island destination in a few hours is relaxing, while still sailing on vacation. In a week’s time, we sail everyday, but don’t need to sail all day. Enjoy the trip.
Cruising guide....... https://www.amazon.com/2017-2018-Cru.../dp/0997854006
There may be a recent edition and you will have to research what’s open. We were there in Feb and most was open, other than on Tortola, which we avoid anyway. You should try to meet the guy on the cover, Foxy, before he dies. He’s a legend there. Very funny. He’ll literally tell you the same jokes he’s told for decades...... island dog.