For having a boat for only 5 days you might want to consider not going to Anegada. You will be limited on the number of places to visit stress free so you need to decide where you really want to go and factor in the time you want to spend at each place you go. Personally, I don't go to Anegada unless I can spend 2 days there. If I had 5 nights, I'd most likely spend night one at Marina Cay, next to nights at Anegada, next night in Great Harbor/Foxy's- Soggy Dollar and last night at Norman. Or do something like, Copper, North Sound, Cane Garden Bay, Great Harbor and Norman. Regardless where you go, you'll have a great time.