Most of the charter companies won't let you go to Anegada unless you've already been there or unless you have one of their captains with you.
Those days are gone. Most of the charter companies just want to know if Anegada is in your plans. The larger companies will sell you a copy of Walker's entrance chart.
It's an easy entrance frankly. Watch the water and your depth sounder. When in doubt, stay west.
I did it on a 42' Beneteau in November last year with relatively light air -- it took about two hours.
From Anegada the run to JVD is a wonderful sail. Marina Cay is only a coupe of hours.
For me, I tend to stop at Marina Cay before North Sound and then head East from Anegada - CGB, JVD, whatever.
With 25 years of BVI sailing behind me, I now find Little Harbor and White Bay, JVD to be preferable to Great Harbor and CGB. YMMV.
sail fast, dave