That time of year the Tradewinds usually have a bit of northerly component vs. due east, so it's a good idea to go up to Virgin Gorda as a departure point to have a better angle. We usually anchored at Drake's anchorage as it's near the pass through the reef.
You might have to wait for decent conditions if the "Christmas Winds" are blowing--enhanced Tradewinds at 25-35 kts. We usually just motor-sailed directly to Marigot, St Martin
, leaving Gorda Sound at 4 pm or so. There can be a fair amount of traffic on that route
, so keep a sharp lookout, especially for other sailboats, as they can be difficult to spot if conditions are rough. If you want to sail it, be prepared for a long beat against wind
, waves and current
. Watch for the reefs
on your NE tack--make sure you're well clear of them. The one time I sailed it, we went to Saba on a single
tack and spent a couple of days visiting the island before sailing up to St Maarten.
BTW, it's called the Anegada