I started out with a single night on a 7 day charter, then moved to 2 nights the following year. The next year, I extended the charter to 10 days so we could spend 3 nights. Now I mostly land stay on Anegada and go for 16 or 17 days at a time.

Last week I was on a 10 day charter and still managed to fill 3 days on Anegada during low season. It's truly a great place to really relax and get into the island vibe. We spent day 1 getting a car, checking out Cow Wreck for a couple of hours, and lunching at Anegada Beach Club. Day 2 - Breakfast at Neptunes, beach/snorkeling at Flash of Beauty and beach/drinks at Loblolly. Day 3 - looked at all the closed gift shops and spent the day at closed Cow Wreck. It's awesome to have Cow Wreck all to yourself!

If you only have 2 nights, go for 2. If you can swing 3 stay longer. When you get there, you'll know if you "get Anegada" and can decide how long to stay.

Cheers,
Jason