British Virgin Islands

The British Virgin Islands have earned themselves a reputation as a rich Brit playground. Sir Richard Branson, the founder and CEO of Virgin Corporation, has a villa on a private island that is rented out but only to those who can afford it.

The island of Guana is another expensive vacation destination. Guana has no public access, which means you have to fly into neighboring Beef Island and then take the resort’s boat over to your final destination. Guana is about 895 acres with sandy white beaches and averages around 30 guests. Yoga and tennis lessons are offered. Other activities include snorkeling, bird-watching and outdoor activities, such as hiking. A sea-view cottage will run you almost $700 a night in low season—and prices only increase from there.

You can expect to pay much more for a villa in the peak season of the year. Once you’ve seen the bill, you’ll probably want to grab a drink at The Club, a colonial great house, to try and blur the memory.