Where: British Virgin Islands
The Royal Connection: Necker Island, owned by Sir Richard Branson, has played host to many rich and famous folks including Princess Diana. The luxurious 74-acre property comes with a spa and staff—even a submarine.
If You Go: Try Guana Island, an 850-acre private island resort. Villas here are scattered throughout the property, giving the feel of a private island without the approximately $53,000 per day cost of renting out Necker Island exclusively. Villas offer private pools, breathtaking vistas, a stocked kitchen and bar, and your own golf cart for getting around the island. While you're there, be sure to arrange a "Castaway Picnic"—the property's boatman will drop you and your significant other on a private beach for a picnic and a day of sun all to yourselves. Villas from $1,650 per night (includes all meals, drinks, and some activities).