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What do the world's most rejuvenating island escapes have in common? Empty sand, lonely surf, and new adventures of the strangest kind.

Nine Caribbean playgrounds heavy on the sports—and dead serious about kicking back

With our guide to bareboating, it's easier than ever to rent and rule your own sailing ship

In a (completely misguided) bid to make the 2008 Olympic team, ex-NCAA swimmer W. Hodding Carter is training like he did in college. And that means spring break. Only this time our party frogman is cruising the British Virgin Islands under his own power.

For the Italian-born photographer, a trip to the Caribbean to shoot W. Hodding Carter for August's "The 40-Year-Old Virgin Swimmer" was more than an assignment, it was a rum-soaked adventure.

Colonial Seduction Golden Rock Plantation Inn, Nevis Don’t fret about the colonialist fantasies you’ll start entertaining during your stay at Golden Rock Plantation Inn, a converted 1811 sugar mill and estate tucked into the hilly interior of Nevis. Here you are, with your run of the bougainvillea-and-bromeliad gardens and cool,…

From beach to jungle, cottage to castle: eight great island hideaways

Twelve value-packed Caribbean resorts where your room comes with a view—and killer perks, too

To maximize the return on your investment in wanderlust, you need know-how and solid advice. We’re here to help. From saving on destination packages and high-value gear to insider trips and the bet reasons to blow a bundle, we’ve got the lowdown on affordable, rip-roaring, full-value adventure travel.

Where to Surf, Hike, Dive, Fish, Shop, Eat, Drink, Dance, Sleep, and Kick Back

If you're ready to get away from it all and willing to forgo room service, marooning yourself on an uninhabited island can have its rewards. The trick is to ensure you get de-marooned before developing an emotional attachment to a volleyball. Here, some Castaway-style options. Buccaneer Archipelago, Australia…