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CURRENT PRICES END MAY 12

Outside Festival feat. Thundercat and Fleet Foxes.

FROM JUST $44

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After Hurricane Joaquin devastated his home, flats fishing guide Elton McKinney was left to rebuild

When veteran adventure writer Rowan Jacobsen went eye to eye with a sperm whale, he was changed in ways he never expected

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Sperm whales are extra­ordinarily intelligent animals with deep family traditions and the ability to communicate across oceans with sonic clicks. But when Rowan Jacobsen had a close encounter with one in the Caribbean, he saw a creature far stranger than he'd ever imagined.

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I traveled abroad on a shoestring budget. Here's how I did it—and how you can, too.

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Professional boxing has been illegal in Cuba for more than 50 years. That hasn't stopped the country from producing the best fighters in the world.

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Let's make "I'm from America" great again

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Bikepacking Cuba coast to coast

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It's cheap, friendly, and you don't even need a passport

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Circumnavigate St. John by sail, then revisit the gems with a paddleboard and a towel

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Most Travelers aren't directly affected by the resumption of U.S.-Cuba diplomatic relations.

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Come for the solitude on the island's unpeopled parts and check out the dedicated ex-pat community if you decide you never want to leave.

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From nearby to far-flung and exotic, we've got seven islands to cure your winter wanderlust. Turns out one of the most spectacular is right around the corner.

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Fly Fishing for Bonefish in the BahamasBy Will Rice

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Jumping from Havana's Morro Castle

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As a teenager, I began sponsoring a poverty-stricken boy in the Caribbean. Twelve years and thousands of dollars later I flew down to meet him—and to learn if my efforts did any good at all.

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Why hordes of Yankee travelers are exactly what the island needs.

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Outside editor Chris Keyes sits down with TV's most adventurous anchor.

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How do you swing a great job in the islands? Ask these five guys, all of whom have figured out how to balance a career with the relaxed lifestyle of the Bahamas.

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Getting far, far, far away from it all is easier—and cheaper—than you think. Presenting seven adventure-packed Caribbean island escapes. The Over-Under SABA, NETHERLANDS ANTILLES Netherlands Antilles (Philip Oblentz/Digital Vision/Getty) The most challenging part of a trip to Saba, a five-square-mile volcanic island 28 miles southwest of St. Maarten, is…

Sailing the Caribbean, delivering homegrown chocolate bars? Good work if you can get it, which is exactly what our man did.

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

Sometimes one culture just isn’t enough. Steeping yourself in the South of France is great, but drop in to an Asian-themed resort on a French island and you’ll leave feeling like a true global denizen. Here are three hotels that import their home country’s ethos. Banyan Tree…

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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.

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Fight back! Don't succumb to the cold-weather blues this winter—head south to the Caribbean and Central America, where the sun comes up early and the ice comes shaved. Presenting the six freshest surf-and-chill outdoor adventures this season.

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Dreamy spots in the U.S., Mexico, and the Caribbean to tie the knot

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Stash the skis and bust out the sequined thongs—it's Carnival time in the tropics. Seaside adventure and rum-fueled hedonism await.

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

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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,…

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Sea World Punta Caracol Acqua Lodge, Isla Colón Tranquilo is the operative word at Punta Caracol, located just off serene Isla Colón, 75 minutes by puddle jumper and boat from Panama City, via Bocas del Toro. Sheltered by the surrounding archipelago and mainland Panama, the resort’s six two-story cabanas with…

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 Outside magazine, May 1998 Another Day Under the Black Volcano Picture a life in the shadow of the rumbling Soufri`ere, from whose vicissitudes come ash and rock and a possible scorching death. Would you flee, as have most of your neighbors? Or…

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Travel Guide, Winter 1995-1996 All-Inclusive Resorts Margaritas for nothing and the chips for free By Matthew Joyce In the notoriously high-priced Caribbean, it doesn’t take long to max out a credit card or burn through a wad of traveler’s checks–those $50-per-day equipment…

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Ten handpicked resorts that are rich in sun-drenched beauty, high on adventure, and fine-tuned for luxury.

Ready to bask in the warmth of endless summer? Our online resource is your key to the Caribbean’s most idyllic getaways. Here, you’ll find great travel deals, gorgeous places to stay, and active adventures guaranteed to get your heart racing. Dive in, the water’s warm! Nevis: Unhurried and unsung hero…

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

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Hiking Dominica can get a little damp, but culinary surprises await at slog's end.

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Island appeal: sun-bathed St. Lucia Q: I’d like to hike and camp out in the Cayman Islands. Any suggestions of which islands and trails are best? An alternative to the Napali Coast of Kauai is what I am searching for. — John, Palo Alto,…

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Where do you want to go? Whether you're planning a weekend getaway or a full-blown vacation, Outside Online's Adventure Advisor is here to show you the way.

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North of Havana is a fantasy world of mangrove-lined cays and green water flashing with tropical fish—perfect sea-kayaking country. But the line between what's permissible and what's not in Castro's kingdom falls in a gray area, and comings and goings by water always mean trouble.

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Exploring the oldest protected rainforest, the soft coral reefs, and the all-night fêtes of the Caribbean's farthest reaches

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