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The islands off the coast of Panamá—white-sand beaches, hammocks rocking between palm trees, clear emerald waves lapping the shore—are the stuff of vacation fantasies but, in truth, are dangerously close to your reality. Head offshore and take off your shoes. You’ve discovered the undiscovered.

Seminal American artist Georgia O’Keeffe drew inspiration from the lunar landscapes of New Mexico. Follow in her footsteps at some of her favorite painting spots—The White Place, The Black Place (part of Bisti Badlands), and the home of the “Lawrence tree”—or splurge on a 10-day art retreat at her remote studio getaway, Ghost Ranch. View her most famous works and her letters and journals at the Georgia O’Keeffe Museum in Santa Fe, then stop by her adobe studio to see her paints, easel, and impeccable mid-century furniture. Grab a Georgia O’Keeffe biography at Bode’s, her favorite general store in the center of Abiquiu, then round off your art odyssey with “The O’Keeffe Table” at Eloisa: a five-course tasting menu that pays tribute to the foods O’Keeffe cooked at home. —By Edmund Vallance

Board the ferry from Athens and you’ll be rewarded with whitewashed fishing villages, ancient olive groves, pebble and sandy beaches, and world-heritage archaeological sites—not to mention iconic Aegean Sea views. Whether you’re making a pit stop on your Greek island-hopping adventure or holing up for the duration of your stay, these postcard-worthy hotels and resorts make the most of their surroundings.

While there are a growing number of beach resorts on St. Kitts, you can still find plenty of secluded sands around the island when you want to disappear for a few hours. Visitors can also look forward to sunbathing on the black sand of Dieppe Bay, spotting dolphins on Turtle Beach, or snorkeling over shipwrecks in White House Bay.

From coastal retreats overlooking the ocean, to large and luxurious properties surrounded by some of California’s best wineries and vineyards, these are the best luxury hotels to check into while exploring California’s central coast (ranging from Santa Barbara to Monterey).

This archipelago of more than 700 islands, most ringed with pink sand beaches and crystal-clear shallow water, offers diversions above and below the water: diving into shipwrecks, touring rum distilleries, exploring the architectural relics of British colonial rule, dancing at a fish fry, and shopping the boutiques of Harbour Island, among them. Find luxury—and simplicity—in your Bahamas vacation.

These gorgeous islands are surrounded by the turquoise waters--and pink flamingos--of your Instagram dreams. From scuba diving on Grand Turk to horseback riding on the white sand of Long Bay Beach, you’ll spend plenty of time enjoying life in and near the water. But you’ll also find a fascinating National Museum, shopping in and around the capital of Cockburn Town, the craftsmen of Conch Bar and, speaking of conch, a deep dive into farming that favorite local delicacy.

Not surprisingly, this chain of more than 7,000 islands holds a million wonders—wildlife, mountains, jungles, and the white sand beaches of your dreams. With so many places to go, you’ll have to make some tough choices. What can wait for the next trip? Will you go island hopping or stay put on one of the larger islands? Will you head for the Chocolate Hills and the chance to see tiny primates with giant eyes? Or will you swim with whale sharks and go scuba diving off the low-key island of Palawan? There are no wrong answers.

Whether facing the Sea of Cortés, the Pacific Ocean, or sandwiched between both (ah, Los Cabos), the beaches and waters of the Baja California Peninsula serve up surfing, some swimming (be careful out there, the waters can be pretty rough), boating, wildlife viewing, and, of course, all the sunny days you can handle.

The mellow beach towns of St. Pete and Clearwater boast beautiful sands, flamingo-pink sunsets, and hotels for every type of traveler. If you’re staying in St. Pete, you’ll have your pick of lavish, Jazz Age edifices like The Don CeSar; a funky surfer motel; and a boutique spot with a panoramic rooftop bar. In Clearwater, options range from a glamorous beach resort with an outdoor pool, to an ultra-modern stay with an impressive collection of fine art.

No matter how you spend your day on the Cayman Islands, it’s certain you’ll build a mighty thirst. The sun will do that to a person. Lucky you: there are good watering holes scattered around Grand Cayman and the Sister Islands. From The Wreck at Rum Point to Coccoloba, right on the sand at Seven Mile Beach, there’s rum and joy ahead.

Exploring Anguilla’s multiple beaches is an adventure in itself, with each one offering a distinct atmosphere and activities. But there’s also lots to do away from the white sand—you can delve into the island’s history, hike the rocky eastern edge, and shop for local crafts.

With the temperature sitting pretty around 75 degrees at all times, walking around Medellín is pure pleasure. To get a deeper understanding of the history of and life in Colombia, don’t miss the Museo Casa de la Memoria, which recounts Colombia’s brutal civil war. After, head to the Parque de los Pies Descalzos, where you get to kick off your shoes and, like all the other kids and adults, run through fountains. For a stellar view, hop a Metrocable car to the neighborhood of Santo Domingo.

Whether or not you’re planning a trek to the Lost City, a visit to the starting point of the hike, Santa Marta, and Barranquilla, also part of Magdalena Province, should be. The coastal towns feature carefully-prepared fresh seafood, the nearby Tayrona National Park, museums, and much more.

Ancient Etruscan frescoes, Hellenistic-style Roman bronzes, gilded royal palaces, works by names like Donatello, Michelangelo, and Botticelli—there’s no shortage of extraordinary art in Tuscany. In Florence you’ll find churches and palazzi aplenty and a museum for every interest, from medieval artillery to Ferragamo shoes, while the smaller towns boast their own cultural and artistic gems. Here are some of the highlights.