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One month in Jamaica could mean four weeks of endless adventures, from beaches to museums and parties to festivals. Travel from lively Negril to lush Portland via Jamaica’s scenic north coast and fishing villages, before kicking back on the calm black sands of the south. The great thing about spending a whole month in Jamaica is that you have plenty of time to lounge on the beaches and to explore inland, so you get the best of all worlds.

Food trucks filled with the best fish tacos and seafood dot the roadways around Honolulu and the Island of Oahu. From downtown to the North Shore, trucks serve up sweets, burgers, bentos, shrimp, and fish tacos. Some sit in a fixed spot in the capital; others roam around Oahu; and several function as the catering arm of a stand-alone restaurant.

One of the best spots in the Caribbean for surfing is Barbados. And if you’re not one of the best surfers in the world (like me), one of the best breaks on the island to catch some waves has got to be Freights Bay. The added bonus is that most late afternoon sessions end with a spectacular flourish as the sun sets smack in the middle of the bay.

Located on the north side of Playa del Carmen, the family-friendly Plaza Las Americas houses 12 movie theaters and well known Mexican department stores such as Liverpool and Sanborns. There are also clothing shops and boutiques, as well as a supermarket and large food court.

The Tubman African American Museum, named for abolitionist Harriet Tubman, is Macon’s educational resource for school groups and curious visitors who want to learn more about African American history and culture. The first exhibit displays the mural pictured above, which tells about African American history from African heritage to the slave trade to modern-day America. In addition to information on Tubman, many prominent African Americans are featured, as well as those who helped advance civil rights. Work by artists and African American inventors are also on display.

I don’t know why you would find this in Todos Santos, but Cafe Santa Fe is top 3 best Italian in North America. Pizza was out of this world and the lobster ravioli left people speechless. Gotta go.

Too often us intrepid experiential travelers can get caught up in the whole effort of trying to do it all. “I must explore this off-the-map place!” “I have to try this exotic dish!” It’s easy to forget that sometimes the best way to get to know a place is to simply stroll aimlessly. Luckily, Barbados makes it an attractive prospect.

Swim the Caribbean Sea. Hike through Tayrona National Park. Trek to Ciudad Perdida, the Lost City. Take in Colombian coffee culture in the Coffee Triangle. Or just wander the streets of one of Colombia’s cities to take in enough art and culture to keep you talking about this stellar South American country for the rest of your life.

The Algarve in southern Portugal is well known for its great weather, gorgeous beaches, its food, and elegant hotels. If you are more adventurous and inquisitive, visit the western Algarve and discover something very different than huge , beautiful complexes that are overcrowded. In the western Algarve you will find many quiet, stunning beaches that most Americans have not yet discovered. Almost every beach has a restaurant, bathroom facilities, and lifeguards.

Belize is that rare combination of Caribbean sea and Central American jungle that allows for unrivaled adventures. The hotels and lodges here specialize in showing visitors the best side of their enchanted country so whether you’re in Belize for zip lining the jungle canopy or diving into a blue hole, you can find a place to stay that will give you the best, wildest, and most comfortable experience.

Located on the island’s unassuming south coast, down a street that doesn’t even have a name (which isn’t uncommon in Barbados) sits a little beach bar called the Carib. Wander up to the wood deck and smile at the Bajan waitress pulling double-duty behind the Mt. Gay Rum-lined bar, as she waves her hand at you, the universal sign for “just sit anywhere.” Pull up a non-luxurious plastic chair and soon you’ll find a cold Banks in your hand (the local brew - about the color of a Bud Light but with much more flavor) and a plate of steaming Bajan food on its way. The Carib, which I eat at almost daily during my time in Barbados (I’ve been to the island seven times), has the best flying fish on the island. Order yours platter or sandwich style, with sides of cou cou (a local dish about the consistency of mashed potatoes) and salad. Be sure and start your meal with a basket of pipping hot fish cakes - also the best on the island. Luckily when you’re done with lunch and ready for a nap, the beach is a few steps away. Grab a chair and an umbrella for $10 U.S. for the entire day. You probably have the beach to yourself, until school gets out when the local youth will stop by for a dip in the ocean and maybe a game of cricket.

Orlando is well-known not only for theme parks, but for some of the best shopping in Central Florida, at outlet stores and factory shops, and if you head to shopping enclaves like Winter Park Village, Thornton Park, and College Park, or to the Mall at Millenia, you can also find luxury goods, locally designed clothes and even cigars. Venture further into Orlando North and Lake Mary. Even the theme parks, too, have upped their game with quality souvenirs, sometimes crafted right before their eyes in the shops at Disney Springs and Universal City Walk.

Life in Curaçao is a colorful mash-up of cultures. Locals speak a multitude of languages (four is the norm), thanks to its Dutch and Spanish colonial history and the influence of nearby South America. One of the best ways to get to know Curaçao is through its cuisine, a mix of sights, smells and flavors. You can take your pick among casual catch-of-the-day spots and chic beachside dining—for taste that’s uniquely its own among Caribbean islands.

Georgia O’Keeffe called the grouping of weathered rock outcroppings near Abiquiu “The White Place” and immortalized it in paintings. The land is so arid, and so little changes in New Mexico, that the location and signature V shape have survived. A great hike, close to Abiquiu. Cowboys and Aliens was also shot nearby!

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