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In the Caribbean’s Windward Islands, a string of some 600 islands and islets dot the sea between St. Lucia and Grenada. It’s a paradise for yachters, where you can drop anchor off an uninhabited island and live out your Robinson Crusoe fantasies. A handful of these islands are home to resorts, including the private Palm Island, first leased to an American couple in 1966 for $1 per year. They established the ten-room Palm Island Beach Club, which over the years has grown—though there are still only a total of 43 guest rooms on this single-resort island.

Go Dutch with breakfast at this beachfront spot, located next to Aruba’s iconic red windmill. Here, the menu is written on a chalkboard and features all manner of sweet and savory pancakes, from apple-cinnamon-banana to Norwegian and Dutch cheese with ham. There are even some gluten-free options. Just don’t expect American-style flapjacks—the house specialty is more of a thick crepe. Whatever you choose, pair it with preservative-free syrup from Holland and your pick from the never-ending coffee list.

Grabbing a table at Huken can get competitive, but it’s worth it. This miniature Tromsø pub strikes the perfect balance between cluttered and cozy. Take in the eclectic furnishings and decor while you wait for your choice of hamburger or pancakes. Huken’s burgers are massive and served dripping with sauces, while the American-style pancakes with blueberries and bacon are a favorite with locals and tourists alike. The beer selection is solid for such a small place, and it draws a crowd of drinkers in the evening—so head here early if you want to savor a big meal.

Honduran-American entrepreneur Maribel Lieberman opened this chocolate emporium in 2002 and it’s been a hit ever since, not the least reason being that it evokes the joy, beauty, and attention to detail that characterized the movie, “Chocolat.” Here, you can buy individual pieces of chocolate that are hand-painted with charming, colorful scenes designed by Lieberman’s artist husband, Jacques, as well as nicely packaged sweet treats. You’re also welcome to linger in the on-site café, which serves tea, several types of hot chocolate, lunch, and desserts.

As the saying goes, “When in Rome...,” and in Mendoza, this means slipping into an immodestly cut bikini bottom to blend in with the locals. Get rid of those American tan lines with some of the most adorable bikinis in the southern hemisphere. Two young Mendocenean sisters design and stamp the bathing suits themselves, making each one slightly unique. You can mix and match tops and bottoms for size and cut. The only question is, do you have enough courage to wear it back at home? With your flattering new tan lines, you just might.

At this speakeasy-inspired cocktail bar near Chiesa Nuova, hipster bartenders pour and shake American classics like Manhattans, Sazeracs and Old-Fashioneds in a smoky lounge. To gain admittance, make a booking and come armed with the secret password, a clue to which can be found on the venue’s website. Once you enter, you’ll be shown to a table or barstool, handed a menu, and asked to fill out a membership card. Service can be slow and snarky, but drinks are worth the wait. Cash only.

Located in the small river town of Hannibal, the Mark Twain Boyhood Home & Museum is actually a cluster of eight buildings that pay homage to one of America’s most celebrated authors. Visitors can tour Mark Twain’s Boyhood Home & Garden—a designated National Historic Landmark—to see where Samuel Langhorne Clemens grew up and the real adventures of Tom Sawyer took place, then pop into the Interpretive Center to view a timeline of his life and several interactive exhibits. Also worth checking out are the Huckleberry Finn House (where Tom Blankenship grew up), the Becky Thatcher House (featuring a museum dedicated to Laura Hawkins and childhood in the mid-1800s), the J.M. Clemens Justice of the Peace Office (where Twain’s father held court), and the Museum Gallery (home to 15 Norman Rockwell paintings and treasured Clemens family artifacts). Before heading out, be sure to pose for a family photo in front of the Tom & Huck Statue, which sits at the foot of Cardiff Hill.

One of the world’s best beaches according to UNESCO, this beautiful palm-lined stretch of golden sand 40 minutes north of Punta Cana is known for its top-rated surf school and its oceanfront restaurants that serve delicious, Dominican-style fish plates. Catch some waves at one end of the beach, then swim in the calm water at the other, where fishing boats loaded with red snapper and lobster pull ashore. Mid-beach, you’ll find food and drink stands alongside activity concessions, from buggy rides in the dunes to stand-up paddleboarding, horseback riding, and surf lessons.

From this 900-foot-high viewing platform—equipped with a telescope, map, and signage—you have a panoramic view of the majestic Mesopotamia Valley (“Mespo”), home to St. Vincent’s fruit, vegetable, and spice crops. A sea of green expands in every direction, bordered by the blue Caribbean far to the south and the mist-shrouded Grand Bonhomme Mountain to the north. It’s the perfect spot to soak up St. Vincent’s rich natural beauty—and to catch a cool breeze.

The Caribbean’s first long-distance hiking trail runs 115 miles south to north. Fourteen segments break Waitukubuli into manageable day hikes—important for rule-followers, as camping is tolerated but not technically legal in Dominica’s reserves and national parks. Brace for lofty peaks, precipitous valleys, and riotous tangles of rain forest vegetation on this trek, which bears the island’s original indigenous name, meaning “tall her body.” Consider hiring a local guide for expert advice on trekking the steep, corrugated landscape, which Christopher Columbus once described by simply crumpling up a ball of paper.

On the north coast of Donegal, take a drive on part of the Wild Atlantic Way around the Fanad Peninsula and Rosguill Peninsula for some spectacular coastal scenery. There’s a mix of golden beaches, rolling farmland, and dramatic rocky headlands before you reach Fanad Head itself, where the Atlantic waves often bash the rocks of the photogenic Fanad Lighthouse, built in 1817. On the adjoining Rosguill Peninsula, an exhilarating seven-mile route called the Atlantic Drive has more spectacular views of cliffs, headlands, and white sandy bays around every hairpin bend. Stop along the way to take in the views over Tranarossan Bay, one of the drive’s highlights.

With its Spanish moss-draped oak trees and beautiful stucco buildings, the College of Charleston‘s campus is long on atmosphere and makes a great place for a stroll. Randolph Hall, a magnificent edifice built in 1828 and one of the six college buildings on the register of National Historic Landmarks, has appeared in movies from The Patriot to Dear John, and in the Civil War miniseries North and South. Also of note, the President’s House, once the parsonage of St. Philip’s Church, is the oldest building on campus.

Hotel Atarazana is a simple, airy, and clean hotel a stone’s throw from Plaza España at the north-east of Santo Domingo’s Zona Colonial. There is a cute walled courtyard where you take breakfast, and an open rooftop (with some shade) for sunbathing, reading, and rum; drinking water is included; and the staff are friendly and some speak English. All the Zona Colonial’s sights are within easy walking distance; the pedestrianized El Conde is a ten minute saunter south. (Note: The hotel is so close to the bars / clubs off Plaza España that it can get noisy at night.)

American entrepreneur Jim Thompson, who began his Thai silk business here in the 1940s, built himself a residence in 1959 by assembling six traditional teak houses brought from other parts of Thailand. Today, Thompson’s former abode is a museum that displays his extensive collection of rare Asian art and antiques. The gift shop sells high-end silk clothing (including darling children’s wear) as well as bags, scarves and home goods such as cushion covers, plus postcards and books.

Don a headset, approach an exhibit, and wirelessly listen to African thumb piano or Mongolian throat singing at the vast Musical Instrument Museum. Besides browsing some 15,000 artifacts that represent different musical genres, visitors can catch a concert, take a drumming class, or recharge at the café, which serves global fare made from local products.