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One of San Salvador’s most popular restaurants, Los Balcones is located inside the Quality Hotel Real near the airport. It’s an unlikely location, perhaps, but guests rave about the food and the service here. With respect to the former, the variety—especially at the breakfast buffet—is notable, especially for visitors who have tired of pupusas and heavier foods that are typical to the Salvadoran diet.

We were offered the chance to visit Pompeii or Herculaneum when we docked at Sorrento. People rave about Pompeii because it’s absolutely huge and gives you a great sense of just how sophisticated Roman civilisation was. Herculaneum, by contrast, was a Roman seaside town, a sort of holiday resort, and doesn’t offer the same kind of scale. Still. I remembered my Latin lessons, and how we’d learned that while Pompeii’s buildings were smashed and burned by the falling volcanic ash, Herculaneum was actually preserved in the thick mud that engulfed it. And it’s true: wandering around the archaeological remains of the town, you feel like you’re in a place that’s only recently been abandoned. The wine shop (above) still has its amphorae stacked to the side, the houses have beautifully preserved frescoes and mosaics. What it lacks in size it more than makes up for in detail.

In San Pedro, a town on Belize‘s northern island of Ambergris Caye, the Mestizo traditions are strong. The Mestizo people are descendants of the Maya and the Spanish, and when those two cultures mixed, a new one was born. You’ll find many Mestizo people in San Pedro, but you’ll hardly find a better Mestizo restaurant than El Fogon, a spot owned by a local woman known as Miss Suzanna and run by her daughter. All of the food is cooked in a traditional outdoor oven (fogon means “kitchen hearth”), and everything is delicious. Try the salbutes, a tacolike dish made with fried tortillas, with a texture that’s somehow both soft and crunchy, or the pig tail with split peas. And the coconut rice is to die for.

Chef Darren Walsh has come a long way since the 2001 New York Times review in which food critic William Grimes wrote that his Manhattan restaurant, Papillon, served “two-star food in a no-star setting”—all the way, in fact, to Guadalajara. The Irish chef, who trained in France and headed restaurants in New York, brings all these cultural and culinary influences—and many more—to Lula Bistro, where his food and presentation finally achieve parity. Diners can look forward to a seasonal, modern European tasting menu, complete with French-meets-Mexican dishes like beef filet, duck confit, and octopus, as well as a sophisticated wine list with several Mexican vintages.

The best way to hop between popular tourist sites is to hitch a ride on one of Tumon’s ubiquitous open-air trolleys. Trolleys make stops along Hotel Row in Tumon, as well as at select locations in downtown Tamuning and Hagatna, including Two Lovers Point and Chamorro Village. Not only are trolleys among the only forms of public transportation available on Guam, they’re also a pleasant way to explore the island.

Cherubs hang from the ceiling and flying pigs decorate the bar. Aquarium bathtubs covered in glass are the tables and funky, modern art with Christian themes decorate the walls. Behind the bar a disco ball glitters the rows of liquor bottles and the bartender. The food is modern and classic: cuy and alpaca along a long list of beef tenderloin specialities.

San Miguel’s iconic landmark, the Parroquia (officially the Parroquia de San Miguel Arcángel), is now world-famous. Look for its eclectic, neo-Gothic spires, crowning the city skyline, to locate the downtown area called the Centro. In 1880, self-taught mestizo architect and stone quarry master Zeferino Gutiérrez is said to have designed the church’s facade based on postcards of European cathedrals. He mapped out each day’s scope of work in the sand with a stick, since blueprints would have required reading and writing, two skills his craftsmen didn’t possess. You need not listen closely to hear La Luz, the largest of eight bells, tolling the hours clearly.

Since opening in 2001, the Frist Art Museum has hosted an inspiring—and continuous—slate of exhibitions from both nearby and around the world in its Art Deco digs. Visit on a Thursday or Friday night to catch “Music at the Frist,” when a wide range of musicians perform live in the museum café. The shows are free to attend with the purchase of admission.

Right in the center of town, Capri Tiberio Palace mixes la dolce vita glamour with a globe-trotting sensibility that’s equal parts quirky and elegant. Wanderlust-inducing knickknacks such as globes, vintage trunks, and an eclectic collection of art stud the public spaces, and bookshelves are stocked with coffee-table tomes from the publisher Taschen. A white baby grand provides the soundtrack for aperitivo hour at the Jacky Bar, where wicker poufs, striped blue-and-white banquettes, and Panama hats repurposed as wall decor signal vacation vibes; things are slightly more reserved at the terrace restaurant, a formal space whose brightly colored dishes (think seared scallops with almond sauce and beef tartare with chestnut cream as well as kosher fare) are rivaled only by the panoramic views of the island’s craggy peaks coast and azure sea. And the indoor-outdoor swimming pool, though small, is a savior in the summer heat.

Often called the Spanish Steps, Rome‘s famous scalinata (monumental staircase) is the centerpiece of Piazza di Spagna. Built in the early 1700s, the steps connect the piazza (now a busy shopping area) with the Trinità dei Monti church on the hill above. The area became a hangout for models and artists and one of Rome‘s most photographed sites. Head to the top to see the sunset, or make like Hepburn and Peck in the film Roman Holiday and stroll around the piazza.

These two castles, both elements of the fortifications encircling the city, stand on either side of La Caleta beach. The fortress of Santa Catalina, entered directly from the promenade, was constructed in the 17th century. Its small chapel and a central patio planted with palms give it the sun-baked look of a Mexican mission. The castillo is now a cultural center where open-air concerts are held in summer. San Sebastián, meanwhile, is an imposing fort built (in 1706) on a small island connected to the mainland by a long stone causeway. This malecón is popular among locals and visitors as a pleasant place to walk for a cool breeze.

Concalma is the store of designer Matilsha Marxuach, a graduate of the Rhode Island School of Design who creates fair-trade products that are made and sourced locally. Her specialty is chic cloth bags and totes for men and women, and her trendy line offers a variety of sizes, styles and designs. Clothing, bags and jewelry by other designers, both quirky and cutting-edge, are sold here as well.

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.

Old San Juan is known for its atmospheric and historic hotels, but none quite match the Gallery Inn for personality and creativity. Composed of six intertwined town houses, this endlessly fascinating hotel beckons guests to wander through its nine interior gardens and patios, and seven parlors and porticos. Dating to the mid-1700s, the oldest building, La Cueva Del Indio, is located above Old San Juan’s north walls, meaning the views out to sea are the same ones that captivated the conquistadors.

Owner Jan D’Esopo, is a well-known sculptor and her works dot the hotel’s meandering interior, which has enough comforts and homey character to avoid feeling like a museum. Equally unique are the 25 rooms, decorated with everything from silk screens and watercolors to sculptures and paintings. Some even feature elegant, four-poster beds and balconies with views of the ocean. Just don’t expect to watch TV—one, there are no TVs, and two, the views out over the old fortress walls are better than anything on Netflix.

Cañón de la Zorra (Fox Canyon) and its 40-foot waterfall are just north of Santiago, a sleepy yet charming colonial-style town 35 miles north of San José del Cabo, across the Tropic of Cancer. The hike to the waterfall takes you through oases with endemic plants and gives you glimpses into a Baja outback that existed before the region became a popular tourism destination. There’s a great area for swimming as you admire the waterfall and multicolored granite cliffs. Tip: On your trip back to Los Cabos, stop by the Agua Caliente, Santa Rita, and El Chorro hot springs about five miles south of Santiago.