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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.

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.

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.

This bowed silver building stands out among the skyscrapers of Downtown L.A. (though it now has an equally interesting-looking neighbor in the Broad). Those stainless-steel curves have a purpose, though. Architect Frank Gehry designed the Walt Disney Concert Hall with top-notch sound quality in mind, and the result is an architectural landmark that doubles as one of the most acoustically advanced concert halls in the world. The venue is home to the always impressive L.A. Philharmonic, a 100-piece orchestra that puts on concerts ranging from classical to jazz, contemporary, and world music throughout the year.

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.

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.

Expat owned and run, this spot brings California-style burritos to Mexico. The tiny outdoor restaurant—featuring only three long tables—routinely fills with an eclectic mix of locals, foreign residents, and tourists in search of a casual spot for laid-back socializing. The hole-in-the-wall chic surfer vibe pairs well with made-to-order burritos and tacos with several kinds of seafood and tortillas; you’ll also find umbrella drinks, traditional Mexican micheladas (beers served with ingredients like lime juice, chili powder, and Worcestershire sauce), burgers, and ceviches. Best of all, it’s open round the clock, making it an easy option for wee-hour snacking when Party Center clubs let out.

Possibly the last thing you expect when you pull up to this seaside California craftsman-style resort is a doorman in a kilt. But no sooner do you step into the lobby and stare out the lodge’s huge, wood-framed windows than you understand where the idea for this uniform came from: the homeland of the sport you’re about to see a lot of. You’ll essentially have a golf course for a backyard—specifically, La Jolla’s fabled Torrey Pines Golf Course, where you’ll get priority tee times. The scenery—velvety green cliffs, the area’s namesake pines, and the Pacific—is dreamy enough to satisfy even nongolfers. Among the spa, pool, yoga classes, and eight miles of trails in nearby Torrey Pines State Park, there’s plenty to do when you’re not teeing up. And the indoor scenery is equally appealing: The 170-room hotel, built in 2002, was modeled after Pasadena’s iconic Gamble and Blacker houses. True to the arts and crafts movement that inspired the design, materials include wood, brick, and stone; and furnishings include Stickley furniture and stained glass.

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.

Those who love a terrace view—and honestly, who doesn’t?—will have plenty to drink in on San Miguel rooftops. The most dramatic view is that of El Palomar Hotel, perched at the Centro’s eastern edge, high above it all. The Rosewood boasts Luna Bar, ground zero for popping the question. Hotel Nena offers an intimate rooftop spa along with liquid refreshments, while newcomers like 1810 Hotel Boutique and Casa No Name—no name doesn’t apply to the aptly dubbed Sky Bar—share breathtaking vistas for the price of a drink.

San Francisco-based selvedge denim shop Self Edge has hung a shingle south of the border, becoming one of the first retail boutiques to open on the Flora Farms property in San José del Cabo. Aiming to be not just a store, but an experience, Self Edge is best-known for its well-tailored denim jeans. At the Baja shop, guests can also find Japanese-designed cabana shirts and resort wear, not available elsewhere in Mexico. The owners are also collaborating with local artists to make indigo-dyed sandals that will be exclusive to the store. Other unique jewelry and accessories are also on offer.

Located next to Main Beach, the much-quieter Cleo Street Beach is a favorite of scuba divers, who come here to explore the Foss 125 Barge. The wreck, which sank just offshore in 1958, is submerged in a mere 55 feet of water, making it easily accessible to even the novice diver. Those up for the adventure will find an extremely well-preserved site, wrapped in coral and surrounded by Laguna’s Marine Reserve, which boasts everything from seals and otters to colorful fish and even some larger sea life. If you’re not a diver, Cleo Street Beach is still worth a trip to stroll the sand with a coffee from the nearby Orange Inn in hand. Just be sure to bring your four-legged friend along, as the beach welcomes dogs.