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Petra flourished more than 2,000 years ago, trading with Rome as an equal before being abandoned after a series of earthquakes in the 4th and 6th centuries C.E. It wasn’t until the 19th century, when European explorers “rediscovered” it, that the ancient city returned to the public consciousness. Now, visitors can walk down the narrow canyon of the siq to the city entrance—as dramatic an approach as any to a tourist attraction on the planet. The canyon opens up onto the carved facade of the Treasury, Petra’s most iconic site. From there, you can explore the cliffside tombs with their colorful bands of sandstone, the Street of Facades, and the amphitheater hewn from living rock. The ancient center lies some distance off, along with the splendid old Monastery, which sits at the top of a steep but rewarding climb. Consider buying a three-day ticket and visiting at different times of day to enjoy the changing light—early in the morning is best for the Treasury, while late afternoon is better for the Royal Tombs.

Along with a great view of San Francisco, Treasure Island is home to a popular flea market, formerly Treasure Island Flea, and now called TreasureFest. Each month around 400 curated vendors set up and peddle their wares. Stalls offer antiques, originally designed art and clothing, and vintage curiosities. You will also find about two dozen food trucks, live music, kids’ games and activities, and some local wine sellers to fuel your shopping fire. The two-day flea market takes place the last weekend of every month. Launched in 2011 to support local artists and entrepreneurs, Treasure Island Flea is now a must-do Bay Area event.

Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with a ridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar.

Join throngs of locals on the five-minute ferry ride across Victoria Harbour between the Tsim Sha Tsui cruise pier in Kowloon, on the mainland side, and the Central Pier on Hong Kong Island (a slightly longer ride goes to Wan Chai on Hong Kong Island). This is not just any ferry: The historic green and white Star Ferries have been moving the masses back and forth for decades, with the origins of the company going back to 1880 with the service of a single steamboat, the Morning Star. Today, the classic wooden boats make the trip many times daily, and a ride provides a great view of the city’s famous skyline and a whiff of nostalgia to boot.

While Cape Point is not, in fact, the southernmost tip of Africa—as is often claimed—it is generally accepted that the Indian and Atlantic oceans meet somewhere between here and the real tip, Cape Agulhas. Still, Cape Point is about as dramatic as you can get, with the land falling steeply away on three sides, the wind whipping around the cliffs, and the ocean churning below. The road to the point, at the end of a drive from Cape Town, goes through 20 miles of nature reserve full of baboons and antelopes. For those who don’t want to walk up to the lighthouse, there is a funicular, but to reach the point itself, you’re going to have to hike.

Many Buenos Aires visitors don’t realize the city is home to one of the world’s largest Jewish communities; most of the families arrived from Russia and Poland at the turn of the twentieth century. Proudly touting its immigrant cuisine, Mishiguene pays homage to the legacy with a modern take on traditional Jewish comfort foods like meorav yerushalmi (a Jerusalem-style mixed grill), bagels, pastrami, and Ashkenazi fish cakes. To try more than one item, order half-portions of dishes, or opt for the six-course tasting menu that starts off with a cocktail and includes a wine-pairing with each arrival. For a special treat, reserve the chef’s table in the restaurant’s sparkling kitchen.

When temperatures soar, the best thing you can do for yourself, and anyone you are with, is to buy a pass to one of the hotel pools. The Riad Alkantara is situated at the heart of the medina and offers a long, deep, aquamarine-colored pool surrounded by a small but lush garden busy with butterflies and warbling songbirds. It’s usually very tranquil, but it’s worth arriving around 11 a.m. to be sure of a sun bed in high summer. Note also that service is painfully slow, so if you want to order a simple lunch (sandwiches, salads) be sure to order at least an hour and a half before you actually want to eat.

In the Ville Nouvelle, the Marriott is another good option and a better bet if you have kids in tow, as it has a shallow pool for children as well as a large pool for adults. Plentiful sun beds, not to mention a decent Italian restaurant that serves cold beers and chilled Moroccan wines as well as child-friendly pizza and pasta, add to the perfection. The Hôtel Les Mérinides is situated high on a ridge above the medina and it has a medium-size pool surrounded by a dining terrace with expansive views. It’s more exposed than the other two, but rounding off the day up here with a gin and tonic as the sun goes down over the ancient city is arguably one of the most magical summertime experiences you can have.

Finally, if time and budget allow, it’s worth booking transport to ferry you out to Dar El Mandar, less than an hour’s drive away from the city center, near the Middle Atlas town of Imouzzer (pass price includes lunch). Perched on a hillside overlooking the Saiss Plains, you can spend a delightful day lolling poolside amid terraced gardens dotted with cushion-strewn Berber tents for those all-important afternoon siestas.

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.

Secluded and service-oriented are the adjectives that best describe Rosewood Mayakoba, a resort in Playa del Carmen that opened in 2008. At 1,600 acres, the resort is expansive, offering plenty of room for guests to feel that they have their own space. Rooms, too, are spacious and have either tile or wooden floors, comfortable beds and chairs, and a layout and design that draws guests to outside spaces such as patios and balconies. The sense of privacy is reinforced by special en suite features, including private plunge pools, garden showers, and sundecks. Service, which includes butler, concierge, and valet support, is first-class. Staff can facilitate or organize a wide range of experiences, both on the hotel property and in the surrounding area. These range from horseback riding on the beach and ocean kayaking to private dining and aerial tours of the Mayan site Chichén Itzá.

This elegantly rustic 10,000-acre ranch tucked into the Santa Ynez Valley encourages you to get unplugged and get outdoors. In fact, there are no TVs or phones in the guest rooms. Instead, guests head to the barn to choose a noble steed and enjoy the 50 miles of riding trails that wind through canyons, past shaded hillsides, refreshing streams, and grazing cattle. Saddle up for the popular morning ride to enjoy a hearty cowboy breakfast featuring gigantic flapjacks at the historic Adobe Camp, which sits among giant sycamores in the nearby hills. If riding horses isn’t for you, you can fish in a spring-fed lake, hike through Deer Canyon, cycle the trails, play tennis, practice your swing at two championship golf courses, or unwind at the spa. Executive chef Anthony Endy expertly blends seasonal California cuisine with Western ranch cooking, whether guests are dining in the Ranch Room or having a meal by the pool. When you sit back in the evening with the distant sounds of the barnyard as the sun sets over the oak-studded hills, you might realize you haven’t checked your cell phone all day.

Junkanoo is one of the Bahamas’ most colorful traditions, a more than 200-year-old street celebration and parade, like Carnival with a Bahamian twist. It takes place during the Christmas and New Year’s holidays. But visitors can learn about Junkanoo any time of year with a stop at the Educulture Junkanoo Museum on West Street in downtown Nassau. The museum’s exhibits highlight the history of the celebration, along with examples of the elaborate costumes, music, and dances that take place during the events. There’s also an interactive element, with visitors invited to make masks and learn how to dance to Bahamian music. The Educulture Junkanoo Museum is open weekdays from 9 a.m. to 5 p.m.

As a rule, Bermuda’s sense of sophistication includes a certain level of old-school formality. With the opening of this namesake eatery from the internationally renowned and somewhat hipster chef Marcus Samuelsson, the island’s approach to haute cuisine has taken a chic turn. Housed in the Hamilton Princess hotel with its landmark pink facade, the restaurant boasts a vibe that’s contemporary and airy with an emphasis on the turquoise sea. All tables have excellent views of Hamilton’s harbor, and the menu is—as might be expected—seafood-heavy, with dishes like Oysters with Black Rum Mignonette and grilled salmon. The local catch of the day and island-grown onions, along with other dishes, are prepared on a wood-fired grill that’s visible from the dining space.

Baseball had nothing to do with the naming of Fenway Park: The stadium gets its moniker from the nearby Back Bay Fens, a stretch of saltwater marsh in the heart of Boston that was landscaped into a park by Frederick Law Olmsted. The Fens are among the wilder parts of the Emerald Necklace, 1,100 acres of parklands running from the Charles River to Brookline that include familiar spaces like the Boston Common and Boston Public Garden but also less-traveled (by visitors, anyway) sections like Olmsted Park, Jamaica Pond, the Arnold Arboretum, and Franklin Park. The arboretum, part of Harvard University and established in 1872, is one of Olmsted’s most unaltered terrains, with paths running up and around 261 acres of woodland interspersed with a curated collection of trees, plants, shrubs, and vines native to New England.

Mile-long Newbury Street, lined with handsome 19th-century brownstone homes, is synonymous with shopping in Boston; it’s also the place to go to get your hair done up nice. Between Arlington Street and Massachusetts Avenue you’ll find an eclectic mix of boutique and designer shops, hair salons, art galleries, and restaurants that generally skews upscale (Tiffany’s, Chanel, Dolce & Gabbana) but also includes the original location of the Newbury Comics record store and a T.J. Maxx. Eminently strollable and dotted with sidewalk cafés, Newbury Street is the hip heart of the Back Bay neighborhood, perfectly distilled at eye-candy drinks-and-dining hot spots like Sonsie and Stephanie’s on Newbury.

One of Caye Caulker’s best beach bars is also its friendliest. Set right on the Split—a narrow channel dividing the island’s north and south portions—Caye Caulker’s most social corner invites tourists and locals to gather for a swim off an extended dock, or to enjoy a cocktail and music. Lazy Lizard’s recently upgraded look includes a variety of umbrella-covered wooden picnic tables, seating under palapas, and a new beach extension with steps leading into the shallow sea areas for easy entry. On the menu, you’ll find typical bar bites: burgers, fish tacos, and full meals like a lobster plate. The bar holds occasional full-moon parties, live music, family-fun days, and beach volleyball tournaments.