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Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

Built in the 1930s as a private villa, this boutique hotel was renovated in 2012, but still makes guests feel as if they’re staying in someone’s home. Perched on a steep hillside across the bay from the Old Town, it features stone terraces, vine-covered pergolas, and colorful gardens, all of which offer breathtaking vistas of the Adriatic and Dubrovnik’s signature tiled roofs. The 13 rooms—all but one with sea views—have high ceilings and arched windows lined with white shutters to soften the afternoon sun, while modern bathrooms come stocked with plush bathrobes and decadent Bulgari amenities. When not enjoying their daily delivery of fresh fruit or cookies, guests can head to the bathing platform at the bottom of the stone stairs, the outdoor pool at the neighboring Grand Villa Argentina, or the spa at the Hotel Excelsior.

A rocky, reptilianlike spine runs through the center of Hong Kong Island, and there are some 30 miles of hiking trails spreading over it like arteries, offering visitors exercise along with excellent sightseeing. One of the most popular sections is the three-mile Dragon’s Back trek that follows the undulating ridge on the southern end of Hong Kong Island, between Wan Cham Shan and Shek O Peak. The walk isn’t strenuous, but the views may take your breath away. All along the way, soak up panoramas of the island and the sea. The entrance to the hike is on Shek O Road near To Tei Wan village, and the trek should take about 4-5 hours.

Rickshaw rides are common in Chandni Chowk, the vast and crowded market in the Old Delhi quarter, but book a comprehensive rickshaw tour for an immersive experience that lasts longer than 15 minutes. Witness the architectural marvels, multicolored facades, beautifully decorated shops, and the fragrances emanating from the potpourri of eateries that line the historic alleys. The tour covers 20 main sites—palaces, mansions, elegant shrines, and colorful bazaars—and finishes at an 1860 haveli (mansion) where you’ll visit a gallery of photos depicting the lifestyle of Mughals, as well as a small lounge where you can relax and try some typical snacks.

Although Chile’s central coastline boasts a string of attractive beaches along with towns filled with visitors seeking relief from the heat, the truth is the water is freezing cold year-round due to the Humboldt Current that brings Antarctic water up the coast. You’ve got to go pretty far north to find temperate seas. Bahía Inglesa is a stretch of coastline where the turquoise waters are tranquil, the sand is white, and there are dozens of beaches—some are along waveless bays (perfect for children), and others are great for scuba diving, kayaking, and kitesurfing. The area has restaurants for all tastes, and while there are lots of lodgings, in summer crowds flock in, so reserve as early as possible.

If you want a more back-to-nature romantic sleep, head off the main island of Providenciales and onto the less resort oriented Grand Turk and stay at the historic Grand Turk Inn. A charming bed-and-breakfast in a 150-plus year old Caribbean clapboard inn, it doesn’t allow children under the age of 16, and has an old fashioned allure, where time still feels like it moves slowly. In a prime Front Street location, it was originally build as the Methodist Manse, but today has been converted into a stately B&B with just five elegant, sunny suites and overlooks the beach and turquoise waters of the Columbus Landfall National Park. Despite the historic style of the inn, rooms are modern and have satellite TV and air-con, as well as full kitchens and West Indies colonial era furnishings made from rattan and bamboo. Don’t skip the huge rooftop sundeck facing the ocean and historic waterfront. The included breakfast is delivered to your room each morning based on your menu selection from the night before. There is also an on-site restaurant serving an Asian influenced menu. Also take a stroll down Front Street to explore more restaurants and listen to local artists playing nightly on the street.

Built in the 1920s by a Croatian businessman, Palacio Astoreca underwent two years of refurbishment and restoration before opening its doors as a boutique hotel in 2012. The work was carried out to a meticulous degree, maintaining the original parquet floors, and adding splashes of color with art deco furniture and modern art, including one piece by Switzerland’s Frédéric Clot. The stucco-and-brick mansion rises up from the streets of Chile’s port city, Valparaíso, like a piece of red-and-white confectionary.

A statement staircase winds up to the 23 rooms, some of which have stand-alone bathtubs. And the basement level is home to a small spa with an open-air, wood-fueled hot tub set alongside a living wall. The reception level and entrance hall open out onto a terrace where lunch, tea, and cocktails are served, allowing guests prime views over the hilly city and Pacific Ocean. There are quiet corners for those seeking a solitary moment, including a library and a piano bar, which comes to life in the evenings with live music.

Teshima’s Restaurant is a historic Japanese diner on the west coast of Hawaii Island in Kealakekua. Welcoming and reasonably priced, the diner serves Hawaiian Japanese comfort food. The set meals are the best value, a sampling of small dishes that might include sashimi, sukiyaki, fried fish, rice, and sides of cucumber, cabbage, and miso soup. The ahi is excellent (and the wasabi so soft and fresh), but the restaurant is really known for its shrimp tempura: Every local we asked about Japanese food told us to try it here. You can get it on its own, or as part of the “deep sea trio” of shrimp tempura, fried fish, and sashimi.

Fish from tins, fish whose fins were in the sea just this morning—they’re all stars at Saltie Girl, a compact seafood bar and restaurant in the Back Bay from Kathy Sidell of MET restaurant fame. Whether you love your seafood raw, smoked, fried, or—yes—out of a can, settle into one of the 11 stools in front of the active kitchen to watch as your dinner is prepared or, well, opened. Of course, you’re not paying top dollar for Chicken of the Sea here: The tinned seafood comes from small artisan producers, sustainably sourced, packed fresh, and shipped from around the world. Caviar, squid, anchovies, cod liver, and cockles are among the savories served cold with dipping sauces and crusty bread.

Though primarily known as a family-friendly resort, this beachside getaway is equally popular with kid-free travelers who love the location, service, and long list of amenities. Tucked among the hills of the Son Tra Peninsula, overlooking the East Sea, the resort is home to 197 guest rooms and 22 suites, each with modern Vietnamese-inspired decor, an oversize bed, and a rain shower; suites and villas also have indoor/outdoor lounge spaces, butler service, and in some, private pools. (Another reason to upgrade: Suite and villa guests have access to a dedicated airport lounge, complete with mini-spa.) If you do have little ones in your party, drop them off at Planet Trekkers, the signature children’s club, where activities encourage cultural connection through workshops, arts and crafts, and outdoor playtime. Adult fun can be found by the pool, in daily diversions like tai chi classes, and at the award-winning Harnn Heritage Spa, where holistic treatments complement the Pedi:Mani:Cure Studio, created by French celebrity pedicurist Bastien Gonzalez. The resort’s dining and drinking spots include La Maison 1888, the domain of Michelin-darling chef Pierre Gagnaire, and Buffalo Bar, where you can top off a perfect day with vintage bubbles and hand-rolled cigars. Three UNESCO World Heritage Sites are located a day trip’s ride from the resort—that is, if you can tear yourself away.

Stretched out from the northwest corner of the island like a small arm, Pigeon Island is a historical landmark and a satisfying all-in-one nature, beach, and hiking escape minutes from Rodney Bay Marina. The 44-acre mountainous green plot is home to the preserved ruins of British military forts and garrisons; the Brits chased the Caribs out and used the islet to monitor French activity. Walk among the ruins, and hike up to the cannons of Fort Rodney, where the lookout point offers a breathtaking panoramic view of St. Lucia’s coastline and the sea below, dotted with sailboats. Hike down to the beach for a swim and a toast to history at Jambe de Bois, a restaurant on the water.

Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

Dana Biosphere Reserve is the largest nature reserve in Jordan. For hikers and trekkers, it’s one of Jordan’s top places to get out into the wilderness, but even the less adventurous will enjoy a stop here simply to enjoy the tranquillity of Dana village, with its majestic views over the tumbling hills below. The reserve is dominated by enormous sandstone cliffs that guard the valley, creating a series of microclimates and ecosystems that house nearly 200 species of birds and most of Jordan’s mammals. Sightings of ibex, gazelles, and even wolves are not uncommon. At the entrance to the reserve in Dana village, you’ll find an excellent visitor center run by the Royal Society for the Conservation of Nature, which can recommend park guides. For a different way to experience the reserve, consider the five-day hike from Dana to Petra—deemed one of the greatest treks in the Middle East. It’s particularly pretty early in the year, when the route is laid with spring flowers.

Italy’s beloved region of Tuscany brings to mind bucolic vineyards, rolling hills, and roads lined with towering cypress trees. But there’s plenty else to delight and even surprise travelers. Consider the quaint town of Punta Ala: located along the southern Tuscan coast, it’s under the radar of most travelers, yet the go-to summer escape of generations of Romans and Florentines.

Punta Ala strikes a balance between relaxation and understated elegance that encourages lingering, and the same goes for its premier place to stay: Baglioni Hotel Cala del Porto. Set against the backdrop of the Mediterranean Sea and with two adjacent beach clubs (La Vela and Alleluja), the hotel’s 38 airy rooms offer views of the gardens and marina. In the heart of Maremma, Hotel Cala del Porto is perfectly located for day boating trips out to the island of Elba, wine tasting at notable Tuscan wineries, and some of the best golfing in Italy. The regional park Bandite di Scarlino beckons with hiking trails ideal for early morning risers.

The municipality of El Nido, on the northern tip of Palawan, is known for the jagged limestone cliffs that spike up from the turquoise waters and that are home to the island’s endemic swiftlets. Known locally as balinsasayaw, these birds use threads of their saliva instead of twigs to build their nests in crevices on the cliffs (El Nido means “nests” in Spanish). Climbers called busyador scale the cliffs each day to collect the edible birds’ nests, which are mostly sold to China, where the nests are believed to contain a high level of natural minerals that provide health benefits. But the recent decline of the swiftlet population has caused the deterioration of the industry, and many busyador have shifted to tourism instead. El Nido attracts millions of visitors each year to its beautiful white-sand beaches and unspoiled natural landscapes, which include caves and hidden lagoons as well as the legendary cliffs. Activities here include hiking, sea kayaking, snorkeling, and diving, and everything is a lot more low-key than at busier destinations like Boracay.