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There are certainly flashier beach clubs on Capri, but Torre Saracena is a relaxed place with killer views of the Faraglioni rock formation and a terrific restaurant that locals love. For the beach part of the equation, swim in the transparent aquamarine waters and lounge on the narrow beach of white pebbles or the wooden deck built over the water and set with chairs and umbrellas. For the restaurant part, head to the terrace over the beach. The food there is extraordinary. Try tiny, pepper-flecked sautéed shrimp, cold octopus salad, and pasta e piselli, a comforting mix of basil, peas, cheese, and spaghetti. (To call the food “locally sourced” is an understatement: Beside the kitchen door, some shallow saltwater pools are filled with live oysters, clams, and lobster.)

Conveniently located a few miles from Florence, this estate has been producing wine and olive oil for over 1200 years, making it one of the oldest in Tuscany—though the current owning family has been involved for “only” about a century. Today, in addition to producing beautiful wines using sustainable and certified biodynamic farming methods, the estate includes a few accommodation options (including a restored farmhouse), a noted cooking school, a restaurant and wine bar, and acres of organic vineyards and olive groves. Book a guided tour to visit the historic cellars, the crushing area, and the wine bar, where you’ll get to taste some of the delicious homegrown products, including wines, olive oil, and Vin Santo. Wine-paired lunches in the bar or main villa can also be arranged, and if you’re there in the summer, take a glass onto the terrace, which boasts views out to Florence’s Duomo.

The area of gently rolling hills just to the northeast of Lucca is famous not only for its impressive villas, but also for olive oil and wine. A perfect gastronomic stop-off between visits to the magnificent Villa Mansi and Villa Torrigiani, the 30-hectare farm estate Colle di Bordocheo produces both, and offers tastings and tours for visitors. Estate wines such as the complex, spicy Picchio Rosso (a blend of sangiovese, merlot, and cabernet grapes) and the white Bianco dell’Oca (chardonnay, vermentino, sauvignon) marry well with the house extra virgin and platters of local cheeses and foccaccie. Book ahead and you can add lasagne and cold cuts to the basic €15 per head package, making a fine, rustic lunch. There are also apartments for rent on the estate, which lies in a strategic position for visits to the coast, the lush, mountainous Garfagnana region, Florence, and, of course, Lucca.

“Heavenly” might be a common descriptor for a resort with Frette linens, American Indian–inspired spa treatments, and round-the-clock room service, but the experience at Primland is quite literally heavenly. The showpiece of this remarkable eco-resort is an on-site observatory, a giant silver, silo-like structure attached to the main lodge, with a powerful telescope whose images can be seen via closed-circuit TV in the guest rooms or on nightly guided star walks. The property’s altitude, at nearly 3,000 feet, makes it ideal for stargazing, especially if you are in one of the two-floor Pinnacle Suites overlooking the Dan River Gorge, or in an even more secluded tree house suite with views of the mountain valley from the balcony. Encompassing 12,000 acres, the property is so large that different driving directions are provided whether you are arriving for clay shooting, hiking, dinner, or an overnight stay. Meals at Elements restaurant showcases organic Blue Ridge ingredients with a French flair, served on fine china, while moonshine cocktails and a club sandwich with sugar-coated “pig candy” are on the menu at the 19th Pub. Primland is especially a dream destination for golfers and hunters in their respective seasons, but an extensive list of outdoor sports, family activities, and a large media library will please every guest no matter the weather.

A charming collection of shops on the water, Lido Marina Village would seem of another time, were it not for its completely modern mix of design boutiques and eateries. Built in the 1970s, the outdoor shopping center was revitalized in 2017, attracting a prestigious lineup of Southern California brands—Jenni Kayne’s breezy-chic clothing, the bold leather goods of Clare Vivier, and Broken English’s evocative jewelry—along with Le Labo fragrance apothecary, home goods shop Serena & Lily, and even destination restaurant Nobu. Wooden boardwalks are strung with bistro lights, hand-painted signs direct patrons from shop to shop, and a relaxed savoir faire pervades the village. It’s not all shopping either: Coffee at Zinque, Curl Fitness’s yoga classes, and blowouts at TReSs Apothecary + Salon make it a locals’ hangout too. It’s the kind of place people linger, especially on Thursdays, Saturdays, and Sundays, when a local musician plays on the main deck. Even more fun: Arrive by boat, into one of the 47 marina slips.

Nestled in scenic parkland near the northern section of Lago Maggiore, Giardino Ascona is an intimate retreat. The hotel’s 72 rooms and suites are spacious and decorated with chic, modern furnishings set against bright, breezy color schemes. Balconies or terraces offer great views of a water-lily-filled pond and the nearby Ticino Mountains., and all rooms include conveniences such as minibars, flat-screen TVs, and DVD players. Bathrooms come with Dipiù cosmetics as well as bathrobes and slippers. As gorgeous as the rooms are, you may find yourself outside most of the time, sunning by the pool, getting pampered in the spa, or exploring the olive and lemon trees of the Mediterranean-style garden. There are also two excellent restaurants, one with two Michelin stars, and frequent wine degustations in the wine cellar.

If the eyes are the window to the soul, they should be well framed. Choose your new pair from Italian names like Persol and Bulgari, or from the family-run shop’s own in-house designs. Even Pope Francis gets his specs here.

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.

No matter how many postcards you’ve seen of Rome’s iconic Colosseum, you just don’t get it until you pass beneath its crumbling arches. Built by Emperor Vespasian in 72 C.E., the huge amphitheater held 50,000 spectators and marked its opening with 100 days of brutal spectacles like gladiator combat and animal fights. The Colosseum was in use for four centuries, and now you can tour the ruins. Walk through the Hypogeum, an intricate series of tunnels and elevators originally used to transport animals, slaves, and gladiators, to the performance above, or take a moonlit tour to have one of the world’s most storied structures all to yourself.

It’s safe to say there’s nothing in the world quite like this magical island, topped by a medieval monastery that rises out of the bay like a heavenly apparition. It’s said that, early in the 8th century, a bishop in nearby Avranches was visited by the archangel Michael, who told him to build a church atop an island out to sea. From 966 onward, the dukes of Normandy, supported by French kings, oversaw the development of a major Benedictine abbey on Mont St-Michel. Massive buildings were added throughout the Medieval period, and the abbey became a renowned center of learning, attracting some of the greatest minds in Europe. To access this UNESCO World Heritage site, you must park in an off-site lot and take a shuttle or walk over a footbridge. Recent improvements have made the process much easier, but you should expect crowds in most seasons, as Mont St-Michel is the third most-visited monument in France. After touring the abbey, head to La Mère Poulard restaurant for the signature omelets and butter cookies. There are also several hotels on the island, though most visitors tend to spend the night elsewhere.

We live in the age of artisanal everything, from chocolate and coffee, to, you guessed it, water. At Mexico City‘s Casa del Agua, staff produce and bottle “local water” on-site. The bottles—designed artisanally, of course—are charming souvenirs that you can use over and over again (with your own, less expensive water) once you’re home. Be sure to go to the second level of the shop to see the filtration process, and to the terrace level to see where the water is captured.

Creamy gelato goodness is scooped from covered silver containers in this shop on the Piazza Passera. Scan the hand-lettered labels to see what is on offer—the kitchen behind the shop makes everything with the freshest seasonal ingredients. Try Fior di Latte alla Menta, the Italian version of mint chip ice cream, or any of the sorbets, which have a bright, pure fruit flavor. Carry your cone to a bench on the piazza and savor it as you people-watch.

While walking around Florence, have you noticed something different about some of the street signs? Clet Abraham is a French artist who stealthily alters traffic signs with graphic stickers that transform a DEAD END sign into a crucifix or a ONE WAY arrow into Pinocchio’s nose. In the artist’s jumbled studio in San Niccolò, you can learn a bit about his process and purchase a sign of your own. If the original works are too pricey, there are also vinyl stickers and T-shirts bearing his whimsical designs.

Built in 1928 by Asia’s oldest hotel brand, the Peninsula Hong Kong is one of the most historic properties on the Kowloon Peninsula, just across Victoria Harbour from Hong Kong Island. Designed originally as an upscale accommodation for passengers riding the adjacent Kowloon-Canton railway, the Peninsula has been a fixture of Hong Kong society throughout the region’s history. It was a magnet for Hollywood stars and dignitaries, the site of Hong Kong’s surrender to Japanese forces at the start of World War II, and temporary housing for residents following the war.

In 1994, a 30-story tower was added to house 135 additional rooms and suites as well as shops, a spa, a fitness center, twin rooftop helipads, and Felix—the hotel’s 28th-floor fine-dining restaurant, designed by Philippe Starck. The entire property was renovated in 2013 to update rooms with creamy colors, polished wood, and stitched leather and introduce high-tech extras that include a bedside control panel allowing guests to adjust the room’s light, sound, and temperature without getting out from under the covers. Today, the hotel is sleek and modern, but historic relics evoke the glory days that established the Peninsula as the “Grande Dame of the Far East.”

I’m not one to skip breakfast, especially in Italy, where thoughts of cappuccino, pastries, and local ham tend to rouse me early from slumber. But on my first morning at the Hotel Sant’Angelo, in the old quarter of Matera, I was having a hard time dragging myself from the creature comforts of my cave. Staying in a cave, it turns out, can be surprisingly pleasant. There was just one small window high overhead, but the room and adjoining bath were in no way dank—a testament to the natural ventilation that keeps the caves cool and comfortable. The wavy contours of the white tufa-rock walls conjured a feeling of being enveloped in some primordial womb. Yet there were modern amenities: luxurious linens, Internet service, a telephone. Fred Flintstone never had it this good. I might have snoozed until noon, were it not for an impatient mate eager to see the sights. We had arrived in the village the previous night after a long drive across the treeless plains of the Basilicata region, located at the instep of Italy’s boot. Matera is an enchanted world of Stone Age splendor. Known as the sassi (Italian for stones), the bisque-colored hilltop cave homes comprise one of the oldest continuously inhabited places on earth, according to UNESCO. The caves have provided shelter for more than 7,000 years. A millennium ago, shepherds inhabited them and carved churches into the rock; during the Renaissance, the area prospered and elaborate buildings were carved out, the excess tufa sculpted into ornate facades. By the early 1900s, the sassi had fallen into neglect. Families and their animals crowded into the caves for warmth, and disease was rampant. When writer Carlo Levi brought this tragic state of affairs to light with his 1945 book Christ Stopped At Eboli, the Italian authorities moved residents en masse to modern housing—leaving the sassi abandoned, save for the occasional crew brought by film makers (Pier Paolo Pasolini and Mel Gibson among them) in search of a biblical-looking backdrop. It was only in the 1990s that the Italian government encouraged people to move back. Residents revamped the cave dwellings as homes, restaurants, and inns. When the Sant’Angelo opened in 2004, it was the area’s first luxury hotel. The 19 cave rooms are sparsely but tastefully appointed with rustic wooden furniture. Some carved decorations—crosses, hearts, an owl—date back hundreds of years. Fossilized shells embedded in the walls reveal that the region once lay underwater. Eventually, my fiancé and I did emerge from our cave to wander the town’s ancient alleys. A local guide named Dora Cappiello took us into some of the 150 chiese rupestri (rock churches), where she pointed out wine troughs and frescoes of San Nicola, the patron saint of local shepherds. We also visited a cave dwelling that had been restored to resemble its state when the caves were equal parts manger and living space.
Simple, delicious meals punctuated our explorations. The curvy walls of Baccanti, a cave restaurant, created a private nook where we feasted on silky pappardelle pasta with a cinghiale (wild boar) ragu, accompanied by a dry, fruity red aglianico from the nearby Vulture wine region. Tired and sated after a full day, we headed back to our cave—on moonless nights, a flashlight or trail of bread crumbs is advised for the stumble back to the hotel—where the promise of a deep, sound night’s sleep awaited. —Amy Cortese Hotel Sant’Angelo, 39/0835-314010, from $211 for a double. This appeared in the March/April 2010 issue.