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I just love the huge space and the glass ceiling of Galleria Umberto. It is located across from Teatro di San Carlo and despite its modern look, I was surprised to find out that it was built between 1887–1891. The Galleria was named for Umberto I, King of Italy at the time of construction. It was meant to combine businesses, shops, cafes and social life — public space, with private space in the apartments on the third floor. Don’t miss it! The architecture is breath taking all year long.

From scuba diving to whale watching to playing through on one of the golf courses that overlooks it, the Sea of Cortez is one of Los Cabos’ most inviting attractions. But there are others, of course. So many others. One of Mexico’s best beaches sits amidst the tourist corridor and the artists colony of Todos Santos is just an hour north of Cabo San Lucas. And there are plenty of other day trips on the Baja Peninsula too. Don’t worry. You can visit again...and again.

Foodies (and those simply interested in local color and a good meal) should head to San Lorenzo and its covered Mercato Centrale. Florence’s main market for edibles is housed in a 19th-century glass-and-iron building. On the ground floor, delis, stands, and butcher counters sell a fantastic array of local fruit and vegetables, cheeses, dried porcini mushrooms, baked goods, balsamic vinegars, and olive oils plus fresh fish, poultry, and meat. Upstairs, a modern food hall has opened: Stalls sell prepared foods and meals for happy and immediate consumption at a central seating area.

At first glance, the lobby is the place to be at this boutique hotel in the Gaslamp Quarter. At check-in guests are offered a selection of local wine and beer—and again during happy hour. Under soaring ceilings supported by leather-wrapped pillars and surrounded by colorful art, you can sip and socialize. But don’t ignore the scene on the roof, either, where you’ll find a pool with oversized, floating pillows; fire pits with food and drink service; and views of the Coronado Bridge, Mount San Miguel, and the old and new architectural icons of downtown. In fact, the rooftop is so special, you may want to book the only accommodation in the 159-room hotel that grants you direct access to it: the Cabana Suite, where a private staircase leads to your own poolside cabana. On the other hand, if you’re traveling as a family, you may find that another option beats private rooftop access: the Star Suite, complete with three king-size beds, two of which form a custom-built bunk bed. Either way, expect ultra-modern furnishings paired with skyline views.

Family style restaurant where you can sample virtually everything on the menu. Salad sampler, pasta sampler, meat sampler. GET IT ALL

The second hotel from the jewelry and fashion house of the same name when it opened in 2006, Bulgari Resort Bali is an Italianate stunner sitting 525 feet above sea level on the cliffs of Uluwatu. While the hotel’s sophisticated vibe stays true to the brand’s roots, hand-hewn volcanic rock, Javanese mahogany, carved antiques, and locally made fabrics in the 58 pool villas reflect the heritage of the archipelago.

Asian-European duality is a prominent theme here: One restaurant, Sangkar, focuses on Indonesian fare, while the intimate, dinner-only Il Ristorante – Luca Fantin is a prix fixe journey through coastal Italian cuisine. There’s a working temple at the highest point of the resort that staff use to perform daily rituals; guests can take part in blessing ceremonies here too. Flexible check-in and check-out times, an on-call private yoga instructor, village walks, and butler service are additional gratis perks.

The elevator that descends dramatically down the cliff to Bulgari’s serene beach club is a privilege only for guests, as are lunches at the seafood-celebrating, cliffside-hugging La Spiaggia. The Bulgari Bar is the place to be for sunset hour, when Italian canapés are served alongside the sapphire Indian Ocean. It would be a shame to miss a trip to the spa, where pampering treatments draw from the rituals of Balinese royalty. From $1,300


Related: The 15 Best Luxury Resorts in Bali and the Indonesian Islands

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.

Cocktails are not a huge part of the Italian culture, especially not those involving tequila. But at Bar Les Rouges, the three brothers who own the bar mix up one amazing margarita (They even come to your table asking you to sample which salt you want on the rim. Go for the smoked one, it’s perfection!). Housed in a dimly lit and slightly crumbling 16th-century palace, this is one of the most romantic spots in town—a perfect date night out.

Ethiopian wine? An unlikely pairing of words, for sure, and an unlikely beverage that you may regret having ordered while traveling around this fascinating country. I was at Castelli’s, a famous Italian restaurant in Addis Ababa, the Ethiopian capital. The restaurant is a relic from Italy’s failed attempt to colonize the African country. The food may be forgettable at Castelli’s, but this wine is even more so. Some day, perhaps, “Ethiopia” and “wine” may have a more congruent appeal. Just not any time soon.

When Domingo Ghirardelli immigrated to the United States in 1849, he planned to strike it rich in the California Gold Rush. Unsuccessful, he opened a store in Stockton selling supplies and some confections to other hopeful miners. Flash forward a few years (and failed businesses), and Ghirardelli opened another confectionary company called Ghirardely & Girard, which would lay the foundation for today’s Ghirardelli Chocolate Company.

Chocolate was made on San Francisco‘s northern waterfront for many years but eventually moved out of the city. Luckily the buildings still stand, including the historic power plant with clock tower. Two floors were added to a warehouse in 1923, and atop those the famous 15-foot-high letters spelling out “Ghirardelli.” Though the company continues to make chocolate, it is no longer owned by the Ghirardelli family.

Still, there are plenty of reasons to visit the brick buildings that have been transformed into a thriving marketplace with restaurants—including our favorite, an upscale dim sum restaurant, Palette Tea House—, art galleries, shops, a winetasting room, and of course, a place to taste and buy Ghirardelli chocolate, a true San Francisco original. The square also hosts some popular San Francisco events, including an annual Christmas tree lighting and a chocolate festival held each September.

Stop by Soli DOC cafe for an evening Spritz in the courtyard of the Doge’s Palace. Serving a full menu of wine (including the delicious Italian sparkling wine, Prosecco), the cafe also has quite an extensive beer and cocktails list. With delicious snacks brought table-side, sit outside to watch the sunset cast its golden hue over the ancient city.

Although a chain (we now have a few Grom’s in New York City as well), Grom makes an incredible gelato, and is committed to creating a locally sourced, sustainable, high-quality product. The nut varieties are exceptionally good—especially the pistachio and hazelnut ones. They also serve a tasty ‘affogato’ (meaning ‘drowned’ in italian)—a shot of dark espresso poured over the gelato of your choice!

This brick-vaulted restaurant and bar is a great venue for jazz fans and the line-up of live acts on Thursday and Fridays nights includes well-known Italian musicians. You can eat a full meal here (try the Risotto Caruso with clams, shrimp and prosecco) or just order a snack and there’s a decent selection of wines.

A pleasant way to spend an evening in Milan is to stroll along the Naviglio Grande, a 12th century canal in the south of town. The warehouses along the towpath are now home to lively restaurants and bars. I recommend El Brellin. The second floor restaurant offers refined modern Italian fare with ambiance to match and the bar below gets busy on the weekends.

The Bellini was born in Venice at Harry’s Bar, which has been hopping since 1931. Declared a National Historic Monument by the Italian government in 2001, this San Marco bar and restaurant is a cultural institution. Even though it doesn’t do the best food in Venice, and prices are ridiculously expensive, it’s worth dining here once just for the experience. Over the decades it has served a global collection of writers and artists, including Ernest Hemingway, Charlie Chaplin, and Orson Welles, and today it’s still popular with Venetian movers and shakers.

The interior decor has not changed since Giuseppe Cipriani opened Harry’s on the eve of World War II (and during the war, Harry’s was one of only a handful of restaurants in Venice that would serve Jewish patrons). The food is classic Venetian. Try the baked sea bass with artichokes for a main, and make sure to save room for dessert. Harry’s is famed for crêpes flambées and also its Cipriani chocolate cake. Reservations are imperative; when booking ask for the ground floor because dining here is all about seeing and being seen, and the second floor is considered much less cool by Venice society (although it has much better views and more dining space).