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Every city has an eatery that’s a mainstay for shoppers, and in Milan, it’s the tony Brera neighborhood restaurant Convivium. House specialties include complimentary rosemary flatbread, four-cheese pizza, and sea salt−encrusted sea bass for two. Via Ponte Vetero 21, 39/02-8646-3708.

A departure from the pastel villas that dominate the Amalfi Coast, Parco dei Principi is a modernist edifice enveloped in tropical gardens and set on the outskirts of Sorrento. The work of famed Italian architect and designer Gio Ponti, the boxy white structure bears his signature at every turn, from the furniture and fixtures down to the blue-and-white floor tiles (each of the 96 guest rooms features a different pattern). Beyond the eye-catching geometry, accommodations are minimalist in style, featuring midcentury chairs and crisp white beds. Even the saltwater pool looks like an art piece, its angularity punctuated by a diving board that sits swanlike above the water. Tunnels cut through the cliffside lead to a private beach, where an alfresco restaurant on the waterside deck serves up fresh-caught seafood in the summer. For a bird’s-eye view of the scene, opt instead for the panoramic vistas from the terrace of the hotel’s Gio Ponti restaurant.

The Pirelli Tower is considered one of the most elegant “tall buildings” in the world, and at one point, it was one of the tallest. (And it was the tallest in Italy until 2010). The tapered, 32-story, 417-foot tower was developed in the 1950s by Gio Ponti with the assistance of Pierluigi Nervi, two of Italy’s best modern architects. The tower was also inspiration for the design of New York’s MetLife (formerly Pan Am) Building.

“What wisdom can you find that is greater than kindness?” So said local philosopher and writer Jean-Jacques Rousseau, a statue of whom oversees his namesake island, a wee, romantic spot in the middle of the Rhone where it empties into Lake Geneva. The island-park may be served by two bridges, but it feels like a universe of its own and is a favorite of many visitors and locals in Geneva. The tranquil tree-lined island was once a 16th-century fortification that protected the city, then the site of a bustling shipyard before finally being transformed to a peaceful sanctuary in 1832, when the Pont des Bergues bridge was constructed. (The Pont des Bergues ends across from the 1834 Hotel des Bergues, which was the first meeting place of the United Nations and is now a Four Seasons Hotel.)

Helmed by Chef Danny Trace, a New Orleans native whose resume includes stints at Commander’s Palace and Cafe Adelaide, Brennan’s is the kind of place you go to for well-executed classics: Oysters Rockefeller, Shrimp and Grits, Gulf Fish Pontchartrain. But should you happen to venture into less predictable territory, you’ll be just as pleased. Still, every meal should end with bananas foster prepared tableside.

The Rialto Bridge is the oldest of the four bridges spanning the Grand Canal, and without question it’s one of the most iconic sights in Venice. There has been a bridge at this site since the 12th century, connecting the districts of San Marco and San Polo, and until the Accademia Bridge was built in 1854, the Ponte di Rialto was the only way to cross the canal on foot. Early versions of the bridge were made of wood and eventually succumbed to fire or collapse, until its current incarnation was constructed of stone by Antonio da Ponte in 1591. Beyond the mandatory walk across the single-span stone bridge, there is an open-air market at its eastern foot that is worth a wander. Skip the stores selling jewelry on the Rialto Bridge itself, however; you’ll find better quality and value in other parts of the city.

The name says it all: this sleek bar is set right on the south bank of the Arno, just east of the Ponte Vecchio and the sunset views of the bridge as dusk falls are indeed golden. Bag a table in the window, order a cocktail and help yourself from a great selection of snacks laid out on the bar counter. If you want dinner, move to the restaurant next door where there are regular live jazz sessions.

Housed in a building that looks like a giant, shimmering wine decanter, La Cité du Vin is the world’s first high-tech, interactive wine museum. Experts from more than 40 different countries weighed in on the exhibitions here, which cover everything from the history, cultivation, production, and trade of wine to grape varieties, contemporary trends, and climate change. After touring the 32,000-square-foot space, visitors can enjoy a free glass of wine (or grape juice for children), then stock up on bottles at the boutique, dine at one of the on-site restaurants, or test their new knowledge at the rooftop bar, which features spectacular views of the city.

“This family-run restaurant on the fishing island of Pellestrina is quite far out—probably 45 minutes by boat. But in the summer months, it’s a lovely ride, breezy and fresh. Once you’re at the restaurant, you sit on a pontoon and see nothing but the spread of la laguna and the occasional boat speeding past. They do wonderful fish here. It’s incredibly fresh and they’ll bring you an array of mixed antipasti to start. The oven-baked turbot on potatoes with baby artichokes and baby tomatoes is fantastic. So, so good.”

Read about more of McAlpine’s Venice favorites.

Somewhere between a luxury yacht and a royal residence, the Hotel Lungarno seems like the sort of place where Audrey Hepburn’s Princess Ann, of Roman Holiday, would have felt right at home. A 16th-century private residence on the southern banks of the Arno, next to the iconic Ponte Vecchio, the hotel was the first entry into the Ferragamo family’s Lungarno hotel collection, lovingly restored by renowned Florentine architect/designer Michele Bönan. With rich navy carpets, stained-wood furnishings, crisp white linens, and as many large, river-facing windows as he could get away with. It comes as no surprise, either, that the house restaurant is considered among the best in the city. Even if the food and the atmosphere weren’t top-notch (and they are), the sunset views of the city lights reflected in the river would be worth it.

You can’t visit Florence without indulging in ice cream once at the very least, but it’s not so easy to find the real deal. Carapina, gelateria of choice for cognoscenti (but often overlooked by tourists), is located a stone’s throw from the Ponte Vecchio, brain child of Simone Bonin who is widely acknowledged to be one of the best ice cream makers in Italy. Sixteen flavors are available at any one time and produced in small batches each day from top-notch local, strictly seasonal ingredients. Classics include pistachio, ‘real’ yoghurt and the bitterest of bitter chocolate but there are more unusual flavors too like the sweet/salty gorgonzola, Parmigiano reggiano or creamy mozzarella di bufala.

Maria e Susanna Sent has several shops where they sell their glass jewelry, the cutest one of them all just off the Ponte San Moisè in San Marco. This boutique is about as big as a broom closet, and that is certainly part of its charm. The real impact, though, comes from the jewelry this artistic duo started creating on the island of Murano back in 1993. Their line of mostly necklaces and bracelets is made in a unique process that creates murrine and filigree glass and plates in glass fusion. They also have shops in Murano and in Dorsoduro near the Peggy Guggenheim Museum.

Take a two-hour dinner cruise along the Rhône River aboard the charming Mireio, the largest panoramic restaurant boat in the region. On the Saint Bénézet Cruise, you’ll pass the most beautiful sites in Avignon—from the famous Pont d’Avignon and the quays along the Rhône to the Palais des Papes, the clock tower, and the Rocher des Doms—all while enjoying delicious dishes like duck with Provençale herbs and seasonal vegetables, and fillet of beef with jus au Châteauneuf-du-Pape. For something even more lively, you can opt for the Dinner Entertainment Cruise, which includes dancing on board until 1 a.m., or the Dinner Show Cruise, complete with a candlelit dinner and Brazilian entertainment. There are also lunch cruises, though they’re often more crowded than the dinner options.

In addition to providing a peaceful green space, this remarkable terraced garden near the Ponte Vecchio offers terrific views of the city. Its scale—much smaller than that of the Boboli Gardens—gives it a more intimate feel. In spite of its size, it includes an incredible diversity of garden styles. Climb the grand central staircase and wander from woodlands to an Anglo-Chinese garden, with fountains and sculptures in the mix, as well as visible fragments of the garden’s original medieval walls. The famed 19th-century art dealer Stefano Bardini lived in the Villa Mozzi (now the Villa Bardini) and it is his unique taste and vision that continues to shape this ornate attraction.

After the great national and international success of the Ameal wines, a new project was born in Quinta do Ameal, the brand new Ameal Wine & Tourism Terroir. The renovation of several old houses of the property was completed in May 2014. These houses and suites are fully equipped and decorated so guests can enjoy of all comfort without leaving the Quinta. Quinta do Ameal has a total of 30 hectares within its granite walls where a little less than half, 12 hectares, is planted with a totally organic vineyard that produces exceptional grapes for the production of wine: The Ameal “Clássico ", Ameal “Escolha”, Ameal “Sparkling” and “Special Harvest”. The remaining area consists of a fantastic and unique forest of 8 hectares consisting of a huge variety of trees including stone pines and oaks aged more than 200 year’s old. Beautiful gardens and over 800 meters besides the river Lima complete this magnificent set.