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Blue Waters is luxury and elegance made manifest and placed with love amid 17 acres of lush Caribbean gardens in the northwestern corner of Antigua. What could you hope for from a resort like Blue Waters? Spacious, well-appointed bedrooms? Of course. Romantic cliffside dining that supplies stunning views of Caribbean sunsets? A soothing, bougainvillea-wrapped spa stocked with Elemis products—the leading British luxury skincare brand? How about not one, not two, but three secluded beaches at your disposal? Or maybe you’d prefer an immaculate infinity pool that juts practically right out into the Caribbean Sea? If you’ve dreamed it, Blue Waters likely has it... Or better.

In 2009, Caleb Pedersen made a backpack. He wore it around town while riding his bicycle to and from work, hanging out with friends, etc. Little did he know, his bag’s exposure would lead to other people asking, “Where’d you get that bag?” So, he started making bags, which led to the launch of his brand: Chapel. All bags are handmade in the Chapel workshop at the Woodstock Exchange. In fact, you might just bump into Caleb when you visit the shop. Everything they use to craft their bags is sourced from South Africa. Bag designs are functional and universally stylish, so you’ll look good in Cape Town and everywhere else your travels may take you.

Less than an hour’s drive north of Boston, you can find the building that graces more canvases and paper than probably any other in the world. Located on Bearskin Neck wharf, it’s a central location for exploring the cultural center of this small quintessential New England town. An easy walk will take you thru galleries, shops and restaurants, as well as leading to the harbor that provides coastal vistas the area is known for.

Another hot spot in Pigalle located in yet another former brothel. Dirty Dick, despite the name, isn’t a place of perdition but the city’s second tiki bar, where Polynesian folklore and the American fifties come to life in the details: lounge music that teeters between surf-rock and exotica, barmen in Hawaiian tops, bamboo stools, Maori sculptures, and a jungle-inspired smoking room. The cocktails, of course, are tropical and range from classic (mai tai) to homemade drinks like the Amazombie served for four people in a smoking crater. Should the bar be jammed, which is likely in the late hours of the night, head directly across the street to Glass, the other leading cocktail bar on the street.

Sixteen apartments—plus a library and wine cellar—owned by German furniture designer Nils Holger Moormann sit at the foot of the Bavarian Alps. Inside a 17th-century estate, Moormann’s modern interiors are fashioned from brick, clay, and untreated wood. The cable car near the property leads to the Kampenwand ski area. But serious skiers should head 30 miles south to the higher-elevation Wilder Kaiser–Brixental ski resort in Austria. On the night of the full moon, snowshoe about two hours to the Riesenhütte mountain chalet for a Bavarian meal served around a campfire. From $144. 49/(0) 805-290- 4517. This appeared in the November/December 2012 issue.

With soaring 10-foot ceilings and sprawling 700- to 1,200-square-foot configurations, the one- and two-bedroom accommodations at Twelve Midtown are more like modern apartments than hotel rooms. Each features a contemporary neutral-hued color scheme and comes with a full kitchen outfitted with stainless-steel appliances, plus separate dining and living rooms to encourage living like a local. But a few hotel perks made the cut, including a Starbucks in the lobby, a seasonal rooftop pool, and a full-service, 24-hour concierge desk to help you make the most of your visit—this is vacation, after all. There’s also an all-day restaurant serving classic Italian fare, including pizzas, pastas, and vegetable-forward antipasto.

Beyond the crowds of central SoHo—in a formerly industrial nook with historic roots on the edge of the Hudson River—a neighborhood is emerging: Hudson Square. This is the home of Hotel Hugo, a stylish loft-inspired retreat with an Italian spirit that has brought a bit of European-inflected flair to the neighborhood. This extension of SoHo has long been known by New Yorkers for its nightclubs, restaurants frequented by locals, and of course, the gorgeous Hudson River Park, an uninterrupted promenade that stretches the length of Manhattan. Now it has a chic hotel, complete with a rooftop that has a Cuban cantina vibe that serves cocktails against a backdrop of the Hudson River.

The Gastown neighborhood dates back to the Victorian era when “Gassy Jack” Deighton opened a saloon in a burgeoning sawmilling settlement. Now its grand heritage buildings—in Romanesque, Edwardian and Victorian Italianate styles—and brick-paved streets are home to art galleries, design shops and stylish eateries. Don’t miss the statue of the storied tavern owner in Maple Tree Square and Water Street’s famous steam clock, built in 1977, which sounds off every 15 minutes.

Cruise the Venice lagoon on one of the few remaining bragozzo boats still working this body of water. The vintage double-masted, flat-bottom fishing boat, once a common type of vessel here, dates back to 1946. The captain and owner, Mauro Stoppo, is also an excellent chef, which comes in very handy. Charter a daytrip (the boat comfortably carries 6–10 people) and sail to a lesser visited portion of the lagoon. The pace is slow; the food and wine decadent. If you want to charter a longer trip, you’ll explore more of the lagoon by day, learning its history and ecology, and then sleeping in private villas at night.

“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.

Thanks to an owner and several staff members who hail from Italy, this Neapolitan-style pizzeria has an authentic feel that locals love. Its popularity shows—San Diego restaurants are rarely crowded, yet Buona Forchetta often boasts wait times of up to two hours. Much of the dining happens outside beneath an awning. Indoors, simple decor lets the gold Stefano Ferrara pizza oven shine. Go for perfectly blistered pies like the Nicola (mozzarella, mushroom, prosciutto di Parma, and truffle oil) or the Isabella (buffalo mozzarella, sun-dried tomatoes, onions, goat cheese, and rosemary). If Point Loma is more convenient, know that there’s a second, larger location called Officine Buona Forchetta in Liberty Station.

Wander along the souklike Via del Saracino until you come upon this large café with a great view over Positano’s main beach. You can have a cappuccino and pastry in the morning, a sandwich for a quick lunch, and then stop in later in the day for a cold treat. (The outstanding popsicles here are made from the juices of Amalfi lemons and other seasonal fruits.) It’s also a great spot to simply sip a beer while taking in the view of the action down on the Spiaggia Grande. For the sports fan, the bar’s multiple screens usually play baseball, soccer, and tennis.

You may think Boutique Nadine has a bit of an identity problem. Not only does the shop have two locations just a few blocks from each other in the heart of Florence, but they are both part vintage-clothing store, part indie-designer boutique, and part midcentury-furniture emporium. In the plus column: Everyone finds something to love here. Clothing is arranged by color and walls are hung with classroom world maps. A long table, overseen by a crimson statue of Buddha, displays bowls of beaded bracelets and rings and trays of sunglasses. You may walk out with a vintage designer piece or a classic striped T-shirt, or shoes, bags, a bottle of Aquaflor perfume, or some pretty paper goods.

The Palatine Hill was home to an early Roman settlement and had major significance for the city’s history. Legend states that Romulus founded Rome on that hill in 753 B.C.E., and Romans even maintained a cult site sacred to the founding father for about 1,000 years. When the emperors rose to power, they chose the Palatine as the location for their sprawling villas and built enormous marble-clad structures to showcase their wealth and power. Today, the ruins of their majestic estates rise above the Forum and Circus Maximus, reminders of the grand imperial past. A visit is included in the price of a ticket to the Forum or Colosseum.

This enclave on upper Boulevard Saint-Laurent in Little Italy emanates style from the front window on, with a quirky and impeccable approach to layout. Its rich wooden tables and modernist shelves are rife with unique, collectible objects and everyday useful things. Some are wearable, like silk scarves, merino wool sweaters and designer galoshes, while others exist to embellish living spaces, like beautiful metal bowls and hand-painted birch branches that serve as sculptures. There are even edible things, like artisanal lemonade syrup and fancy teas. The focus is on locally made goods with a smattering of international purveyors too, who fit within the store’s general earthy-chic aesthetic.