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A journey through one of the world’s last, best travel secrets.

With two world-class university art programs, Montreal attracts more than its fair share of budding creative types, who usually stay after their studies. It explains the city’s ebullient visual arts scene, its world-renowned dance troupes (think of Grand Ballets Canadiens, La La La Human Steps and Marie Chouinard) and the strength of its English theatre offerings, despite the fact that it’s a mostly French city. From museums to performance spaces, Montreal is full of spots to soak up culture.

Even visitors who have never cared about jewelry before find themselves mesmerized by the black pearls found in French Polynesia, scanning the loose pearls at pearl markets, visiting farms where the gleaming little seeds are cultivated, heading to the Robert Wan Pearl Museum (where, of course, you can buy the lovely items on exhibit). At the Papeete Municipal Market, or Marché de Papeete, browse the spectacular local fruit and fish, but stop by the stands selling locally produced vanilla and fragrant body products made with monoi oil (which is coconut oil infused with the scent of flowers). While you’ll hardly need a souvenir to remember these magical islands, it can’t hurt to pick up a gift made here.

Should you find yourself on the backroads of Homestead, Florida, the gateway to the Everglades, you’ll come upon open fields and vineyards. It’s here that a roadside stand displays the bold lettering: “Robert is Here.” But who is Robert? And what’s here? Robert is a real person who founded this fruit stand in 1960 and has worked here nearly every day since. It’s now a family operation with help from his wife and children. All manners of tropical fruits await you, from the authentic key limes by the pound to jackfruits to the aptly named “ugli fruit.” Try the ruby red Florida grapefruit samples and browse the selection of honeys and hot sauces. Admire the sunflowers, opened by the summer light. Don’t leave without a smoothie! And if the fruit isn’t enough, the stand also has an adjoining zoo and water park. How’s that for a random town in southern Florida?

Travelers looking for bucolic country inns, historic hotels, and resorts that stay true to their cultural and natural roots should look no further than Virginia. Sleep under roofs that have hosted celebrities, royalty, and U.S. presidents, wander the campuses of old university towns, and tuck into tasting menus at some of the country’s finest restaurants. Virginia hotels also make the most of their surroundings, with myriad outdoor activities from world-class golf to old-fashioned lawn bowling.

Cactus and cowboys are just the beginning here. World-class spa-resorts dot the foothills of this desert city; the mountain ranges are topped with observatories and evergreen forests. A research university and an air force base add variety to the Anglo/Mexican mix. Mild winters and eternal sunshine draw runners and cyclists to the trails and canyons of the lush Sonoran desert. After a sunset hike to precolumbian petroglyphs, civilization awaits...

Orlando is well-known not only for theme parks, but for some of the best shopping in Central Florida, at outlet stores and factory shops, and if you head to shopping enclaves like Winter Park Village, Thornton Park, and College Park, or to the Mall at Millenia, you can also find luxury goods, locally designed clothes and even cigars. Venture further into Orlando North and Lake Mary. Even the theme parks, too, have upped their game with quality souvenirs, sometimes crafted right before their eyes in the shops at Disney Springs and Universal City Walk.

Arguably one of New York’s best pizza places, Roberta’s would surely be more crowded than it already is if it wasn’t so hard to get to—at least for residents of Manhattan (or travelers staying there). This Michelin Bib Gourmand restaurant serving wood-fired pizzas is in the Bushwick neighborhood, six stops into Brooklyn on the L train; once you arrive, you may find yourself having to wait in line for an hour for a table. All the effort, however, is worth it for the thin-crust pizzas that range from the traditional (Margheritas, white pizzas) to those with surprising toppings, like picked onions and jalapeños. There is also a bakery on-site, if you want to grab a sweet treat to enjoy after your excursion to Bushwick.

Visiting Santiago Achaval and Manuel Ferrer’s boutique winery Achaval-Ferrer is a requisite visit while in Mendoza to sample Argentina’s most awarded wines. Their malbec wines and blends consistently earn high scores from Robert Parker, Wine Enthusiast and Wine Spectator. Started by a group of Argentine and Italian friends, Achaval-Ferrer’s Italian winemaker Roberto Cipressois specializes in small production wines that yield a high concentration of flavors, colors and aromas. Their beautiful 60-acre vineyard, Finca Bella Vista, offers free wine tours and tastings daily. You’ll sample three of their red wines, a sweet dessert wine and homemade olive oil. Chances are you won’t walk out empty handed. Calle Cobos 2601, Pedriel, Mendoza; +54 9 261 553 5565

Tourism is down, prices are up, social services are disappearing, and the government is bankrupt. Which means it’s a good time to get to know Seychelles.

On a charming corner of Greenwich Street in TriBeCa, the Greenwich Hotel is a sophisticated downtown Manhattan property co-owned by actor Robert DeNiro. Since opening in 2008, this boutique hotel has earned a reputation for its discretion (only a small sign signals the entrance), offering the type of service and privacy that attracts celebrity guests. Keep an eye out for abstract expressionist paintings by Robert DeNiro’s father, Robert DeNiro Sr., throughout the hotel.

No two of the 88 rooms are alike; the design is unfussy and pleasantly understated. Spacious bathrooms—finished in Moroccan tile or Italian Carrara marble—are a highlight of the accommodations. Start your stay with a swim in the lantern-lit swimming pool before sipping a pre-dinner cocktail in the guests-only drawing room, complete with a fireplace. The hotel is also home to neighborhood favorite Italian restaurant, Locanda Verde, from beloved NYC chef Andrew Carmellini.

In Los Angeles, you’ll taste everything from modern food fusions to classic diners, roadside fruit stands, and global cuisine. Look to Beverly Hills for the A-List restaurants, and head downtown for a cheap, delicious meal from one of L.A.'s signature food trucks.

Based in Barcelona since 1992, Holala! Plaza is the best Barcelona shop for vintage clothes, furniture, video games, accessories, books and more. It’s hard to leave empty-handed, but even if you don’t have cash to spare, stop by to check out their awesome window dressings. This shop is within walking distance of pretty much anywhere in Barcelona’s city center, but the nearest metro stop is Universitat (L1, L2).

A colorful working-class neighborhood near downtown that had fallen on hard times, Woodstock has been revitalized with a mix of galleries, artists’ studios, boutiques, and restaurants. Much of the area’s original vibe remains, however, thanks to the long rows of colonnaded shops that edge Albert and Victoria roads. Among the nearby storefronts that are open throughout the week are Espresso Lab Microroasters and Luke Dale-Roberts’s award-winning restaurant, the Test Kitchen. Continuing down Albert Road, you’ll find spots like the Woodstock Co-op and the very trendy Woodstock Exchange, with a great array of places to eat and stores selling local goods. At the end of Albert Road, there’s a concentration of galleries, including the Stevenson, Goodman, and SMAC. On Saturdays, Woodstock draws crowds to the Neighbourgoods Market, a prepared foods extravaganza in the Old Biscuit Mill.

If you want to meet the kindest cheesemonger in Rome, visit Roberto at Antica Caciara in the ‘you-must-cross-the-Tiber’ Trastevere section of town. Stock up on Pecorino Romano (that amazing hard grating cheese used in the standard Roman fare Cacio/Pepe pasta) and sliced cured meats. And if you are still hungry, you can grab a bag of handmade pasta before Roberto kisses you ‘buonasera’.