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Locally hand-crafted braidings are something of a St Barths specialty item, and the perfect souvenir to pack into your bag. You’ll find them at shops and boutiques throughout the island, though Latanier’s are considered among the finest.

The gorgeous Cour Vendôme Center is all the way upmarket, and a fantastic place to window shop, or spend a few buckets on a saucy new swimsuit—maybe one size larger than usual, considering how delicious the French fare on St Barths is.

With a 20-foot waterfall, a deep turquoise pool, and underwater caves, the Irie Blue Hole is a special find. You’ll need to hire a guide in nearby Ocho Rios to bring you up the mountain to explore this off-the-beaten-track place, but it’s one of Jamaica’s most stunning swimming holes. The lush setting, surging blue waters, and options for cliff-jumping will keep you there for hours. This gorgeous blue hole is now attracting more visitors, but it never feels too crowded. Yet!

JK Place Firenze is a far cry from Florence’s obsession with all things Renaissance. Set amid the buzz of Piazza di Santa Maria Novella, this onetime private mansion is decked out in black, white, peach, gray, and chrome, with inflections of 1950s movie stars, 1970s pop art, and ornate 19th-century architecture. The reception feels like a library, and the breakfast room is a glassed-over former courtyard with a hefty antique wooden communal table. Free drinks, fresh fruit, and homemade treats (and bubbles at cocktail hour) can be found at all hours in the guests-only lounge area. Impress your well-heeled friends by inviting them to dine on the piazza terrace, presided over by the appropriately black-and-white Basilica di Santa Maria Novella, before moving downstairs to the clubby J.K. Pink Room. Slip upstairs to your individually designed room for a divine night’s sleep, then awake ready to take on one of the world’s most historic cities.

The café Saint-Régis, located on the quaint and quiet island of Ile Saint-Louis, just a few meters from Notre-Dame, is one of those cafés that make Paris what it is. Professional waiters in black-and-white uniforms tend from one table to another frantically, while locals talk all things fashion, philosophy, or politics, or quietly read an enthralling book by the window. While this scene was accurate 50 years ago and still is today, there are notable differences, technology-wise, as the café is equipped with free Wi-Fi. So laptops and smartphones abound, for the pleasure of Instagram users. Atmospheric, historic, cozy and, well, of course, pricey. That’s the Saint Régis. My favorite time to go? Right before sunset after a long stroll on the banks of the Seine in the winter, either outside under the warm lights or inside, away from the hustle. But regardless of the weather, it’s always a good time at St. Régis...

I generally have a thing against beaches next to the road. Usually, they’re unfortunate victims to automotive pollution: obnoxious noises, exhaust fumes, and sneaky greases seeping into everything. Darkwood Beach is different. Sure, it’s right on the road on the southwest coast of Antigua, but somehow it escapes the usual woes of roadside sands. Maybe it’s because the road is fairly quiet. Or maybe it’s the persistent onshore trade winds. Or maybe it’s because people care enough to keep the beach clean. Regardless, what you, the traveler, get is a great beach with good swimming and snorkeling, plus a beach bar serving rum and traditional West Indian eats — complete with white plastic chairs in the sand.

All across Antigua you can find what may, at first glance, appear to be regular pineapples, but if you pass up on sampling the Antigua Black Pineapples, or just Antigua Blacks for short, you’d be missing what many call the sweetest pineapple on the planet. It’s said that Arawak Indians brought the first pineapples to Antigua’s shores more than 1,000 years ago. Upon cultivation in the island’s unique environment, these early pineapples soon adopted the distinctive flavor, appearance, and make-up of the Antigua Black we know today. The flavor being crisply sweet, not cloying, thanks in part to the Antigua Black’s low acidity. The appearance is so diminutive that you may think these pygmy pineapples aren’t ready for primetime compared to their oversized cousins from Hawaii, but one taste and you’ll change your tune. Check out Cades Bay Agricultural Station down south on Old Road to learn the history and explore the Antigua Black’s cultivation first hand.

Yes, there is Old Montreal and the shops of rue Sainte-Catherine. But Montreal is much more, especially in the Plateau Mont-Royal neighborhood, a place famous for its alternative atmosphere. Here you find tons of street art, each piece more delightful than the next. Most murals aren’t spontaneous works by local artists but are part of the many street art festivals taking place on Boulevard Saint-Laurent throughout the year, like MuRAL. Artists come from all over the world to paint, lending an international vibe to the city but also some amazing pieces. This here is one of my favorites, located on the corner of Saint-Laurent and Des Pins streets.

Rue Saint Paul is the oldest, the most popular, and the most iconic of Old Montreal streets. It was Montreal’s main thoroughfare in the 18th and 19th centuries, and although it doesn’t hold the same strategic importance today, it’s still at the core of Montreal’s destinations. Despite the tourist shops filled with souvenirs like moose-shaped shot glasses and maple-syrup everything, Saint-Paul Street still holds the grandeur it had back in the day, thanks to its stunning architecture. Ignore the shops and look up, admire the details of the windows and roof lines—to see what the street really is about. This street is ideal for a romantic, dimly lit, post-dinner stroll.

The province of Quebec is notorious for its quaint, picturesque villages. The compact forests and the thousands of lakes in the Laurentides region certainly make for the picture-perfect Canadian postcard, including the beautiful lakeside chapel in Saint-Alphonse or the wholesome locals of Old-Town Saint-Sauveur. On the other hand, the rolling hills of the Eastern Townships are as bucolic as it gets: villages like Hudson, with its gourmet market, microbrewery and century-old houses have a slight England feel, as does nearby Sutton. However, the ultimate wintery escape from Montreal surely is Quebec City, with the snow-capped Château Frontenac, 400+ year old historic center and festive winter Carnival every February.

Although the Routeburn Track is a three-day trek, one can walk part of it as a 7-kilometer day hike. The Divide trailhead at one end of the track begins with a steady climb through a beech forest and sub-alpine shrubs and continues with a steep zigzag above treeline to Key Summit. A loop from the summit goes through a variety of environments, including small alpine ponds and bogs. Viewpoints from the summit and along the loop offer stunning vistas of the snow-capped Darran Mountains, Lake Marian, and the lengths of the Hollyford, Eglinton and Greenstone Valleys.

If you’re in Granada, stop in for a meal or drink at Café Espressonista. Housed in a building from 1860, the café is owned by New York transplants Andres and Zoltan, who have created a fun, funky space with a true artisanal spirit. Chef Zoltan’s baked goods and ice creams are made in-house and the drink menu includes Espressonista’s own small-batch brewed beer. Thanks to relationships with the best coffee producers in Nicaragua, Espressonista’s coffee drinks are the best in Nicaragua. All ingredients are sourced from local markets or farmers, and the same attention to detail can be found in the design of the space and the plating of the meals. In addition, you can buy exquisite men’s shirts that Andres designs and has made by hand of the finest cotton. Photo by Marianna Jamadi.

Santa María del Coro is San Sebastián‘s token beautiful European church. It has the quiet, sunlit beauty that one comes to expect in European churches. It also is the site of several of the city’s unique celebrations, organ concerts, and the iconic San Sebastián, pierced with the famed arrows.

Cavell’s Cook Shop hides in plain sight along the road that hugs the shore on Antigua’s southwestern coast. Its humble, nondescript outward appearance bears every likeness of a simple storage shed or roadside workshop. Thick, encroaching foliage on either side further suggest its owner might prefer his or her place to maintain a low profile. The long line of cars regularly parked astride the road outside Cavell’s at all hours of the day, however, tells a different story. So too do the savory aromas emanating from beneath her galvanize roof, and the smiles on the faces of her steady stream of people filing in and out of here. You see, small and simple though it may be, Cavell’s is the prime spot for real local food in Antigua. The sun pounding down on the galvanize roof combined with the heat put forth by the various cooking apparatuses maKe standing inside Cavell’s feel like limin’ in an oven. No one was complaining, though. Cold Wadadli’s and good company have a way of keeping things cool here. Come to Cavell’s with a smile, some patience, and an open mind and you’ll make friends of the broad swath of local Antiguans, representing all walks of life, easily.

A bit of a dive a mile and a half from Santa Fe’s tourist center, Maria’s has been a local favorite since 1952. The food is straightforward and delicious, but the place is at least as beloved for its margaritas—an eight-page menu lists more than 200 choices, all made with 100 percent agave tequila and lemon juice—which routinely win “best of” awards from local publications. Read more about green chilis. This appeared in the January/February 2014 issue.