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Located in the center of Barbados in the highlands, the Harrison’s Cave underground system of rivers and caves is one of the Caribbean’s great natural wonders. Visitors tour deep inside the crystallized limestone caverns via small electric tramcars and are allowed to get off at certain points, including at a 15-meter-high (50-foot) “cathedral” and a “village” with multiple stalagmite columns. Lights illuminate the waterfalls, pools and magnificent geological formations.

For well over a century, the stone-working Jakšić family from the island of Brač have been producing works using the white Brač stone from which Diocletian’s Palace was built. Head to their little Split gallery to see their impressive sculptures, and have one custom-made or pick up souvenirs of little stone flowers, jewelry or calendars.

This eco-friendly property is unlike anywhere else in the Caribbean. A 400-acre working farm built within a sustainable community on Mount Liamuiga, the low-key luxury resort has St. Kitt’s requisite gingerbread trim and banana-plant landscaping. Here, however, signs tell guests when the fruit is ripe enough to pick—even the golf course is designed to be harvested. Belle Mont’s 84 clapboard cottages have open-air baths and wrap-around verandas that look out on the neighboring islands of Saba and St. Eustatius, but the resort’s real draw lies in its six farm-to-table restaurants, where guests can enjoy global takes on West Indian specialties (think papaya lamb stew and wine-braised pork with coconut, pumpkin, and chocolate) under the stars.

Make the Gibraltar shopping circuit: Admire unique wares made by local craftspeople at Gibraltar Arts and Crafts in Casemates Square. On Main Street, stop and smell the handmade soap and beauty products at Gibraltar Soap. Then browse the quirky paper goods and kitsch crafts at All Wrapped Up or find the perfect accessory at the Silver Shop.

Three friends who found themselves thrown together in the New York of the 1990s—artist Gabriel Orozco, who has been featured at MoMA, the Pompidou Center, and the Tate Modern; Mónica Manzutto, who worked at the Marian Goodman Gallery; and José Kuri, who was completing an M.A. at Columbia—originally came up with the idea for what is now arguably Mexico’s most influential gallery. Kurimanzutto began with some ephemeral Colonia Roma events, often in nontraditional spaces. Today the gallery occupies a structure commissioned from renowned architect Alberto Kalach; its stable of artists includes Mexican creators of international stature like Dr. Lakra, Miguel Calderón, Carlos Amorales, and Damián Ortega, as well as global talents like Akram Zaatari, Apichatpong Weerasethakul, Anri Sala, Danh Vo, Jimmie Durham, Rirkrit Tiravanija, and Monika Sosnowska. Kurimanzutto’s shows—not to mention the openings—mark the pulse of the Mexico City arts scene.

The Bonsecours Market is hard to miss, whether you are walking around Montréal’s historic center or looking at the skyline from the harbor. A silver dome caps the long building, which dates from 1844 and was modeled on Dublin’s Customs House. It looks more like a stately civic building than a market, and in fact it was Montréal’s city hall for a while, as well as the seat of Canada‘s parliament for one session. After serving as the central market of the city for nearly a century, it closed in 1963 and was largely abandoned until 1992, when it reopened as the home of a visitors’ center for Montréal’s 350th anniversary. Today it houses a dozen or so boutiques featuring works by local designers, as well as a few restaurants that make for good pit stops on a day of sightseeing.

If you wanted to trace Scotland’s modern culinary renaissance, you would begin here, on Ashton Lane in Glasgow’s West End, where the late Ronnie Clydesdale opened Ubiquitous Chip in 1971. Even then, Clydesdale recognized that Scottish produce could serve as the building blocks of standout cuisine, with nary a chip in sight. Now run by his son Colin, the Ubiquitous Chip is still one of the standard-bearers of Glasgow fine dining, though the space itself is elegantly casual. The venison haggis with champit tatties (mashed potatoes with parsley) has been on the menu since the beginning, but also worth trying is the Caledonian ice cream with poached plums and honey oats.

For nearly three centuries, workers serving the nobility at Castello Banfi in Tuscany lived in a small hamlet within the castle grounds. In 2007, however, the stone houses within their tiny village were completely renovated under the direction of Italian interior designer Federico Forquet, catapulting Castello Banfi into a new era of grandeur. Today, the property welcomes guests from November through March in two guest rooms and 12 suites, each with wood-beamed ceilings, countryside views, and bathrooms stocked with “vinotherapy” products made from the estate’s Sangiovese Brunello. A central garden with a pergola, a heated outdoor pool, secluded lounging spaces, and alfresco massage tents offer plenty of ways to take in the surrounding vineyards. If you’re feeling more active, take a cooking class with the chef (held a short drive away at the estate farmhouse), tour the Banfi winery, or venture out to nearby historic towns like Montalcino and Siena.

While Aurland was once a hub for traditional shoemaking, the Aurland Shoe Factory is the only surviving company which still makes the Aurland shoe (aka “the original penny loafer”) by hand. Take a tour of the facility—part artisan workshop, part museum—and learn about the history and production of these iconic shoes, said to be inspired by the traditional moccasins of the Iroquois tribe. A pair of these famously durable slip-ons is a unique souvenir that will stand up to walking tours around ports—and far beyond.

Established in 1989, Injalak Arts is a locally owned organization that supports the artistic production of the traditional Kunwinjku people. Works range from paintings on paper and bark to didgeridoos—thought to have originated in this region—to baskets and grass pandanus floor mats. Much of the symbolism is inspired by ancient dreamtime stories and images from the nearby rock art galleries that were left like instructions from the Kunwinjku ancestors. Three tour companies currently have permission to visit the center and surrounding rock art sites.

Tempt fate at the Monkey Paw’s Book-O-Matic machine, where for the price of a toonie you’ll be delivered an archaic tome in the vein of Elementary Arabic, Vol. 3. I’ll let you know how my studying gets on. The Monkey’s Paw is an eclectic vintage bookstore on Dundas with a collection of unique books, vintage maps, and bugs preserved in Lucite.

Concalma is the store of designer Matilsha Marxuach, a graduate of the Rhode Island School of Design who creates fair-trade products that are made and sourced locally. Her specialty is chic cloth bags and totes for men and women, and her trendy line offers a variety of sizes, styles and designs. Clothing, bags and jewelry by other designers, both quirky and cutting-edge, are sold here as well.

This ice-cream-and-sorbet parlor has been a favorite among locals for over a hundred years. It’s a great place to try sweet and refreshing frozen treats made from various stars of the Yucatán’s exotic-produce bonanza, such as sapote, mamey, and tamarind. At night, families fill the tables. Champolas—beverages crafted from milk and ice cream or sorbet—are also a favorite. A signature version includes sorbet made from soursop (guanábana), a fruit that abounds in the Yucatán.

This sweet restaurant in West Ashley serves up all the Southern classics, from fried green tomatoes to pimento cheese and grits, but makes everything with local ingredients. The grits come from nearby Edisto Island, and much of the produce is sourced from Johns Island. Come at lunch for one of the delicious (and enormous) po’boys, or swing by for dinner and pair fried pork chops with beer, wine, or cocktails from the extensive drink menu.

Those looking for some island spirits may be surprised to find that the liquid concoctions at this historic outpost are body products, not liquor. Invented in 1838, the signature blend of bay leaf oils and island-made rum hydrates and nourishes skin. The unisex bars and tonics are infused with various spices, including lime, cinnamon or orange blossom.