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Dining in a beach chair—or at least a chair by the beach—is an essential part of the experience at Spice Mill Restaurant, which looks directly across the water to St. Kitts’ sister island of Nevis. The menu here journeys across the global culinary landscape, but the fish and produce are sourced as locally as possible—including from the restaurant’s own gardens. Expect fine dining with your toes in the sand.

Full disclosure: It’s authentically tourist-tacky in Plaza Garibaldi, the traditional Mexico City center for mariachi music and culture. But when you’re ready for a serenade, you’re ready. The plaza fills up late at night, every night, with a motley crew of local revelers from all walks of life, plus visitors, vendors, and dozens of extravagantly attired orchestras. Taking a table at Salón El Tenampa, right on the plaza, may afford a modicum of order. A Garibaldi institution beneath its fabulous neon sign, this music hall pulls in a fascinating, Felliniesque crew of misbehaving pencil pushers, shady ladies, brokenhearted tequila swillers, wide-eyed travelers, and slumming hipsters. Strolling bands—usually pretty good—are available for hire, but bring them in close to your table to avoid sonic interference from every other trumpet in the joint.

It’s hard to go wrong with Italian food in Boston’s North End, but one surefire way to go right is to turn left from the door of the Paul Revere House and slip inside the historic town house that’s home to Mamma Maria, an unmissable fine-dining restaurant facing North Square. Settle into the serenely elegant dining room overlooking the square to feast on classics like terrine of suckling pig, veal osso buco, Tuscan-style rabbit pappardelle, and a wide selection of seafood dishes from local waters. The uninitiated may mutter a “mamma mia” at the prices, but for Northern Italian in the North End, Mamma Maria rules the house.

Stirling Castle is one of Scotland’s most impressive castles, particularly for its role in Scottish history—several kings and queens were crowned here, including Mary Queen of Scots. Tour the Great Hall, the lavish Royal Palace, the elegant Chapel Royal, and the Great Kitchens, then check out Argyll’s Lodging (Scotland’s finest 17th-century town house, built just beyond the castle walls for a great nobleman serving the royal court). Also worth exploring are the peaceful Queen Anne Gardens and the Stirling Heads Gallery, which features 16th-century oak medallions carved with images of royalty, Roman emperors, and characters from the Bible. When you’re done roaming the interiors, head outdoors and walk the ramparts to appreciate the castle’s commanding position above the Royal Burgh of Stirling.

Château de Montaigne is worth a detour, especially if you need a little break from the wine tastings, that Bordeaux is so known for. The 14th century castle is nestled deep in the countryside near Bergerac and Saint-Émilion and was once the residence of Michel de Montaigne, one of France’s most important, early philosophers. If you haven’t heard of him, he is the one you may (or may not) thank for making essays popular as a literary genre.

Forever on the verge of being the next big target of gentrification, the district known as Santa María la Ribera—northwest of downtown—retains its neighborhoody, down-at-the-heels charms. Its streets are home to a mix of old-school cantinas (all perfectly visitor-friendly) and mom-and-pop restaurants, alongside some neglected architectural gems, hipster coffeehouses, and standard-issue, sometimes grimy local businesses—in short, it’s still real. The district’s centerpiece is its central plaza, known as the Alameda, and its exuberant Moorish-style gazebo (it started life as the Mexico Pavilion at a long-forgotten world’s fair). Recently restored and awash in color, the kiosk is a gem—and the proud emblem of the barrio. Note some amazing old mansions and the spooky Institute of Geology lining the plaza. The nearby Museo Universitario del Chopo—housed in a glass-and-cast-iron former natural-history museum—is a renowned center for avant-garde art that leaves no viewer less than provoked.

After arriving on the tiny island of Iona near Mull in 563, Irish pilgrim Saint Columba proceeded to establish a Christian church and monastery, creating a vibrant religious community that lives on to this day. The monastery survived until the 12th century despite repeated Viking raids, and around 1200, the sons of Somerled founded a Benedictine abbey on the site. Though monastic life ended on Iona with the Protestant Reformation of 1560, pilgrimages to St Columba’s Shrine continued for many years. Today, it’s believed that the Book of Kells, along with several other great works of art, was created here.

Visit this most sacred of Scottish sights to see the four iconic high crosses, then tour the abbey church, with its 13th- to 16th-century architecture. You can also stop by St Columba’s Shrine, the longest-standing structure in the abbey, dating to the 9th or 10th century; climb Tòrr an Aba, a hill above the abbey where Saint Columba is said to have had a writing hut; or walk through Reilig Odhráin, the graveyard where ancient Scottish kings were laid to rest. While you’re exploring, keep an eye out for the vallum—a boundary ditch and bank of earth that serves as the only evidence of Columba’s original monastery.

It would be hard to find a fashionable Parisian woman who doesn’t have a pair of Tropéziennes in her wardrobe. Originally created for the local fishermen, this Greek-style sandal has become the iconic footwear of the French Riviera, and since 1934, K. Jacques has been the go-to brand. Recently awarded the status of an EPV, or Living Heritage Company, the family-run business still makes sandals by hand, nailing the leather soles together before stitching. A variety of styles are available, including a myriad of leathers, colors, and finishes. In a decade or so, when you’ve worn out your beloved pair, ship them back to the workshop and the expert cobblers can bring them back to life.

This 30-square-kilometer (11-square-mile) protected habitat is located in the northeastern part of Saint Martin. Walking trails traverse the varied landscape, and there’s a wooden path through the mangroves, a winding passage over the arid forest, plus multiple lakes and a beach. Among the wildlife are tropical birds as well as iguanas and sea turtles. The surrounding waters are also protected, and dive outfitters provide snorkeling gear and instruction.

With the smallest room a sprawling 400 square feet, and suites and public spaces filled with original 18th- and 19th-century art and antiques, the George V, flagship of the Four Seasons chain, lives up to its billing as a palace, an official tourism category introduced in 2010 requiring establishments to “embody French standards of excellence and contribute to enhancing the image of France throughout the world.” Set in a 1928 art deco building, the Four Seasons Hotel George V boasts a regular clientele of bona fide royals, including Saudi princes who rent entire floors for six weeks at a stretch. The staff includes a team of flower designers led by an art director who worked on Chelsea Clinton’s wedding. There’s also a dedicated concierge for children ordering up pint-sized bathrobes and private pastry-making lessons in the Michelin-starred kitchen.

Along with South Africa’s winelands, the Mont Rochelle Nature Reserve falls within the Cape Floral Kingdom—a small but incredibly diverse area that’s home to 5,000 plant species that can’t be found anywhere else on earth. In the reserve, walking and hiking trails wind past the myriad flora and fauna, leading up to some of the best vantage points for admiring the beauty of the Franschhoek Valley and beyond. The Breakfast Trail is a relatively flat, 1.2-mile walk that can be completed in under an hour or used as a jumping off point for other, more strenuous hikes, like the Vista Trail and Dutoitskop. If you make it to the top of the Vista Trail on a clear day, you might catch a glimpse of Lion’s Head and Table Mountain.

Permits for entering the reserve must be purchased online in advance. If you’re planning a full-day excursion, swing by De Warenmarkt Deli in Stellenbosch or the Franschhoek Market (Saturdays only) and pick up some snacks to keep you energized while you hike.

One of the best coffee shops in the city, the Haas “Collective” (haas means “rabbit” in Afrikaans) has grown organically over the years to include not only coffee, but also design, art, and advertising. Formerly located in an old slave home in the Bo Kaap, Haas now takes up a refurbished colonial building in the city, where you can also have light meals at the plush yet relaxed venue. Selected artworks for sale include must-have gilded African bowls by Michou.

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.

Birds Boutique Cafe is a mildly quirky and unpretentious place to have a cappuccino. With their family-style seating around large wooden tables, you’ll be tempted to strike up a conversation with a stranger next to you. Speaking of family, it’s a family-owned business. Their daughter, Frauke Stegmann, is an internationally acclaimed graphic designer who makes everything from the teacups to the creative light fixtures for the cafe. It will soon become one of your favourite places to grab a bite to eat for breakfast or lunch (try the chicken pie). It’s a good example of the type of unpretentious, casual cafes you’ll come across in the Mother City.

Fearing a British takeover of its ill-gotten trading post, the Dutch East India Company built this star-shaped castle (known as Kasteel de Goede Hoop) between 1666 and 1679 to defend its territory. Now the oldest building in South Africa, the castle served as the center of Cape Town‘s civilian, political, and military life. The austere facade opens up to a striking central lawn and commanding buildings that, in their restored form, represent Dutch, English, and French architectural styles. History buffs will go nuts here: Check out the William Fehr Collection, the African pottery exhibit, and the Castle Military Museum.