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One traveler discovers a tradition even richer than the cuisine.

Built in the 1840s as a sheep station that still operates today, Wharekauhau—meaning “place of knowledge” in Maori—pays homage to the area’s tradition of feeding the wise and the cultured. Thirteen cottage suites were positioned to take in this dramatic slice of North Island pasture that landslides into Palliser Bay southeast of Wellington. The cottages are unpretentious yet filled with such luxuries as four-poster beds with curtains, private terraces, separate lounge areas, writing desks, gas fireplaces, double baths, and walk-in showers. Each space is homey, cushioned by soft rugs and upholstery and enclosed by rustic wood panels and beams. The Edwardian main lodge, adorned with cream-toned furniture and antiques, invites guests to curl up by the fire, or chat with the chef in the open kitchen that flows into a charming country dining room. Outside, there’s inspiration all around, extending from the sheep herds to the Palliser Bay lighthouse.

From the national brands at Faneuil Hall and downtown Boston to the boutiques of Newbury Street, Charles Street, and the South End, the city’s shopping areas offer a lot of something for everyone. If you’re craving the best of Boston’s small producers of good eats, head straight to Boston Public Market. In Cambridge, Harvard Square’s hidden gems lean more bookish and, at times, more counterculture.

Cape Town already feels like it’s at the tip of the world, but the sensation is magnified at Tintswalo Atlantic, where guests get cozy in suites just a few feet from the ocean. Park in the lot just off famed Chapman’s Peak Drive and take the hotel van, which winds its way down a steep road and drops guests at a collection of semi-detached units. Each is themed after a different island—Zanzibar, Antigua, Sicily, and, oddly enough, Robben (where Nelson Mandela was imprisoned). The details are thoughtful, however, from the elaborate, wood-carved headboards to the seashell-encrusted bathroom walls and idyllic paintings. It’s hard to find a setting more romantic and remote. In the unlikely event that you want to venture out, there’s a shuttle that whisks guests to Cape Town, just over 30 minutes away.

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.

Opened in 2003, Carlisle Bay is set on a lush, isolated section of Antigua’s south coast and has a 21st-century design that feels more contemporary than Caribbean. With muted shades of grays, whites, and greens, the hotel projects an uncluttered, understated luxury. Its most remarked-on feature, though, is the way it appeals to both couples and families by keeping the two separate. Each group has its own cluster of rooms at its own end of the beach, and never the twain have to meet, except perhaps for lunch at Ottimo, the poolside Italian restaurant. The crescent of beach is tucked into a sheltered bay, so the waves seldom do more than whisper up onto the white sand, against a backdrop of forested hills. It’s all very restful, but the long list of free non-motorized watersports and the extensive kids’ club ensures everyone has plenty to do.

• Neighborhood: Sentosa Island
• Why we love it: A secluded off-mainland retreat with mahjong and feng shui lessons
• From $1,180

Refreshed in 2021 by Hong Kong designer André Fu, the 112-room Capella Singapore plays up its idyllic beachfront setting. The stylish, ultra-comfortable rooms have a palette of soothing sand, sage, and mineral gray and come with deep soaking tubs and window lounges that frame green jungle foliage.

Beyond the striking design, standout amenities include a three-tier infinity pool and an award-winning art collection (there are more than 900 pieces on-site). Also notable is the Capella’s Culturalist activity calendar, which offers lively mahjong lessons, farm-to-table cooking classes, and a sidecar tour with a feng shui master who explains how the ancient Chinese philosophy influenced the placement of Singapore’s iconic Marina Bay Sands and the mystical Merlion statue.

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.

While Cape Point is not, in fact, the southernmost tip of Africa—as is often claimed—it is generally accepted that the Indian and Atlantic oceans meet somewhere between here and the real tip, Cape Agulhas. Still, Cape Point is about as dramatic as you can get, with the land falling steeply away on three sides, the wind whipping around the cliffs, and the ocean churning below. The road to the point, at the end of a drive from Cape Town, goes through 20 miles of nature reserve full of baboons and antelopes. For those who don’t want to walk up to the lighthouse, there is a funicular, but to reach the point itself, you’re going to have to hike.

One of only two hotels right on Biscayne Bay (the other is the Standard), rooms at Mondrian South Beach are coveted by guests wanting a stellar view. Designed by Dutchman Marcel Wanders, the hotel’s decor is intended to evoke a sense that one is floating around in an underwater world, and the property is described as an homage to Sleeping Beauty’s castle. The slightly whimsical and slightly creepy mermaidlike woman whose face appears on walls throughout the hotel is the “keeper” of this “castle,” where incongruous elements—traditional blue-and-white Dutch porcelain juxtaposed with busy black-and-white patterned wallpaper, say—somehow work in odd, unexpected harmony. Everything about the hotel feels spacious, including oversized rooms, many of which are flooded with sunlight and enjoy bay views.

While hiking in Cape Town, there are plenty of moments when you’ll stop for a water break, wipe the sweat from your brow, and ignore those voices inside yourself saying you can’t possibly take another uphill step. This moment is fleeting, however, and always superseded by the lasting memories of when you feel like you’re on top of the world at the end of your hike. Silvermine Nature Reserve is 20 minutes from the city center and the part of Table Mountain National Park that covers the Cape Peninsula near Kalk Bay and Muizenberg. The Echo Valley hike can be approached from the Silvermine entrance on top of Ou Kaapse Weg (one way), or, from the entrance on Boyes Drive in Kalk Bay.

This statue of Apartheid fighters, Walter Sisulu and his wife Albertina by Marina Walsh, sits watch over their original offices in the background, where Walter was once an estate agent. According to my guide, the statue was designed for people to sit in the laps of the depicted couple and to have photos taken. So if you ever happen upon the statue, be sure to sit on Walter or Albertina’s lap and have a photo with them!

One of the top properties in southern Bali, the Four Seasons at Jimbaran Bay is laid out like a Balinese village that tumbles down to the sea. Villas are separated into clusters of 20 to 25 thatched-roof units enclosed by a courtyard wall, making the 156-accommodation property feel more intimate. Modeled after regional homes, they’re adorned with local artwork, traditional textiles, and hand-crafted furniture. Daybeds, private plunge pools, and ocean views are among the amenities, as are offerings such as lavish spa treatments, hands-on cooking classes, and twilight yoga. The resort is even home to a historic temple and shrine, which guests can tour with high priest Aji Ngurah. After a day of exploration or relaxation, there’s no better way to unwind than by enjoying a cocktail on the deck at modern Asian restaurant Sundara, where fire pits warm the air and waves provide the background music.

Fish fanatics beware: vacation in Turks and Caicos and there’s a good chance you’ll start dreaming about living on the islands forever. Conch and grouper are often the stars of the menus so you’ll have plenty of chances to try them served all kinds of ways. But, really, chance up your order a bit here and there. After all, there’s a lot to be said for a lobster dinner at a fine dining restaurant overlooking the water or for hanging out at the touristy but fun Thursday-night fish fry off of Grace Bay Beach.

Playful shoe designer John Fluevog’s flagship store is right in Gastown on Water Street in a gorgeous two-storey glass-fronted building that houses the design team upstairs and you’ll find his eccentrically elegant designs on the ground floor. I love his designs, and there’s always a cute message on the soles so make sure you flip them over to look when you visit.