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Around since 1692, Spier is one of the oldest and best-known wineries in Stellenbosch. Not only does this historic estate continue to receive accolades for its wine, it’s also become a hot spot for travelers thanks to its family-friendly atmosphere. Visitors can easily spend anywhere from a couple hours to an entire day enjoying all the activities Spier has to offer, from picnics on the lawn overlooking the Eerste River to self-guided walking tours of the property. There’s also a farm-to-table restaurant on-site, as well as an outdoor playground for children. For something unique, book the “Eagle Encounter” program to learn how the estate rehabilitates wounded birds and uses them for natural pest control, or take an evening Segway tour of the vineyards, followed by a sunset tasting among the vines.

Whatnot and China Town is a hoarders dream. If you can’t stand chaos, maybe it’s best you wait outside. This antique shop is located just up from Main Road in Kalk Bay. Follow the yellow brick road painted on the sidewalk to the front porch, which usually holds the sale items. The first two or three rooms have antiques and the whole right wing of the house is full of porcelain china. Even if you’re not in the shopping mood, it truly is a sight to behold.

“Karin Rae Matthee’s jewelry line Dear Rae is often a simple play on basic geometric shapes. Her delicate rings and necklaces went on display at local markets like the weekly Neighbourgoods Market and drew attention. She next exhibited at Design Indaba, one of South Africa’s premier trade shows for creatives. Her business has grown into a showroom/studio in Woodstock at The Foundry. For timeless charming pieces or a bespoke design, you’ll want to seek out her stand at the market or visit her showroom while you’re in Cape Town.

The multi-tiered wooden decks and cozy thatch-roof rooms, combined with the lush green hillside setting, makes Monkey Valley feel like an island treehouse escape. At the foothills of Chapman’s Peak and rising above Noordhoek Beach, this hotel and restaurant is a secluded spot to have a sundowner among locals. The rustic charm of the hotel combined with the hearty meals served at Thorfynns will make you feel like you’ve escaped to a fairytale world - yet you’re still a mere 40 minutes from Cape Town.

Bloody Mary’s, entertaining tourists since it opened in 1979, is one of those Bora Bora experiences that simply must be done. The ambience is beach-bar hip, with sand floors, colored lights, and coconut stools in a dining room under a thatched roof and surrounded by tropical foliage. Even if you don’t eat here, at least come for a cocktail to experience the vibe and mingle with the crowd of local pension, or guesthouse, owners, visiting celebrities, and other travelers. The food’s quite good, too: Fresh fish, seafood, and meats are grilled, American-barbecue style, with tasty results.

Originally a sweet shop, Sénéquier first gained fame in the 1800s for its soft nougat. Then its candied fruits became the rage. The St. Tropez shop has since turned into a chic café by a Parisian restaurateur and now attracts yacht owners and affluent locals who come down to the waterfront from the hills above town, all of them happy to pay a pretty price for a king crab salad or the perfect sole meunière. More modest locals know the place as a good spot for a cool rosé on a hot afternoon as they watch the world go by.

Centuries-old catacombs decorated with human bones pepper the crypts at this Franciscan monastery dating to 1774. Decked out in impressive Spanish Baroque architecture, the canary-yellow church and monastery also house a remarkable library with some 25,000 antique texts (some predating the Spanish Conquest) and are flush with romantic courtyards and cloisters. Don’t forget to look up: A magnificent Moorish-style cupola, carved of Nicaraguan cedar in 1625, oversees the main staircase.

Around since 1765, the St. Vincent Botanical Gardens claims to be the oldest of its kind in the Western Hemisphere. Tour the gardens with an informative guide, who will point out all the native and exotic plants growing here, including a breadfruit tree descended from the one Captain Bligh brought to St. Vincent in 1793. In the aviary, you’ll also be able to catch a glimpse of the colorful St. Vincent parrot—the island’s national bird.

Generally speaking, shopping isn’t a big draw on St. Vincent, but if you’re searching for the perfect souvenir, you can’t do better than Nzimbu Browne’s famous banana art. Besides tourism, banana production is a driving force behind St. Vincent’s economy. By using the industry’s waste products—the banana leaves—Browne creates sustainable art with a strong sense of place. His works depict local scenes, brought to life with snippets of dried, multicolored leaves. If you’re not into art, he also makes goat-skin drums and tie-dye clothing. His studio is located on McKie’s Hill in Kingstown, but he often sets up shop in front of the Cobblestone Inn on Upper Bay Street.

Boat-building as an industry has existed on Bequia as far back as the 1800s. At one point, the island was even known as the “boat-building capital of the West Indies,” having produced the largest wooden vessel in the region. While construction has slowed over time, it still occurs—albeit on a much smaller scale—at places like Sargeant Brothers Model Boat Shop, just up the road from the ferry landing in Port Elizabeth, where Benson Phillips and other craftsmen make and sell their models. Handcrafted using hand planes, chisels, and carving knives, their boats are incredibly detailed and realistic. Choose from whale boats, sailboats, power boats, and wooden schooners, or commission Phillips to build a custom model of your own yacht. The simplest models take about a week to make, but there are always a few boats available for immediate sale, ranging in price from around $250 all the way up to $7,000.

Set on St. Lucia’s westerly Anse Cochon beach, Ti Kaye is a secluded, adults-only oasis that feels worlds away from the rest of the island. Each of the 33 cliffside, gingerbread-style houses feature outdoor showers and verandas with double-wide hammocks, and some even include plunge pools. Since there are no TVs, the focus remains squarely on the picturesque beach, home to a PADI diving center, crashing waves, and breathtaking sunsets. The same is true in the resort’s two open-air restaurants (don’t miss the banana pancakes at the beachfront grill) and treetop spa. Rum connoisseurs can schedule a tasting in Ti Kaye’s wine cave, but if you crave a rowdier scene after all the relaxation, know that it’s a 20-minute drive to the nearest fishing village—you’ll want to make the trek on Friday nights though, when Anse La Raye hosts its weekly street parties.

Chef Chuck Hughes’ first flagship restaurant remains one of the best good-time spots in Old Montreal, featuring a blackboard menu full of seasonal dishes and insane cocktails. The Caesar is a must-try and comes with a salad’s worth of vegetables and a whole snow-crab leg sticking out of a monster mug. After feasting on lobster salad, short ribs with cauliflower mash, or pan-fried sea scallops with carrot butter, hang out in this dimly lit joint and watch the night turn into a party, with the drinks flowing and the music thumping louder and louder as the cooks and waiters from nearby restaurants file in after their shifts.

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.

The imposing De L’Europe—one of Amsterdam’s original luxury hotels, a holdover from the late 19th century’s age of Grand Tours and neoclassical architecture—has been thoughtfully restored in keeping with its opulent history and The Netherlands’ artistic tradition. The hotel, a red-and-white brick landmark crowning the intersection of the Amstel River and several canals, bridges old and new visions of luxury. Its extensive art collection, consisting of both originals and copies of Dutch Masters, is curated in conjunction with the Rijksmuseum; many pieces were in the collection of Dutch brewing magnate Alfred “Freddy” Heineken, whose family owns the hotel. The museum-caliber artwork can be found not only throughout the see-and-be-seen common areas but also in many of the rooms, especially those in the gallery-like addition, known as the Dutch Masters Wing.

The 48 rooms and 63 suites have decadent touches, including Carrara marble bathrooms with heated floors, personal iPads, and Coco-Mat beds. But De L’Europe’s crowning attraction may actually be outside: A wraparound terrace offers waterfront dining overlooking the historic city, and many of the best rooms have private balconies with views of the rooftops. When hunger strikes, guests can head to the Michelin-starred Restaurant Bord’Eau or Bib Gourmand winner Marie, then grab a nightcap in the luxurious lobby lounge. For rest and relaxation, the hotel also features a spa with bespoke treatments, an infrared sauna, and a Turkish steam bath.

Don’t remind the country’s rabid soccer fans, but Mexico’s official national sport is charreria, a Western-style riding and roping that’s best seen in Guadalajara. Visit in September, when the National Charro Championship draws competitors from all over the world, or simply head to one of the city’s lienzos (arenas) to take in some fancy rodeo skills. One of Guadalajara’s most popular charreria venues is Lienzo Charros de Jalisco, where men, women, and children compete for bragging rights while mariachis get the audience going with their lively music. Get your ticket and join people of all ages and backgrounds for an afternoon of impressive sportsmanship.