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Just a short hour drive away from Kelowna, and only a 5-10 minute drive from Penticton, Naramata sits hidden with acres of green vineyards cascading off of clay cliffs into Lake Okanagan. In the heart Naramara is the historic Naramata Heritage Inn & Spa. Built in 1908, some say it’s haunted with its history of being a school and the first cultural hub upon Lake Okanagan. Today it functions as an ideal getaway with nearby beaches, over 100 wineries and the variety of adventure activities nearby. I always make time to stop in during my wine tasting trips to sit in the sun with a glass of local wine and a variety of local cheese and charcuterie selections. This is foodie stop one shouldn’t miss while visiting the area if not staying with the hotel. Take a tour through the chefs garden, tour the quirky town of artists and vintners, or enjoy the cycling, zip lines, hikes, fishing and water sports all within the Central and Southern Okanagan.

Outerlands is an Outer Sunset institution. The small restaurant near Ocean Beach serves local, organic cuisine in a rustic-chic setting. Covered floor-to-ceiling in warm, rough-hewn wood, the interior invites lingering over an artisan cocktail or a ginger-lemon apple cider. Lunch and dinner feature such refined but hearty options as cast-iron grilled cheese brushed with garlic oil and slow-cooked lamb shank with nasturtium leaf pesto. The weekend brunch draws a crowd and is worth the often lengthy wait. Standouts include the Dutch pancakes and the house-roasted turkey. You can always make the most of waiting for a table and head to the beach for a quick jaunt before you indulge.

Surrounded by bold artwork inside and magnificent ocean views outside, guests are never quite sure where to direct their gaze when they arrive at Ellerman House. A stay here is a bit like visiting an elegant and attentive friend, starting with the complimentary airport pickup straight through all the thoughtful, personalized touches (guests might find a bottle of their favorite vodka already stocked in their room). The hotel owner is a well-known aficionado of South African art, and his private collection graces the walls of the guestrooms and public spaces. True art fans should be sure to visit the on-site gallery to view masterpieces by Louis Maqhubela, Wayne Barker, and Angus Taylor. If it’s not occupied, also sneak a peek at the breathtaking wine gallery, which features a wall made of soil from the Cape Winelands and a spiral-shaped wine rack modeled after a corkscrew.

Sitting on the edge of a cliff, this luxuriously appointed hotel makes for one of the best spots in Cape Town for a sundowner. Have a cocktail on the terrace while watching the fiery African sun meet the tumultuous Atlantic waves.

Did you know that only 25% of French people buy their cheese from a fromagerie? And of that 25, only 3-4% go to an affineur (cheese refiner). Both are the sad realities of a dying tradition in France of sourcing provisions from neighborhood artisans. Young affineur Baptiste Yapar doesn’t let the disheartening takeover of corporate food business dull his passion. The firebrand cheese master focuses his energy on running his shops Au Coeur du Marché (at the Marché d’Aligre) and educating the public. At La Cuisine Paris cooking school, he takes a small group through a complete background of cheese (it didn’t begin in France!), methods of production and the various designations and families of cheeses available. A copious tasting of 7-10 different cheeses (with wine) follows the contextual debut and is, as my friend and I agreed by the end, the closest thing approximating cheese heaven on earth. It is a fascinating two-hour experience that will not only inform how you consider the nuances of cheese in the future but will have you excited to seek out your nearest independent cheese shop for more.

I love staying in a private villa home over a hotel when traveling with a small group, and Breezy Villa by Island Escapes is both affordable and impressively chic. In a secluded hillside location, complete with multiple, swaying palms for privacy and glassy sea-foam green lagoon views that are just a shade lighter than the infinity pool melting into them, it’s easy to check skinny-dipping in paradise off the bucket list when sleeping here. If naked swimming isn’t your thing, no worries, the pool is also perfect for nighttime stargazing floats. And then there is the leeward lagoon location itself -- it is super calm and you can wade for ages through calm and crystalline water here without gaining much depth. There is no direct beach access, but a series of steps wind their way down from the travertine-tiled pool terrace to a small pier where a ladder offers direct sea access. Breezy Villa’s stylish interior is equally appealing. From the arched doorways and pitched roof in the open living room and modern L-shaped kitchen to the square-shaped original ocean-hued paintings hung on either side of the front door to the Grecian-Roman columns on terrace, I love the Zen beach house meets Italian palazzo vibe. Similar-sized sleeping quarters, each featuring a unique wooden bed frame and French doors opening directly to pool terrace, make this three-bedroom home equally perfect for families, especially those traveling with a nanny. It also works well for multiple couples.

Creamy travertine floors and castle brick walls of pearl-stone tiles fuse with Asian antiques and dark teak furniture in the Caribbean-meets-Indonesian design at Villa Balinese, on an elevated crescent fronting Providenciales south shore. From the original local art to the antique Moroccan vases and curved bamboo chairs, it makes a bold and seductive statement throughout -- and best of all, every piece of furniture in this villa rental is hand-picked and meticulously placed by its owners. With just three bedrooms, but 4,200-sq-ft of space and 30-foot vaulted ceilings, it’s impossible not to be transfixed by the Alice-in-Wonderland dimensions and sexy stark vibe encountered here. Entering the grand entrance foyer, the eye is drawn almost immediately to the impressive sunken living room, where a wall of floor-to-ceiling glass windows slides open onto a grand marble pool terrace with panoramic ocean views. The infinity pool running the length of the house was constructed with emerald-colored tiles, creating a vibrant contrast with the turquoise-hued sea it disappears into. A 50" plasma TV, which can be raised with a remote click from a recessed hiding place and swiveled to face the pool, is another one-of-a-kind design example. There is no beach access on-site, but the crystal-clear sea running parallel to the property can be reached via a ladder dock. Please note that children under 12 are not allowed, but this property works great for couples or older families.

Deemed the second-smallest Catholic church in the world by the Guinness Book of World Records in 1983, St. Francis by the Sea clocks in at just 1,008 square feet, with room for just 42 people at Sunday mass. While it’s certainly diminutive, it more than makes up for its size in charm. In addition to hosting regular services, the church is home to the National “Sick Call” Set Museum, which features kits from as far back as the 1880s that were used to perform last rites. In the choir loft, visitors can peruse everything from crucifixes and bowls for holy water to devotional items like statues, then head downstairs to ogle the church’s beautiful stained-glass windows and wood-beamed ceilings. Though St. Francis doesn’t hold regular hours, guests are welcome following Sunday mass or during larger Laguna Beach tours.

Located on Fleming Street in the heart of Old Town Key West, the Marquesa has everything you might expect from a romantic coastal-Florida retreat. Wide porches overlook lush gardens and a bijou pool at the center of the complex, and brick paths shaded by large palms and tropical foliage give the 1884 Greek Revival–style property a secret hideaway feel. It’s understandable if you want to hole up in the guest rooms, which reside in traditional clapboard conch houses and are furnished with an eclectic collection of wood pieces sourced from around the world. In 2018, Marquesa 4-1-4 opened across the street, featuring a new compound of three buildings around a central swimming pool and courtyard. After a day spent exploring nearby Duval Street, make your way back to Café Marquesa, which is perennially packed with locals and visitors enjoying fresh seafood and an inventive menu.

Nothing says Santorini like an aqua-blue infinity pool, and Katikies has three of them—all the better to take in westward-facing sunset views. Carved out of the cliff side 300 feet above the Aegean, the hotel’s public spaces are connected by a series of bridges and Escher-esque stairways as they descend from the town of Oia above it. Cube-shaped rooms and suites are minimalist but inviting, nearly every surface painted or clothed in calming white; all have verandas, while a few large suites have outdoor plunge pools or Jacuzzi tubs and alfresco seating areas. Upon check-in, guests are given cell phones to summon 24/7 service from anywhere on the property. They use them to order light snacks at the poolside bar and restaurant or make reservations for some of the best sushi on the island at the champagne bar, but the candlelit rooftop restaurant—serving Greek and Anatolian cuisine—is about as romantic as it gets.

Nestled within the paddies of a fully operational rice farm, the Four Seasons delivers an immersive experience that’s steeped in tradition. When not exploring Chiang Mai’s ancient temples, guests can learn how to make regional curries at the resort’s cooking school, help farmers plant rice sprouts, or bike through leafy grounds overlooking Doi Suthep mountain and the Mae Rim valley. The 99 elegantly appointed guest rooms, each with teak flooring and Siamese artwork, offer a plush landing spot come evening—that is, if a lemongrass-infused massage at the spa doesn’t do the trick. The resort also has something no other hotel does: two resident water buffaloes.

You might think of Vienna’s Zentralfriedhof (Central Cemetery) as a Mittteleuropa Walk of Fame. Some of the city’s most important figures are buried in this graveyard that opened in 1874, from Beethoven (his remains were moved here in 1888) to 1980s pop star Falco, with Brahms, Schubert, and Schoenberg in between. The cemetery, which measures almost one and a half square miles, has a section for Austria‘s presidents, and another for Sephardic Jews who came from the Ottoman Empire—the elaborate Alhambra-style Elias family mausoleum is especially impressive. Thanks to shady groves of maple and ash and a beautiful church constructed in the early-20th-century Jugendstil style, it is worth the effort to travel to Simmering, a neighborhood southeast of the city center—even if only for the bucolic setting.

Charleston is a relatively small city to sport a food court, and Workshop’s out-of-the-way location on the Peninsula’s Neck underscores that. Situated in a Silicon Valley-esque complex of start-up office spaces, you’ll need to drive to get there, and once at the modern, industrial food hall, you’ll be faced with some tough decisions. The rotating vendors have included Juan Luis, a Tex-Mex spin from BBQ master John Lewis, and seasonal booths where the city’s up-and-coming chefs test out their latest concepts, from Japanese sliders to shareable Indian small plates. Although the vendors change regularly, there’s always a coffee shop, a craft pizza or burger stand, and a variety of ethnic options, making Workshop a must on any dining tour of Charleston’s latest and greatest. It’s also directly adjacent to Edmund’s Oast Brewing Co., a popular hangout and generally regarded among the city’s best breweries.

The Wauwinet makes the most of its coastal setting between the Atlantic Ocean and Nantucket Bay. Next to the Coskata-Coatue Wildlife Refuge, the resort has 32 rooms, plus four cottages with separate living rooms and the three-bedroom Anchorage House across from the main inn. In addition to private beach access and bikes to explore the island, guests can take out a kayak, play a game of tennis, or watch a movie in their room with hot buttered popcorn. A spa offers sea-inspired facials, massages, and body treatments. TOPPER’S restaurant is known for its Retsyo oysters, harvested only 300 yards from the restaurant, and offers transfers to and from White Elephant Hotel’s Brant Point Grill on its 21-passenger boat, Lady Wauwinet. The inn also provides regular shuttle services to the ferry and Nantucket town (about 10 miles away), and outside of peak summer season will drive guests to the village of ‘Sconset in its 1947 Woody station wagon.

Conceived by Venezuelan architect Óscar Enrique Bracho Malpica, this Malmok Beach beauty stands out from the pastel pack with its modernist aesthetic: think wall-to-wall windows and pitched roofs, as well as gauzy curtains and minimalist furnishings in a palette of creamy whites and beiges (don’t miss Philippe Starck’s Kong chairs in the lounge). The 13 rooms and suites come in a range of impressive configurations: Two have their own infinity pools equipped with hydrotherapy jets, two have sprawling 1,076-square-foot solariums, and most have spacious outdoor showers that open onto private wooden decks; all bathrooms come with rain showerheads and a range of luxe SPA Bulgari toiletries. In keeping with the contemporary feel, a wealth of high-tech amenities make the modern traveler feel right at home, including 48-inch flat-screen LCD smart TVs, Bose alarm clocks with Bluetooth capability, and Buscaglione espresso machines.

Upon your arrival at this 556-room resort, you might be disappointed to find a small pool instead of sandy palapas overlooking the sea. But the Renaissance makes up for its location on a busy thoroughfare in the capital city of Oranjestad with its own private island, a 40-acre oasis dotted with pink flamingos and iguanas. After an eight-minute water-taxi ride, you can choose between two distinct beaches—one adults-only, the other designated for families—plus an array of vacation-friendly amenities. A beachside bar and grill serves up burgers and wood-fired pizzas; an open-air spa offers Swedish and cold stone massages, as well as reflexology; and an extensive water-sports program includes activities like snorkeling, scuba diving, and ocean kayaking. If that’s not enough to tire you out for the evening, a steak house and casino await back at the main resort.