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Why we love it: A roadside motel reborn as a stylish wine-country hideaway

The Highlights:
- Fun revived-retro style
- Wine country views for days
- Flavor-packed seasonal menus

The Review:
Mid-century roots meet rustic chic at this boutique property set on five acres overlooking the winelands of North Santa Barbara County. Originally built in the 1950s as a motel—it’s conveniently located just off the 101 freeway—the Skyview emerged from a multi-million-dollar renovation with a style that pays homage to its history, but also includes all the needed modern conveniences. Ranging from Cozy and Classic to Deluxe and Junior Suite options, the 33 rooms offer comfort in the form of mid-century-inspired furnishings, warm hardwood flooring and accents, high-speed Wi-Fi, leather club chairs, down duvets, and locally made bath products. Higher categories feature etxras like fireplaces, private patios, outdoor showers, or firepits.

The restored 1950s-era pool is now heated, ringed with striped loungers, and served by attendants (a menu of snacks and drinks is available), while the stylish lobby is the place for complimentary breakfast backed by wine-country views. The lively Norman restaurant culls produce—and wine—from the surrounding region for its fresh, flavorful menus; brunch on the terrace is particularly popular. Unlike in the past, when the motel’s guests were probably just looking for a clean roadside stop, Skylark is now a destination of its own—a hub for exploring wineries, borrowing a bike to visit the galleries and restaurants of historic Los Alamos, or just sipping a drink around the outdoor firepits.

Once a place where the dining experience was an afterthought (and was often enjoyed in the form of a steak and a martini), Vegas has become a destination for the restaurant-obsessed. Come and make a wager on the freshest crab legs, the newest cocktail, the most refined wine list, and yes, the biggest ribeye.

Crosby Street Hotel founders Tim and Kit Kemp are behind this Midtown property, which opened its doors in February 2017. Each of the 86 guest rooms exudes a personality of its own, complete with playful pieces of artwork and color-forward design by Kit. High ceilings, long foyers, and walk-in closets help guests feel more at home than on the road, as does a stop at the Drawing Room before lights out. It’s here that floral curtains, oversize armchairs, and book-lined walls greet guests who want a nightcap from the honor bar, which is always stocked with top-shelf liquors, wines, and pre-batched cocktails. Pick your poison and enjoy it in your deep-soaking tub, where a TV and lineup of bespoke bath products await. Come morning, head to the light-drenched Orangery for well-executed breakfast favorites like avocado toast, acai bowls, and brioche French toast.

This Spring Street café’s name is deceiving—yes, two in-house sommeliers assure there’s a focus on excellent wines, but this isn’t a pecorino-and-prosciutto wine bar—it’s a full-service neighborhood restaurant serving hearty entrees like a cast iron-seared hanger steak, and squid ink pasta alla chitarra with zucchini, chilis, and local shrimp. That’s not to say there isn’t cheese; it’s a fine place for a snack and a glass of wine (over a dozen are offered by the pour). But likewise, don’t let the name steer you away from house cocktails like the namesake Josephine, with its balance of grapefruit juice, yellow chartreuse, and Lillet. House sodas like a passionfruit limeaid with jalapeño syrup appeal to non-drinkers in search of inspired mocktails. Picture-worthy, white-and-gold décor lends elegance to the space, whether you’re sipping in the late afternoon natural light or out on a dinner date after dark.

As if the picturesque Umbrian hill-top town of Spello wasn’t perfect enough, it’s also home to the fantastic Vinosofia wine bar and shop. This beautifully designed space is as warm and welcoming as it’s owner, American expat, Brenda. Vinosofia boasts a wide variety of local wines and, each month, features a different region in Italy. When I visited, I was able to taste some spectacular Sicilian wines, alongside bottles from neighbouring towns like Montefalco. Although wine is the star of the show, it’s not the only player at Vinosofia. Taste delicious local cheeses, salami and olives from the trees you see around every corner. You can also peruse and purchase a collection of cookbooks, in both English and Italian. Vinosofia might just be the perfect wine bar... further tasting, er testing, is required.

For locals in Miami, start the day by visiting a local market where you can shop for artisan breads, fresh produce and cultural gems. Shopping in Miami is always a special experience, but locals tend to choose smaller boutiques. For those who need a lot of things, there’s also a huge outlet mall north of the city which is a day-long activity. A lot of the shopping venues in Miami are filled with restaurants, bars and entertainment, offering something for the entire family and fashionista.

Istanbul has a rocking nightlife that spans both continents and all hours of the evening—and early morning. While options for wild nights are limited in the tourism precinct of Sultanahmet, the beats pick up across the Golden Horn in the Beyoğlu District with rock, alternative, and world music venues along the side streets off Istiklal Caddesi. For supper clubs and VIP style, head to Ortaköy or Kuruçeşme to party by the Bosporus.

One day is not enough for a visit to San Sebastián, but that doesn’t mean you can’t give it your best effort. Start your perfect day with breakfast on the Boulevard. Condense the city’s views into a stroll, visiting each corner by foot. After working up your appetite, grab a hard day’s meal in San Sebastián’s most famous pintxo bars, with curated tours by San Sebastián Food. Twenty-four hours is just enough time to create some unforgettable memories.

Three days in San Sebastián leaves just enough time for the city’s essentials. Visit the hallowed bars of the town’s old part, eating, drinking, and repeating until you find your favorite pintxo, those small bites for which San Sebastián is known. Drink in the city’s views from the surrounding mountains, beaches, and islands. Whether hiking or splurging at the seaside spa, a visit to San Sebastián is a lesson in luxurious living.

The south coast of Jamaica is rarely a first timer’s choice because of its relative isolation. But those who do venture south will find nature, wildlife, and tranquil beaches. Treasure Beach, the most popular retreat area, is a string of Jamaican fishing villages resting on black sand. Nearby are natural wonders like Black River and YS Falls, while offshore sits the famous Pelican Bar. The pace is slow here in south Jamaica, and that’s exactly why you’d come.

Greeks, especially Athenians, are high-spirited partiers, and don’t stop till they get enough. For those seeking glamour it’s fun to sip cocktails on a rooftop bar, but it’s just as fun to dance in a grungy music venue. Wander near the Technopolis in Gazi or the clubs near the sea during summer, when the party simply spills out onto the streets. Start late, and pace yourself until sunrise, which is when most locals only begin to think about going home.

Like many of the hippest bars in town, Mary’s is intentionally hard to find. As you make your way down King Street, hang a right on Mary Street and look for a bar on the left with no sign and a rocker crowd. Inside the two-story tavern, a chalkboard menu lists enough craft beers (including the house-brewed Slayer Juice), wines, spirits, and cocktails to require a second chalkboard for fried chicken and burgers (known as the best in town). Get your birds by the half, whole, or “Larry style”—two whole birds deep fried with mash and gravy—and your burger with “trashcan bacon.” Mary’s also does a bacon Bloody Mary with American cheese melted over the rim of the glass that’s more than worth a try.

Fitting the best of the city’s cosmopolitan shopping and dining, natural landmarks, creative vibes, and historical heritage into one day is ambitious but not impossible. The day should include a way to experience South Africa’s unique beauty with trip to Table Mountain and to Kirstenbosch National Botanical Garden, a chance to taste its multicultural cuisine (along with a glass of Cape wine, of course), a scenic drive to a sunny beach, a stop by some shops and galleries in Woodstock, Bo Kaap, or on Bree Street, and a chance to honor the city’s history and culture.

From the cool cafés on Bree Street to the refined dining rooms along the V&A Waterfront, you’ll find Cape Town’s food scene almost as thrilling as its dramatic setting. The freshest ingredients—harvested from surrounding farms and wine estates and from the Atlantic itself—give every tasting menu or just-baked croissant an almost unfair advantage. With every bite, you’re tasting South Africa.

American entrepreneur Michael Evans and Argentine winemaker Pablo Gimenez Riili joined forces to create an unparalleled viticultural paradise for wine lovers from around the world. Set on 1,500 pristine acres in the heart of the Uco Valley, the Vines Resort & Spa is a haven of laid-back luxury with a robust offering of culinary and wellness activities, winemaking endeavors, and outdoor adventures. Every aspect of the hotel is designed to share Mendoza’s natural beauty, superior wines, and Argentina’s warm culture through a tailored guest experience provided by the resort’s “Gauchos”—personal concierges and tour guides who curate one-of-a-kind itineraries for visitors.

The resort’s 22 spacious villas have ample indoor/outdoor living space, with wood-burning fireplaces, open-air fire pits, plunge pools, hot tubs, and private rooftop terraces with 360-degree views. Siete Fuegos, the resort’s signature restaurant, showcases open-flame grilling techniques mastered by Argentina’s acclaimed chef Francis Mallmann. The fitness center and yoga studio look out to the Andes, while three miles of running trails weave through the property’s vineyards. There’s never a dull moment at the Vines, with horseback riding, hiking, biking, cooking lessons, and winetasting at your fingertips—unless lounging is your preferred activity, in which case a cabana next to the 1,000-square-foot infinity pool will be calling your name.