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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.

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.

Hyde Park is happening. Catering to the University of Chicago crowd and its visiting dignitaries, the five-year-old Sophy takes inspiration from hometown literary and musical heroes, whose artworks ornament the walls in the popular and always convivial Mesler restaurant. Taking the title of the first boutique hotel on Chicago’s South Side when it opened in 2018, the property occupies a prime spot on 53rd Street—a vibrant commercial hub lined with shops and restaurants owned and frequented by a diverse population that range from academics to local politicians to the city’s cultural influencers. Former UofC professor Barack Obama’s home (and his under-construction presidential library) are nearby.

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.

This stone building, called the Mother-of-Water Fountain, is an old cistern where Lisbon locals used to fetch the water that flowed to the city along the monumental Águas Livres Aqueduct. Now, inside the cool walls, a wine bar has been constructed. Journalist and wine critic João Paulo Martins has selected the 300 labels stocked in the wine cellar (some stored in bottles along the stone chutes that used to rush with water). Small plate selections like carpaccio, seafood, cheeses, and different kinds of cold cuts can be ordered to accompany your wine. During happy hour, between 6 and 8:30 p.m., several wines are available by the glass or in curated flights.

I love the wines of Mendoza, Argentina, but I wanted to marry the wines of Catena Zapata when I had the chance to drink them whilst overlooking the green vineyards backdropped by the soaring, snowcapped Andes peaks. The wines of Catena are mostly big reds made from malbec or cabernet, and they make some chardonnay and sauvignon blanc as well. The winery is fashioned after a stepped Maya pyramid and is furnished with state of the art equipment. Wine tours last about an hour and a half and finish at the tasting room, where you can purchase bottles of wine. Catena Zapata and the rest of the Mendoza region wineries are only open by appointment, so be sure to have a day’s worth of wine tours booked in advance for your itinerary. Be sure not to skip over the city of Mendoza, as there are many wine tasting rooms featuring wines from the region and selling limited releases and other rarities not readily available at the wineries.

Being able to live it up in an Irish castle or stately home is one of the draws for visitors – and Irish hotels come in all styles. Check into a hotel like Adare Manor in Co Limerick, or Ireland’s Dromoland Castle in Co Clare for turrets, elegant rooms and manicured grounds. Foodies will love Ballymaloe House in East Cork, while the trendy roof bar at the Marker Hotel in Dublin is the best place for Irish summer evening cocktails.