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Active from the 13th to 15th centuries and considered an influence on the pre-Renaissance movement, the Sienese School of painting is identifiable by its themes—always religious, and usually with a focus on Biblical miracles—and its signature style, a dreamy mix of Roman, Gothic, and Byzantine influences that often feature dazzling gold backgrounds. Opened in 1932, this museum boasts one of the world’s largest collections of Sienese School works, as well as a number of Renaissance and late-medieval pieces from Italian artists. Wander through the impressive building—a combination of two 14th- and 15th-century noblemen’s palazzi—to find works like Duccio’s Madonna and Child, Michelino da Besozzo’s Mystical Marriage of Saint Catherine (celebrating the “calling” of Siena’s native daughter), and Bartolo di Fredi’s expansive Adoration of the Magi. Paired with a visit to Florence’s Uffizi, coming here offers insight into the differences—and longtime rivalry—between the two cities.

For those who aspire to travel as trendsetters in Jamaica, it helps to know that Port Antonio, way out on the eastern end of the island, is the destination to head for. And the address to shelter at is the Trident Hotel, whose 13 waterfront villas would not look out of place on South Beach. Nor would the crowd that hangs around its infinity pool or in its restaurant, Mike’s Supper Club, where local musicians and the occasional celeb sit down to knock out tunes on the 1917 Ferrari-red grand piano. The Trident Castle, a kind of fantasy annex, is a former private residence whose grand rooms, sea-view terraces, and dollhouse-size chapel make it ideal for destination weddings. A hard road to get there? Not for guests who avail themselves of the helicopter pad.

The first Tasmanian winery to achieve biodynamic certification has a new restaurant and tasting room that doubles as a biodynamic wine information center. Sample limited-edition bottles such as the Settebello single-block pinot noir at the cellar door, or order your favorite vintage alongside a rustic Italian dinner at farm-to-table Osteria.

Mandarin Oriental’s first Caribbean resort has all the amenities you’d expect from the luxury brand—with the price tag to match. Nestled within lush greenery overlooking the white sands of Godahl Beach, the 26 suites and villas, which sit on the grounds of a 1,200-acre estate on the island of Canouan, are elegantly appointed with modern furnishings, marble baths, and rosy accents befitting the hotel’s name. Here, though, it’s all about the public spaces, including a Jim Fazio–designed golf course overlooking sparkling blue waters, a hilltop spa specializing in island-themed treatments, and four elegant restaurants serving every kind of cuisine, from pan-Asian to Italian. At Turtles, a cocktail lounge straight out of the Hamptons, opt for the Pepper Bliss, made with rum, bell pepper syrup, and pineapple juice.

This pink-marble waterfront edifice in Piazza San Marco dates back to the 14th century, when it was the residence and seat of government for the doges (rulers) of Venice. Today the ornate Byzantine- and Moorish-influenced Gothic Palazzo Ducale is a symbol of the city, and serves as a museum hosting some of Venice’s most important art, including the famous Bacchus, Venus, and Ariadne masterpiece by Tintoretto. It also runs the popular Secret Itinerary and Doge’s Palace Hidden Treasures tours. After you’re done, treat yourself to a glass of wine in the small on-site bistro, with windows looking onto the Grand Canal adjacent to the Bridge of Sighs.

El Be Tamarindo Beach Club will never go out of style. Take your pick between the bar terrace and DJ—ideal for dancing all night—or the Sandbar, where you can relax on the beach. In either spot, you’ll enjoy an authentic Costa Rican kind of party, with friendly locals and surfers, and happy travelers.

When the Four Seasons Hotel Philadelphia moved out to the Comcast tower, the hotel was transformed into The Logan, a contemporary and city-centric hotel. Guestrooms decorated with unique local artwork have marble bathrooms, Bluetooth connections, and large windows that look out onto Swann Fountain and Logan Square. A variety of suites can suit travelers of various needs, with bunkbed rooms for families, and flexible layouts with Murphy beds for entertainers. The Philadelphia-inspired decor is echoed throughout the hotel, from the lobby chandelier with images of 300 notable residents like Joe Frazier, to the abstract portraits of Grace Kelly outside the elevators. Wrought-iron sculptures lead the way into Urban Farmer steakhouse restaurant, which melds modern industrial and rustic farmhouse design. The Commons lounge serves classic cocktails dating from 1830 to present day, with seating spilling out onto the terrace of the hotel courtyard, as well as inside by the double-sided fireplace for cooler months. In summer, the Assembly Rooftop lounge is the place to enjoy views of the Benjamin Franklin Parkway with a Pennsylvania-brewed beer or house-created shot. The spa has a heated saline pool, a couples’ suite, and a dedicated manicure-and-pedicure area.

Small and intimate, Hotel Casa Oaxaca feels quintessentially Oaxacan: It’s colonial in style, with whitewashed walls contrasting with vivid pops of carnelian red and fuchsia. It’s surrounded by local vegetation. And it’s filled with Oaxacan handicrafts and art. Common areas invite visitors to settle in and relax, like the on-site library, pool, and terrace with beautifully-made cotton hammocks. The hotel’s seven rooms are arranged around the central patio. Visitors consistently say the service is exceptional, with attention to detail and a “go the extra mile” attitude mentioned frequently as one of the main reasons to return. Another is the hotel’s central location, as it offers an easy walk to many of Oaxaca’s top sights.

Simple pleasures abound at this charming riad, where a greenery-fringed central courtyard is soundtracked by a babbling fountain; the panoramic rooftop terraces are dotted with potted palms and cabana-style seating; and an atmospheric bar and dining room doles out Fassi fare like couscous, pastilla, and a variety of tagines (though guests can opt for a cooking class instead). It’s all cloaked in a traditional Moroccan aesthetic, rich in color and bedecked in zellige tilework, handwoven rugs, ornately carved wood, and moody lanterns. The seven jewel-hued guest rooms, each a different color, have modern conveniences like flat-screen TVs in gilded frames, minibars, and free Wi-Fi, while decadently appointed suites maximize living space. Not that you’ll be in them for long: The concierge can arrange for a guide to help you navigate the medina’s mazelike alleys, which sit right outside the hotel’s door.

One of the most fun places I dined at in Italy was Il Latini, in Florence. It’s in a large, maze-like building with aged prosciutto hanging from the ceilings, and art collaged upon the walls. Seating is at communal tables, and at times it felt like we were all at a wedding. In our case, my boyfriend and I sat with another couple from Australia, who were beginning their tour of Italy, but it’s easy to meet locals at this spot, too. The waiters and the owner are very persuasive when it comes to traditional Florentine food. I requested half of a Florentine steak, but I am sure I was given a full one—one of the largest I have ever seen served. It was cooked rare, and was extremely tender and flavorful. However, I am not much of a carnivore, and as such, my favorite part of the dinner was the fresh sage ravioli. After our meal, the waiter kept bringing shots and wine, which appeared to be on the house. There are no exact prices, and the waiter determines your meal’s cost.

Why we love it: A vast resort on Table Rock Lake with every imaginable amenity

The Highlights:
- A lakeside location surrounded by miles of Ozark hiking trails
- A full-service marina for exploring the water
- Family-friendly amenities like a kids’ club and movie theater

The Review:
Just 10 miles from bustling Branson, Chateau on the Lake offers luxury accommodations in a serene lakeside setting. Nicknamed the “Castle in the Ozarks,” the property, with its signature blue-green roof peaks, is sprawling. Even the smallest guest rooms measure nearly 400 square feet, each with French Country furnishings, deep-wood accents, and views of the lake—often from private balconies. If you really want to stretch out, book the palatial Presidential or Vice Presidential suite, where four-poster king beds, separate sitting rooms, and jetted tubs make for an upscale stay.

When not relaxing in your room, take a dip in the indoor and outdoor pools, practice your serve on the tennis courts, hit the movie theater, or drop the little ones at the Crawdaddies Kids Club and head to the 12,000-square-foot Spa Chateau for treatments like the Table Rock Hot Stone Massage. Also on-site is a full-service marina for boat rentals, sailing charters, and activities like water-skiing, tubing, and fishing, as well as more than two miles of nature trails for hiking and bird-watching. When you factor in dining options as varied as an award-winning grille, a café and wine bar, a bakery, and a deli, there’s really no reason to ever leave the property—except to swim in Table Rock Lake.

Cesare al Casaletto is far off the well-beaten tourist track, but it is easy to get to: just take the 8 tram from Piazza Venezia or Largo Argentina and get off at the very last stop. Fifty yards from the tram tracks sits Rome‘s best trattoria, where spectacular fried appetizers (get them all, or at least the gnocchi fritti and polpette di bollito) give way to classic pasta dishes like carbonara and gricia. The second courses are excellent and fall-off-the-tailbone braised oxtail is a favorite. Pair it all with fairly priced natural wines from all over Italy and be sure to leave room for dessert, preferably the panna cotta.

You can’t visit Florence without indulging in ice cream once at the very least, but it’s not so easy to find the real deal. Carapina, gelateria of choice for cognoscenti (but often overlooked by tourists), is located a stone’s throw from the Ponte Vecchio, brain child of Simone Bonin who is widely acknowledged to be one of the best ice cream makers in Italy. Sixteen flavors are available at any one time and produced in small batches each day from top-notch local, strictly seasonal ingredients. Classics include pistachio, ‘real’ yoghurt and the bitterest of bitter chocolate but there are more unusual flavors too like the sweet/salty gorgonzola, Parmigiano reggiano or creamy mozzarella di bufala.

Every Saturday and Sunday on Via S. Teodoro, tucked just off Circus Maximus, Rome‘s best farmer’s market takes place. It’s run by Campagna Amica, an Italy-wide organization that promotes local, sustainable agriculture—so all of the products sold here, from jam to olive oil, bread to cheese, beer to wine, come from the Lazio region only, and are sold directly by the producers themselves. Tastings are a-plenty and the producers are more than happy to chitchat about their foodstuffs. If you come around lunchtime, you can buy a cheap lunch—maybe even including porchetta sliced right off the pig, like here—to eat on the picnic tables outside.