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It’s hard not to feel hip upon entering this Williamsburg hotel. Credit those Insta-cool vibes to the always abuzz rooftop lounge Westlight, or to Leuca, where food-loving socialites flock for a taste of the Italian plates that chef Andrew Carmellini does best. Thanks to the hotel’s partnership with Brooklyn Arts Council, locally designed artworks greet guests in each of the 183 rooms, as do luxe Frette linens, floor-to-ceiling windows, and wraparound balconies with stellar views of the Manhattan skyline. Once settled in, it’s straightaway to the pool, a 60-foot stretch of water surrounded by daybeds and cabanas. If you’d prefer a private hot tub, book the Vale Garden Residence, a two-story suite complete with an open-air Jacuzzi, a fully furnished patio, and its own covetable city vistas.

If you’re a shopper, then Bologna is the city for you. Thanks to the combination of a large student population and a robust corporate climate, the ability to spend some money shopping abounds. One of the top buys can be found at the many food shops around town. Bologna is one of the culinary centers of Italy and you can find everything from the freshest of foods to the coolest of kitchen gadgets around town. This is also northern Italy, so fashion is always close at hand as well. If high-end labels are your thing, then a walk through the main shopping district won’t leave you disappointed.

At this speakeasy-inspired cocktail bar near Chiesa Nuova, hipster bartenders pour and shake American classics like Manhattans, Sazeracs and Old-Fashioneds in a smoky lounge. To gain admittance, make a booking and come armed with the secret password, a clue to which can be found on the venue’s website. Once you enter, you’ll be shown to a table or barstool, handed a menu, and asked to fill out a membership card. Service can be slow and snarky, but drinks are worth the wait. Cash only.

If you are looking for a quick bite while passing through or doing some shopping at Punta Cana Village (or just craving a taste of home) Pizzarelli, in business for more than 30 years offers what it calls the “real Italian pizza.” The restaurant’s thin-crust pizzas, prepared using fresh ingredients, and other Italian-style dishes are a hit with locals and might just be the best you’ll find in the Dominican Republic.

A reservation is an absolute necessity at this very traditional and very popular Florentine trattoria. The white-tiled walls are hung with photographs and prints; hard wooden benches and tables run along the perimeter, and more tables are squeezed into the center. The menu is decidedly Tuscan with highlights like finocchiona (a fennel-flecked salami), slow-cooked beans, tortino di carciofi (artichoke in swirl of whipped eggs), and butter chicken, which is served sizzling in the pan. Save room for the house dessert: heaped layers of cream and meringue surrounded by tiny wild strawberries.

If you’re looking to eat veggie in Venice, head to La Zucca, which serves a sophisticated vegetarian menu that makes use of local, fresh ingredients from northern Italy, including sweet pumpkin (from which it gets its name – zucca). The chefs are talented at bringing out the flavors of the vegetables they’re working with and combining just the right amount of seasoning and ingredients to create a well-balanced dish – try the finocchi piccanti con olive (fennel in a spicy tomato-olive sauce), radicchio di Treviso con funghi e scaglie di Montasio (with mushrooms and Montasio cheese shavings) or the flan di zucca, which is the house signature, and a rich, naturally sweet, pumpkin pudding topped with aged ricotta cheese slivers.


But while the vegetarian entrees here really shine, the menu doesn’t exclude carnivores and has a number of excellent meat dishes like piccata di pollo ai caperi e limone con riso (sliced chicken with capers and lemon served with rice). The restaurant is a simple place with lattice-work walls and not a lot of pomp and circumstance, making it perfect for families.

When people think of Florence, they usually think of Renaissance art and crowded museums filled with altarpieces and “Madonna and Child” images. While the Renaissance is the biggest draw of this historic city, there is a lot more to its art-museum scene. The Palazzo Strozzi is a fine example of a museum that doesn’t just showcase great art but also plays an important role in the community. Inside this Renaissance palace—a work of art in itself—visitors will find temporary exhibitions that cover a variety of time periods and cultures.

On Thursday evenings, the courtyard is transformed into a social hub with hip Florentines having drinks and coffee at the café and on outdoor couches. The museum also offers free entrance to the downstairs exhibition space on select evenings and, in summer, hosts movie and music nights. Palazzo Strozzi has also gotten on board with making art an interactive experience, especially for children. Parents can purchase a family ticket which includes kid-friendly activities including workshops, sketching in the galleries, storytelling, and “stroller tours.”

From the first time I set foot on the island of Ambergris Caye, Caramba became my favorite restaurant in San Pedro. And that’s not changed, even ten years later. Rene Reyes, Sr. and his wife Patty have done a remarkable job with the restaurant. Every season brings something new and exciting – whether it be décor changes, menu enhancements or even new cocktail creations. The Reyes’ sons Jonathan and Renesito are now involved in day-to-day operations, keeping Caramba one of the long-standing family-owned and operated businesses on the island. Personal recommendations include Conch Fritters (seasonal), Sopa de Lima, Fish Tacos, Pibil Pork Sub and the Coconut Shrimp. Any of the seafood dishes are spectacular – go for the Maya or Tour Guide cooking options. Be sure to try one of bartender Charlie’s cocktails, like the Strawberry Beerita, King Margarita, or a special mojito. Not a drinker? Caramba has some of the best fruit smoothies on the island. Closed Wednesdays. Check Foursquare for current specials.

If you’re looking for a chic lodging with personality to spare, Park Hotel is it. Designed under the concept of ART—atrium, restaurant, travel—it occupies 10 levels of the triangular Shiodome Media Tower and pays homage to Japan’s natural beauty with a glass-enclosed courtyard (purported to be the largest hotel atrium in Tokyo) and trees and greenery dotting the spaces between the building’s 25th and 34th floors. An artist-in-residence program ensures that every room on the 31^st floor features unique murals and paintings by local creatives, while more conventional rooms come in light, neutral tones, but all are furnished with stylish pieces by B&B Italia. The hotel also houses a wood-paneled spa, an art gallery, and a kaiseki-style Japanese restaurant and casual French bistro where the dishes are pieces of art in and of themselves.

Built into rocky cliffs that tumble down to the sea, Hotel Santa Caterina is the embodiment of Amalfi Coast dreams. Bougainvillea blooms adorn corners of the 19th-century mansion, while lush terraced gardens teem with citrus trees and vine-covered pergolas. Public spaces are decorated in an elegant Mediterranean style, peppered with antique pieces and sweet details such as hand-painted majolica tiles, while light-filled guest rooms and suites feature Bulgari toiletries and balconies with sea views. Elevators are on hand to whisk guests down to the beach and a saltwater pool, where chic loungers and parasols line a stone sundeck and uninterrupted vistas lurk around every corner. You’ll find classic Italian fare and fresh seafood on the menu at the beachside bar as well as two restaurants, both of which spill out onto terraces. Even the spa offers a dose of local flavor with a signature Amalfi gold lemon massage. The Gambardella family has owned the property for generations, which may account for the consistently charming service and the loyalty of guests, who return year after year.

Set in a 12th-century palace that looks like the setting for a Wes Anderson film, Palazzo Avino is skirted in flower-filled gardens terraced across a cliffside in Ravello. Interiors are as opulent as the storybook architecture, filled with antiques and marble and featuring charming details such as stained-glass windows, Hermès textiles, and antique carpets. Picturesque is an understatement for the panoramas that extend from the sunbathing lawns that surround the pool area. Even the fitness facilities take advantage of the vistas: Cardio machines are set in cabanas in the gardens, making for arguably the world’s most scenic spinning sessions. Since you’re right in the center of town, guests can walk to several restaurants and bars or stay put at the hotel’s Michelin-starred Rossellinis, an alfresco lunch spot known for its lobster and champagne pairings; if you’re looking for something more spirited, opt for one of the 100 different martinis on the menu at the Lobster & Martini Bar.

The Pirelli Tower is considered one of the most elegant “tall buildings” in the world, and at one point, it was one of the tallest. (And it was the tallest in Italy until 2010). The tapered, 32-story, 417-foot tower was developed in the 1950s by Gio Ponti with the assistance of Pierluigi Nervi, two of Italy’s best modern architects. The tower was also inspiration for the design of New York’s MetLife (formerly Pan Am) Building.

After Toronto, Montréal is the Canadian city with the largest population of residents of Italian descent. For more than a century, the community has been centered in one of the city’s most charming neighborhoods, Little Italy. The way to the heart of this neighborhood is arguably through its stomach or, rather, the Jean-Talon Market, where residents have come to buy produce and stock their pantries since 1933. Even if you aren’t shopping for fresh vegetables or fruits, it’s a good place to come to sample Québecois products and buy gifts like local jams, jellies, and maple products to take back home.

Nestled within Positano’s hillside tangle of pastel residences and stepped alleys, Le Sirenuse is a legendary boutique hotel that feels more like a private home. Run by the Sersale family since its opening in 1951, the crimson-hued house is filled with antiques, potted plants, and oil paintings that lend it a friendly atmosphere devoid of any snootiness. White-walled guest rooms are accented with Vietri floor tiles and heirloom walnut furniture, while marble bathrooms have whirlpool tubs and Eau d’Italie toiletries, the hotel’s bespoke line. Dining is excellent: The Michelin-starred La Sponda restaurant is as tasty as it is charming, illuminated in the evening entirely by candlelight. There’s also a champagne and oyster bar that commands dazzling views from a panoramic terrace; the vistas are no less stunning from the pool deck, where potted lemon trees scent the air. The hotel also has a top-notch spa, plus fun perks such as free daily excursions on its vintage wooden boat.

The Fireside Lounge is unapologetically, gloriously tacky — which is why we love it. Tucked away inside the Peppermill Casino, the little corner bar can be a bit hard to find, so it’s usually less busy. The banquette seats around the water-filled firepit (imagine a hot tub with an Olympic torch stuck in the middle) get snapped up first, but the cozy booth seats have individual TV screens playing music videos. This is the kind of place where you can, and should, order a drink served in a fishbowl-sized glass with gummi worms hanging over the side. Happy hour is M-F from 4-7 pm and features free shrimp cocktails with your drink purchase, and there are late-night specials after midnight.