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Just north of the city center, Isola is Milan’s slightly offbeat, somewhat hipster, and completely all-natural neighborhood. On any given day, its vibe is friendly and local. The area offers amazing boutiques and specialty stores, boasts the best barber in the city, and features colorful street art.

Far above the plains where lions roam, there’s another Kenya, where life moves slowly and the people run fast. Writer Matt Gross tries to keep up.

Shaped by artists’ enclaves, surf culture, LGBTQ heritage, and Hollywood glitterati, Laguna Beach and Dana Point have a laid-back but sophisticated vibe. The hotels here capture the atmosphere perfectly, offering amenities like vintage vinyl and loaner boogie boards alongside Mediterranean, Mission Revival, and mid-century-modern style. Whether you come for the picture-perfect beaches, rooftop cocktails, canyon hikes, or ocean kayaking, you can find a chill but chic stay to suit your needs.

I’m not sure any other city epitomizes the California dream as well as the surf-centric college town of Santa Cruz. The Dream Inn is the perfect base for exploring and has affordable rooms, a retro-chic design, and a beachfront location within walking distance of the famous boardwalk. The hotel can arrange surf or SUP lessons (you’ll want to rent a wetsuit, even in the summer!). For those who’d rather take in the action from the shore, rent a bike from nearby Pacific Ave Cycles and peddle along West Cliff Drive until you reach the famous surf break, Steamer’s Lane. You’ll be able to watch talented surfers (and ambitious novices) surf some serious waves. A short drive away you’ll find Henry Cowell Redwoods State Park. From the parking lot, take the Meadow Trail to the Loop Trail to Pipeline Road. Follow the road along the river and turn left at the Ridge Fire Road and follow it to the Observation Deck. You’ll be rewarded with spectacular views of the Santa Cruz Mountains. For an even greater reward, grab a seat at the Dream Inn’s new Jack O’ Neill lounge and try one of the great cocktails (the Old Timer is a mix of Knob Creek, lavender sweet tea, and muddled fruit) and if you’re lucky, there might even be a live band.

Opened in 1950, the Jamaica Inn is one of the oldest and most gracefully aged of the classic Jamaica luxury resorts. It sits on its own private beach, which is rare in Jamaica, and each of the 52 suites and cottages has a Caribbean view. It is a timeless place, which may be why there are no TVs, radios, or clocks in the rooms, with a quiet serenity about it that may have been the appeal to such guests as Marilyn Monroe, Ian Fleming, and Katharine Hepburn. The grounds are immaculately kept, and the dining is as romantic as starlight and live music can make it. But the standout feature is that each suite has an oversize covered veranda that guests could literally live on. On it, they’ll find a full-size sofa, wingchair, breakfast table, coffee table, and, should one want to write home about it, writing desk.

On the North Fork of Long Island, Shinn Estate Farmhouse Inn is tucked away on a peaceful vineyard. Rooms are in the estate’s historic 1880s homestead, and guests get to experience life on the vineyard—and taste the final product in the winery’s tasting rooms. There is also a lovely front porch and gazebo for kicking back with a glass of wine. A cozy wood-burning stove in the reception area is an ideal spot on a chilly day. Breakfast here is a slow and civilized affair, starting with hot coffee and finishing with a full farmhouse hot breakfast from chef David Page, made from farm-fresh ingredients. This is the pastoral North Fork at its best, designed for lazy afternoons, sleeping in, and one too many glasses of wine.

It’s not difficult to find the forts of Antigua; as one of Britain’s crown jewels in the Caribbean, Antigua was fortified with watch stations, formidable ramparts, and more to keep her harbors safe. Today, these forts and fortifications lie in various states of ruin, but many have been given new life as party venues, restaurants, and destinations for the best views on Antigua. Here are my favorite four... plus a curious church, all worth a visit!

With just one week, Vienna and Eastern Austria will give travelers a glimpse into the best of the country’s non-Alpine side, including Vienna’s Habsburg palaces and the castles and abbeys of the picturesque Wachau valley. Peer into Eastern Austria’s Gothic, Romanesque, and Baroque cathedrals. Sample your way through Vienna’s open-air Naschmarkt for Austrian-made treats. To round out your week, roam through the lovely Vienna Woods.

Whether you want to explore the best of shopping or culture right at your doorstep, or travel back in time with a visit to nearby Old Montreal, the Ritz-Carlton Montreal offers a home away from home that combines elegance, style, and a warm welcome like few other properties in the world.

Located north and across the train tracks of Mile End with Boulevard Saint-Laurent as its main artery, Little Italy is a foodie neighborhood that fans out around the big and beautiful Jean-Talon Market. The areas is full of Italian trattorias, caffes, bakeries and clothing stores, but also a newer batch of hipster bars and hangouts to reflect the young incoming residents.

Spanish wines, gin and tonics, cerveza, vermut: Everything gets the Spanish treatment, whether you’re drinking in a fine cocktail lounge or in a neighborhood bodega. Try them all—the flamenco joints with live gypsy music, the pulsating dance clubs of Madrid’s youth culture, and the elegant hotel bars.

London’s an expensive city, especially when you’re eating out often. The answer for affordable dining is to fall back on “ethnic” eats, and standbys like pizza and noodles. Here are a few places where you can stretch your budget.

Fashionistas and heavy spenders heading to Montreal will have no trouble finding pieces worth writing home about; the city being of the creative type, it’s no wonder so many designers set up shop in this part of Canada. Stroll along Boulevard Saint-Laurent and Notre-Dame Ouest for some of the best shopping in Montreal, with gender-defying, high quality, and unique pieces awaiting.

Discovering a hidden eatery will make any Swiss sojourn utterly memorable. Find out here where the locals in Zurich eat. Discover a restaurant down a quiet side street of the Niederdorf that serves up delicious food using seasonal ingredients. Scale the hill in the Wollishofen neighborhood and splurge on Zurich’s best entrecôte steak. Or enjoy the finest catches of the day from Lake Zurich at a fish restaurant located on the city’s only campground.

The Austrian Alps are a winter sports paradise offering some of the world’s best skiing and a winter wonderland. But you don’t have to hit the slopes at Kitzbühel or strap on the skates and glide over Lake Zell to have a great time in Austria during winter. Lower prices and fewer tourists make winter city breaks a bargain, while the charm of a traditional Austrian mountain resort is not to be missed. The amazing views of an Alpine winter can also be enjoyed from inside a luxurious spa as well.