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The final mile of the drive from the resort town of Malindi to the secluded beachfront hotel Che Shale winds through lush vegetation and coconut-studded palms—a preview of the laid-back vacation that awaits you. The property itself is simple and stylish: guests sleep in thatched bandas made with locally sourced materials and dine with sand between their toes on soft-shell crustaceans from the hotel’s organic crab farm. There are hidden nooks up wooden ladders to read or snooze in, but the party is down on the beach, a snorkeler’s delight thanks to warm Indian Ocean waters teeming with tropical fish. This stretch of coastline also gets great waves, and kitesurfers flock here, though the staff can arrange lessons for novices. There’s also an on-site boutique filled with swimwear, beach bags, straw hats, and more should you decide to extend your stay.

A former military base for the Yugoslav National Army, the island of Vis was closed to foreigners for decades. Today, however, it’s one of Croatia’s best-kept secrets, mainly for its beaches, food, and history. Book a tour with Vis Special and explore the island’s old military sites, abandoned when the army left suddenly in 1992. The tours take in everything from rocket shelters and bunkers to weapon-storage halls and “parking lots” (read: tunnels) for submarines. They also stop at the former communications headquarters for the Yugoslavian secret service (which are dug into a mountain) and Tito’s Cave (where the erstwhile Yugoslav president hid during World War II). Lest this all sound grim, know that these sites occupy some of the most gorgeous spots on the island.

The Hotel Flora is an ivy-clad 17^th-century palazzo tucked down a narrow alleyway in San Marco. It’s hidden from the crowds, but still an easy stroll to the buzz of San Marco Palazzo and the Grand Canal. Like all grand Venetian homes, it’s had its share of interesting inhabitants over the years, including a School of Painting, a salon for well-known local artists. Continuing the artistic legacy, the Romanelli family—photographers, writers, and antique collectors among them—has owned the hotel for the last 50 years.

In the classic manner of a pension, the hotel is intimate and the staff welcoming and friendly. Rooms are cozy and decorated with traditional antique furnishings, heavy drapes, and bold brocade wallpaper in some. Pop down to the Victorian-styled bar for an aperitif, or linger over an espresso with a good read in the hushed garden.

Set in the Catskills, the Graham & Co is a boutique hotel that has reimagined the classic weekend mountain getaway. Located about two-and-a-half hours from New York City, this retreat offers spacious minimalist rooms, some with kitchenettes. Details include Mexican blankets, Tivoli radios, and custom bath amenities that are available for purchase at the front desk. The Graham & Co is designed as a place to sit back and read while putting your feet up next to the fire pit. Plenty of outdoor activities (fishing, hiking, skiing) are nearby, but many guests settle into the property and its Adirondack chairs, hammocks, and picnic area for a welcome escape from the bustle of city life. Explore the town of Phoenicia on a complimentary bike or simply stay put at this unpretentious mountain property.

There are a handful of appealing options in the West Loop, but the most exciting is the Hoxton Chicago, whose laid-back lobby is filled daily with locals and guests working, meeting, dining, drinking, or hanging out with a coffee. Part of the socially focused Hoxton hotel group that launched in London’s East End in 2006, this 182-room hotel has become the West Loop’s top rendezvous spot for meetings (unless you’re a member of nearby Soho House), but upstairs is just as enticing. We love “Flexy Time,” which allows guests to check in and out whatever time of day they like, so long as they book directly through the hotel website.

Hello, rooftop pool! Leave it to Chicagoans to remain optimistic that summer will be amazing, even if winter lasts well into May. The rooftop pool (open to restaurant as well as hotel guests), occupies a prime spot on one corner of Six Points, that crazy intersection where three major shopping streets cross paths. That means the regulars are a mixed bag, but all come in for a good time, whether that means for brunch in the newly redesigned Café Robey street-level restaurant, to drink until dawn at the poolside Cabana Club bar, or to sneak up to its new sister, the Up Room, at the top of the deco tower.

Visiting a country’s Supreme Court may not rank high on your list of things to do, particularly when the building in question has been covered in scaffolding for almost 10 years. Brussels’ Palace of Justice (Palais du Justice) has been mired in controversy from day one. It was the largest building constructed in the 19th century and, at 160 by 150 meters, is even larger than St. Peter’s Basilica in Rome. Constructing this monster of a building required leveling an entire section of Brussels. It just happened to be a working-class area. The wealthy landlords received pockets full of cash, while the residents ended up out in the cold. These days the Palace of Justice is controversial because of the on-going battle to remove the scaffolding, left behind by the now bankrupt renovation company. Peek behind the scaffolding however and you may be surprised to find sweeping staircases, marble statues and a grand reading-room. It is free and open to the public year-round, unless a sensitive trail is taking place.

The atmosphere is heavy, the decibel level very low, and the wooden decor both comforting, and inviting. People in this café are either locals reading the newspapers while sipping a cappuccino, or, like me, tourists who just visited the Anne Frank House - which is just around the corner - and need a down time to collect their thoughts. The Café de Oude Wester is a natural stop after an emotionally-draining couple of hours, which puts in perspective everything we know about the atrocities of World War II. How some lucky people live through it, how the city was affected by it. Was this very café the scene of nazi meetings, did it participate in hiding Jews? What these walls must have seen and heard throughout these years. The warm smiles of the staff and the aromas emanating from the kitchen are a welcome invite back to the 21st century - as if they knew exactly what was on the minds of customers.

St Stephen’s Green is a welcome spot of calm and green set in a Georgian square in the centre of Dublin. At around 20 acres, it’s large enough to feel you have escaped the bustle, but not so large that you can’t easily return to the fray once you are ready. There are formal manicured lawns and gardens in the middle, a large lake to the north - good for swan-watching - a bandstand and play area, and plenty of benches and other picnic spots. St Stephen’s is probably not the sort of place you’d deliberately set out to visit, but chances are good you’ll end up there anyway: it’s just off Grafton Street (one of the main shopping streets), and near other attractions dotted around what is known as Georgian Dublin, such as Merrion Square and Leinster House (the seat of Irish parliament).

Östermalms Saluhall is one of Stockholm‘s most famous markets. While the prices aren’t cheap, since 1888 the market has been where those looking for the very best fish, meat, and produce shop. For most travelers in Stockholm, it provides a good lunch option if you want a fish sandwich or snack in an atmospheric Victorian food hall. The Saluhall will be closing for renovation and moving to a temporary building across the street in January 2016, and is scheduled to return to its home in 2020 after it has been refurbished and upgraded, ready to serve discerning Stockholm residents for another 125 years.

Step inside the Eye Film Institute to discover an homage to international cinema replete with interactive displays and perched like an ivory spaceship ready for launch on the northern bank of the IJ River. The striking facility, accessible via a free ferry from the main train station, houses four movie-screening rooms, a museum shop, and an exhibit space showcasing the works of masters like Fellini and Kubrick. Topping the contemporary structure is the eye-popping Eye Bar-Restaurant, where you can wash down a plate of bitterballen with beer on tap while musing about cinematography. On sunny days, a spacious terrace beckons.

Behind these buttery walls, the most fashionable tailors are ready to help you design a gorgeous new wardrobe. Yaly may take an extra day or two for your items to be perfect, but it’s worth the extra appointments... and the price. Sure, you can go to any number of tailors in Hoi An to get a blazer made in less than 24 hours, but as with most things, you get what you pay for. Eighteen months later and the items I designed here are still most coveted pieces in my closet. Don’t know where to start? Take a stroll through thousands of fabric bolts in everything from wool to the finest locally made silks, or sift through pages of designer books as you sip on cucumber juice. And, be sure to bring photos of your desired item...Yes, even that DVF dress you swooned over in Vouge Italia last month!

This rooftop bar has a refreshingly inclusive, come-as-you-are vibe. There’s no list at the door, no doorman sizing you up for anything beyond ensuring you’re of legal drinking age. For the prized sunset hour, arrive early—especially during summer—and grab a vintage table or booth by the pool with colorful mismatching chairs and tablecloths. Later in the evening, a bar stool is the place to be, watching the action and joining in when singalong-ready funk and disco tunes start playing. The overgrown garden that tops the circa 1924 Commercial Exchange building makes for a magical setting, softening the cityscape beyond. Atmosphere aside, the cocktails are what bring people here; masterminds Gabs Orta and Elad Zvi—who first started Broken Shaker as a pop-up in Miami—are known worldwide for their creative approach. It’s tempting to order drinks based on their clever names alone—not the worst idea—but be sure to try the Electro Lit, tequila with curry turmeric cordial, coconut water, fresh lime juice, and angostura bitters.

Perched 300 feet above the Pacific on 15 verdant acres, Hotel Wailea is a former members’ club that still feels like a hidden enclave of cool. In 2014, new owners invested $15 million in a redesign that left 72 one-bedroom suites with white oak floors, Sub-Zero appliances, and Hawaii-inspired art. Still, it’s the pool that really wins over guests—it’s calm and quiet (thanks to the hotel’s no-kids policy); there are umbrella-shaded loungers and bungalows with fans for when you’ve had too much sun; and the beyond-gracious staff are always at the ready with water, cocktails, kombucha, and coconut water. The hotel lounge offers free wine and appetizers at 5 p.m. on Friday nights, while the farm-to-fork restaurant highlights produce grown in the resort’s own garden. Complimentary on-site activities include yoga, outrigger canoeing, and mixology classes, but guests can take the hotel’s Tesla Model X house vehicles anywhere in Wailea or rent an electric bike and cruise the South Maui coast if they want to get off property.

This small, chic hotel came into being after an Argentine PR director and her English record producer husband couldn’t find the perfect place for their visiting guests to stay during their Buenos Aires wedding. They needed a place with a bar, a spa, a nice pool, good cocktails in a friendly environment—and so in 2005 they opened Home, one of the pioneer boutique properties in Palermo Hollywood. Strategically located within blocks of much of the city’s nightlife, Home has become something of a base for those coming to the city looking to indulge in it.

Generally though, Home’s reputation is quite positive. Few modern design elements have been left out, from Knoll furniture and vintage wallpaper to the Chilean wool rugs and tech-friendly amenities like iPod-ready stereos and LCD TVs. A spacious walled garden area is the focal point of the property, holding the heated swimming pool plus deck chairs and ferns, alongside a bar and restaurant.