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While most of the Grenadines’ most luxurious hotels cater to the one percent, Salt Whistle Bay, on Mayreau, offers a blissfully pared back—though no less exclusive—experience. You’ll feel like a modern-day Robinson Crusoe when holed up in one of the 22-acre property’s eco-friendly bell tents or stone bungalows, each outfitted with colorful rugs, fans, and plush linens, and positioned to capture ocean breezes. By day, swim with sea turtles, sting rays, and tropical fish in the surrounding reef-filled waters—snorkeling masks are free to guests, as are stand-up paddleboards—or try kiteboarding on the resort’s designated beach. By night, share those adventures over a dinner of grilled lobster at the on-site restaurant and bar.

Tucked away in Cartagena’s Old Town, Casa de Indias combines colonial architecture with vibrant eclecticism. Though the villa dates to 1693, when it was owned by the then-governor of Cartagena, its purchase in 1979 by the family of famed Colombian figurative artist and sculptor Fernando Botero set the tone for its current iteration. His interior designer daughter Lina Botero redecorated the guesthouse and opened it to travelers in 2013, keeping old-world features like terra cotta–hued stucco walls and black-and-white marble tile floors while adding colorful textiles and pottery, rough-hewn wood furniture, and works by her father to create an artsy lived-in feel. Individually decorated rooms are likewise warm and distinctive, some showcasing original brick walls and all offering iPod docks and flat-screen TVs. The 16-guest maximum capacity helps ensure a quiet atmosphere where you’re free to roam between palm-shaded patios, lounge around the outdoor pool, or take in panoramic city views from the rooftop terrace and hot tub.

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.

If you’re looking for a day of grape-free respite in Mendoza, head off-the-grid to the hot springs of Cacheuta. The Terma Spa welcomes guests with an assemblage of thermal baths overlooking the scenic Mendoza River flowing downstream from the Andes. The indoor/outdoor thermal spa circuit winds through waters ranging in temperature from 73 to 105 degrees. Bubble beds, a water volcano and foot baths are strategically placed throughout the circuit to knead tense muscles. The Natural Solarium has a basin of therapeutic mud for slathering all over your body and baking on the pool deck. Scrub yourself clean in the bithermal hydrojet shower and kick back on the flowering Andaluz patio. Next, head underground to the vaporarium and detoxify in its natural steam. Relax in the verdant garden until you’re ready for an afternoon spa treatment or another convalescing soak in Cacheuta’s healing mineral waters.

Every city has a building with great views and Chicago’s most famous is the 103rd floor of the Willis Tower. But a little Chicago secret is that the John Hancock building has better views and their Signature Lounge on the 96th floor has free admission so you can enjoy a cocktail while you take in the sights! My favorite time to visit is late afternoon for a happy hour Old Fashioned while the sun sets and the Chicago lights start to sparkle. It’s a great place to take visitors, it’s a great place for tourists, it’s a great place to start or end an evening but I wouldn’t bother with the food, which is overpriced for the quality and selection. The drinks are pricey but the view is truly worth it.

The first new building to be constructed on the Bund in 60 years, the terraced, granite Peninsula opened in October 2009. Celebrating the city’s Roaring Twenties, the standalone hotel creates a grand sense of arrival with a sweeping driveway. Art Deco design elements occur throughout the property, and traditional decor employs lacquer, marble, granite, wood, and original art. Rooms and suites come with spacious dressing rooms with a full-length valet box for discreet delivery of laundry and packages; they also feature Peninsula’s industry-leading, intuitive in-room technology, with room functions controlled at the touch of a button, and VOIP telephones that allow guests to make free local and international calls. For arrival and departure in style, book the hotel’s Rolls-Royce Phantoms or 1934 Rolls-Royce Phantom II. The property also has China’s first hotel private yacht, a British-built Princess 54 model.

The historic and modern center of the city, the Piazza del Duomo (the square surrounding the cathedral’s base) remains a popular meeting place, hangout and hub of Milanese life. Local vendors setup shop (selling fresh coconut in the summer, toys and tourist wares), kids run and play (free from traffic) and shoppers trickle in from the walking street surrounding the huge plaza. The statue of Victor Emmanuel II, the first king of Italy, is the best place to meet, sit, recharge and watch the city go by.

Key West doesn’t have many swimmable beaches, but this elegant 1920 oceanfront resort sits on the largest private one in town—an 1,100-square-foot strand punctuated with tall palms. While the shoreline itself is on a rocky shelf, a long dock extends out to the shallows for laps and snorkeling. Just off the beach, two large pools are set into green lawns and lush landscaping in front of the Spanish-style main building, which is on the National Register of Historic Places. The hotel’s wooden coffered ceilings, arched entryways, red-tile roofs, and other key architectural details recall the hotel’s glamorous heyday, while the clean, refreshed rooms are entirely modern, with sleek wood-framed beds, white linens and curtains, and ocean views. Children under 16 stay for free and babysitting is available for adults who want to take a break at the Spa al Mare, which has an open-air cabana right on the sand for al fresco massages and treatments.

On a hilltop perch overlooking 8,000 acres of grounds designed by famed landscape architect Frederick Law Olmsted, the Inn on Biltmore Estate’s 210 rooms and suites evoke traditional 19th-century manor houses, with dark mahogany beds and desks, billowing window treatments, and comfortable overstuffed chairs; book a room with a balcony to breathe fresh mountain air while appreciating views of rolling hills—or simply take in the vista from the hotel’s veranda. The formal dining room showcases seasonal specialties using estate-raised cattle and lamb, vegetables from the on-site garden, and wine from the property’s own winery, where you can participate in a free tasting, then ride back in a complimentary shuttle. If you’re looking for something more casual, the lobby lounge and library bar offer salads and sandwiches—and no dress code. But the main attraction is the 250-room Biltmore château, the Gilded Age mansion George Vanderbilt built here in the late 1800s, and its 16th-century tapestries, Renoir and Sargent originals, and 65 fireplaces.

This urban icon started as a hippie food truck housed in a surf shop parking lot on Vancouver Island. It has since blossomed into three restaurants, two burrito bars, a taco joint, and two food trucks, located everywhere from Hastings-Sunrise and Yaletown to Gastown and the Financial District. Chef Stefan Hartmann, who once ran a Michelin-starred restaurant in Berlin, now captains these elevated spots along with founder Jason Sussman. Expect nuanced options like chorizo-kale, pork al pastor with pineapple, and chicken with pickled vegetables, all on soft wheat tortillas for six to seven dollars. Also noteworthy are the meat-free dishes like “vegetable scrapple”—a delicious fritter of squash and chickpeas, topped with herbed tomatoes. And don’t overlook the octopus tostada—Tacofino not only sources seafood sustainably but also participates in Vancouver’s Climate Smart program and is working toward being a zero-waste business.

From the moment you touch down on the grounds of the 135-acre working cocoa farm, a stay at the Fond Doux feels like a step back in time. It begins in your suite, one of 15 cottages that have been lovingly restored by owners Lyton and Eroline Lamontagne in the colonial style, with traditional gingerbread trim, four-poster beds, and pastel walls. Though some cottages have private plunge pools, you’ll want to make your way to the cascading main pool, which overlooks a verdant rain-forest glen. If all this sounds a little sleepy, don’t fret: A free shuttle is available to whisk guests to nearby Sugar Beach, and frequently rotating minibuses pass the hotel on their way to restaurants and shops 10 minutes away in Soufrière.

Run by the famous Spanish shoe brand, Casa Camper is a stylish boutique hotel neatly situated in the middle of Mitte’s hip fashion and culture district. Designed by Jordi Tió and Fernando Amat—the founder of Barcelona’s iconic design store Vinçon—the devilishly good-looking interior is defined by clean lines and striking furniture set against rust-red walls. The rooms are deliberately minimal, with wooden floors and slick designer furnishings, but are decidedly comfortable and include eco-friendly touches such as water-recycling showers. Instead of an in-room minibar concept, the hotel offers a 24-hour buffet that is free for guests. Plus, the hotel’s prime location ensures easy access to the swanky drinking, dining, and shopping options in the neighborhood.

Located a few blocks from Courthouse Square and Whiskey Row in downtown Prescott, about 100 miles north of Phoenix, the Motor Lodge is ideal for a retro road trip. The 13-room lodge began life around 1910 as summer cabins. After a century of serving as all manner of accommodation, it was purchased in 2008 by Joe Livingston and Brian Spear, who set out to prove it had at least one more life as a modern boutique hotel, complete with comfy beds, tastefully eclectic decor, flat-screen TVs, and free Wi-Fi. One of the few hints that this is no longer an old-fashioned motor court is the bright yellow exterior doors and other splashes of color that suggest a more modern era. Still, there are throwbacks—some delightful (the room porches which are close enough together, and few enough in number, that chats with people who might otherwise remain strangers seem the neighborly thing to do) and some not so much (the tiny bathrooms in most of the rooms that would have passed without comment in earlier decades). Mostly, though, the two hosts seem to be striving for, and achieving, a hospitality that often becomes a guest’s strongest memory.

There are two Paradise Beaches on Kos. One is northeast of Kefalos. It’s quite nice with facilities, a bar, and crystal clear waters. The other is southwest of Kefalos. It’s also quite nice with facilities, a bar, and crystal clear waters. The difference is the first one is very easy to get to and prone to getting covered in a crush of humanity while the second one (pictured above) is found at the end of a loooong, winding, dirt road (complete with sheer drops!) and only very lighted spotted with a few clothing optional occupants. Don’t worry, the way is clearly marked with signs pointing the way to Kavo Paradiso Beach FKK. FKK of course short for Freikörperkultur — a German movement whose name translates to Free Body Culture. Now when I say it has facilities, I mean it has around 7 or 8 umbrellas to rent with accompanying chairs. And when I say it has a bar, I mean it has a teeny-tiny shed manned by a blissfully quiet Greek fellow selling Mythos beers for 2 euros a bottle. And when I say it has crystal clear waters, I mean it! This was by far my favorite beach on a recent trip to Kos and well worth the death defying drive to reach it!

A stroll of St. Kitt’s capital, whether started at Port Zante Marina or the centrally located Independence Square, is an entertaining way to learn more about the island’s past. While the French named Basseterre (it means “low land”), the British are responsible for the town’s most recognizable landmark—the green, cast-iron Berkeley Memorial Clock in the center of the Circus, where several streets intersect. Make sure to visit the area, as well as Independence Square, St. George’s Anglican Church, and the Old Treasury Building, which now serves as the National Museum of St. Kitts. Along your walk, you’ll also find duty-free shops and local boutiques, plus a lively produce market by the waterfront if you come on the weekend.