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You might hear Long Street before you see it—this bustling artery is the heart of Cape Town, home to some of the city’s most popular restaurants, bars, and boutiques, all within a few blocks’ radius of the Grand Daddy Hotel. Built in 1895, this landmark building has been transformed into one of the city’s quirkier havens, though it somehow manages to walk the fine line between campy and classy. It’s a spot that’s beloved by tourists and locals alike (don’t be surprised to stumble onto a local fashion shoot in the gilded Daddy Cool bar).

Behind the stately gray exterior lies a whimsical world: snuggle into crisp white sheets in one of the 26 colorful rooms or suites, or settle into a stylishly appointed Airstream in the rooftop trailer park. And speaking of the rooftop: there’s no better place to take in the view of Table Mountain presiding over the city.

For a break from Port-of-Spain’s congestion, a 15-minute drive up curvy roads outside the city leads to Mount St. Benedict Monastery, with its fine hilltop views over the plains, the coast and the Northern Range. Just over a century old, the enormous yellow monastery (also known as The Abbey of Our Lady of Exile) sits on a large swath of land whose hikeable woods are filled with birds. The monks sell their popular homemade yogurt while the guesthouse serves traditional afternoon tea.

High above Vail Valley, atop Beaver Creek Mountain, is the oasis that is the Ritz-Carlton, Bachelor Gulch. You can’t beat the hotel’s ski-in, ski-out access, but a major makeover at the end of 2013 means the hotel offers even more perks. The new look (think rustic lodgepole pine beams and huge stone fireplaces) was inspired by the great lodges found throughout America’s national parks. The work of Colorado artists can be found throughout the hotel. In addition to a new restaurant called Buffalos, there’s the new Bachelors Lounge that caters to wine and spirits lovers and cigar connoisseurs. Stylish guests with an expense account can outfit themselves in fancy new gear sold at the outpost of the alpine shop Gorsuch. My favorite perk is returning to the hotel at day’s end and being greeted with a hot cup of cocoa.

Standing at 3,793 feet, this towering, verdant peak is the island’s highest point. The dormant volcano is covered mostly in rain forest and capped with a cloud forest, making it ideal for a beautiful hike. The climb is an arduous one, however, and shouldn’t be attempted without a guide. If you manage to reach the top, you’ll be rewarded with sweeping views of St. Kitts, the Caribbean Sea, and neighboring islands like Nevis, Antigua, and Saba.

Scaling Mount Kenya, the country’s highest and the continent’s second-highest mountain, is on the bucket list of many adventurers. The jagged summit peaks, sharp cliffs, and snowcapped crags can be seen on the northern road from Nairobi when the mountain is not shrouded in clouds. Hiking this monster usually takes from three to seven days, depending on fitness levels. Of the different possible routes up, the popular Chogoria route passes through lush green pastures and by icy blue lakes, crossing dusty martian landscapes along the way. The highest point hikers can reach without specialized climbing equipment is Lenana, more than 16,000 feet above sea level.

We all have a mental image of upscale European alpine villages from countless spy movies and Vogue fashion shoots. There’s the little café with etched glass and women sipping Alsace with perfect hair and puffy parkas. The men are capable sorts, usually lean and well-traveled. Jet-setters, rich ski bums, and other dubious types mill around low-slung Citroëns with skis on the back, while the air feels charged with intrigue and adventure simmering under the laissez-faire insouciance. Sorta like the Arrabelle at Vail Square. “There’s no other place like this in North America that captures the iconic ambience of classic Old World European cities like Salzburg, Innsbruck, and Prague,” says John Dawsey, director of sales. “During the design phase, we really wanted to capture a feeling aligned with a cultured European central plaza.” The Arrabelle consists of 86 suites overlooking the town square, which converts into a skating rink in winter at the gondola base of Vail Mountain. The charm is in the details: working wood shutters, copper drainspouts, and subtle fairy-tale stenciling around the Bavarian Biedemeier-style architecture. The lobby’s windows are Czech, no less. Off the lobby, the Tavern is always buzzing with locals and visitors in the shadows sipping hot chocolate and Grand Marnier. The menu is meat-friendly. Try the Bone-in Veal Schnitzel with saffron risotto because that’s what spies and dangerous women eat.

The Art is a worthy base for those looking to explore the galleries of the Denver Art Museum, the Clyfford Still Museum, and the Kirkland Museum of Fine and Decorative Arts, which are all within a few minutes’ walking distance. In fact, the glass-walled property feels a bit like an exhibition space in its own right: Upon arrival, guests are greeted by Leo Villareal’s dazzling 22,000 LED–bulb installation above the entrance, while hundreds of other works by the likes of Frank Gehry appear throughout the public spaces—see them on a guided tour of the hotel’s art collection, offered on Saturdays. Minimal guest rooms have light wood furnishings, luxury linens, and neutral walls—the better to serve as a blank canvas for more original artwork—as well as windows overlooking the mountains or city lights. If you’ve worked up an appetite with all that cultural appreciation, order the signature burger with spicy mayo at FIRE restaurant, or sip a Matisse martini with Colorado-made vodka on the fire pit–warmed terrace.

Perhaps it’s the fizzy wine-in-a-can served at the reception bar, or the cornhole on the lawn in the pool and hot tub area—this 42-room hotel exudes a young, trendy vibe. The Coachman is set in two ‘60s-era motels that were joined as one, then renovated and reopened in 2016 by new owners who wanted to capture the feel of an old-time mountain retreat while injecting it with a clean, modern aesthetic. Though on the small side, the rooms have been given thoughtful touches, like a rubberized entrance for storing wet skis, heated toilet seats, and 43-inch Apple TVs. There isn’t a restaurant on site (though there is a complimentary continental breakfast), but the property is just a short walk to Stateline’s bustling nightlife, as well as restaurants and dining at Heavenly Village; the property also gives guests free access to nearby Lakeside Beach. And you don’t have to leave your fur-babies at home: For a small additional fee, they are welcomed with their own gift bag.

The Company’s Garden, in the heart of the city, dates back to the 17th century, when the Dutch used springwater running down from the mountain to establish a garden to grow fruit and vegetables for ships en route to the East. On Government Avenue, which runs through the garden for about a half mile, squirrels scamper around among the old oak trees. Along the way, you’ll pass the South African National Gallery, the Planetarium, the Holocaust Centre, the De Tuynhuis presidential offices, the South African National Library, St. George’s Cathedral (where Nobel laureate Bishop Desmond Tutu used to preach), and the Slave Lodge museum. Grab a bite at the recently opened Company’s Garden Restaurant, which has been getting great reviews for its breakfasts and lunches under the garden’s leafy trees.

The Carrington’s long and rich history spans nearly 125 years since her opening by Sydney hotelier Harry Rowell. Originally named The Great Western, this Grand Old Lady soon became a popular retreat for international guests, Sydney’s elite, and adventurers eager to explore the Blue Mountains’ natural wonders. The hotel is steeped in history, tales of adventures and royalty, and perhaps even a ghost tale or two. The walls are covered with vintage photographs and the place looks like it was sealed in a time capsule (and yet still boasts modern amenities like wifi). The hotel bar is vintage, perfect for a glass of wine or local pint after a long day of adventures in the Blues. There are function rooms, a pool table, an elegant dining room (plus a more casual dining establishment, which used to be the town bank, on the property, as well as a stand-alone pub), as well as a 100-year old regulation snooker table. An onsite bottle shop is available, offering a wide variety of gourmet foods and excellent beers and wines, and a brewpub is even in the works.

Why we love it: Epic views and high style on the South Island

The Highlights:
- Design that maximizes the views
- A small size that makes for an intimate, exclusive experience
- Access to a variety of outdoor adventures

The Review:
Set in the South Island’s Ahuriri Valley, on 6,000 pristine acres bordered on three sides by conservation parks, is your own slice of natural paradise. Opened in late 2018, The Lindis is a striking, contemporary lodge that blends into the landscape, with a sloping roof that mimics the mountain and river backdrop and, inside, floor-to-ceiling windows framing magnificent views.

There are just five rooms to choose from—two master options and three lodge suites, all with private indoor and outdoor lounge spaces, fluffy king beds, and gas fireplaces. (Master suites also have separate living rooms and oversized bathtubs.) Beyond the accommodations, there are endless activities to choose from, from horseback riding, fly fishing, and e-biking to eco- and buggy tours and spectacular stargazing. Fuel up for your adventures with the lodge’s refined, contemporary cuisine, crafted by house chefs using locally sourced ingredients—think South Island crayfish, foraged porcini mushrooms, and Wild Fiordland venison—and paired with fine New Zealand wines from the well-stocked cellar.

Why we love it: A sprawling lakefront resort with activities for everyone

The Highlights:
- A wide range of activities, including golf, lake cruises, and water sports
- Spacious rooms, many with lake and mountain views
- An on-site spa with extensive offerings

The Review:
This sprawling resort specializes in weddings and conferences, but those aren’t the only reasons to book a stay here. The property’s waterfront location on Lake Coeur d’Alene puts a wealth of outdoor amusements right outside your door, from the world’s only floating golf green to water sports like jet-skiing, kayaking, and stand-up paddleboarding. Even the infinity pool—located, along with the beach area, just a seven-minute boat ride from the resort—overlooks the pristine lake.

Many hotel rooms and suites also offer water views, along with plush amenities like pillowtop mattresses, gas fireplaces, and ultra-high-definition TVs. For yet another perspective, head to the seventh-floor restaurant Beverly’s, which features floor-to-ceiling windows overlooking the marina, or the lobby-level Dockside, where you can dine on locally inspired fare while gazing at the lake. Also on site are a variety of other dining options (a coffee and juice shop, a boardwalk bar, a floating restaurant, and a waterfront lounge) as well as a luxurious spa and salon.

Purpose-built as the first Ritz-Carlton in the Southern Cone, this Santiago hotel opened its doors in June 2003. When guests enter the impressive red-brick building, they are enveloped in a sense of occasion—paneled woodwork, ornately framed paintings, and staff dressed in suits and tuxes. All the trimmings delivered so well by the Ritz brand.

Tradition is the name of the game, both in service and style. The rooms are classic, with touches of Latin America in the artwork. The bathrooms are a high point—large, decked out in marble, and stocked with indulgent Asprey amenities. One of the most striking design features is the domed glass roof that tops the hotel. The view of the Andes is fantastic from the rooftop, and the best part is a swimming pool, so you can swim surrounded by snow-capped mountains. Service is a strong point (not always a given in Chile). You know you’re in good hands at the Ritz-Carlton.

The new crown jewel of the Cape Town hotel scene, The Silo is housed in an old grain elevator, perched above 42 cement silos on the V&A Waterfront. The silos, which extend outward below the hotel, are home to the world-class Zeitz Museum of Contemporary African Art, opened in September 2017. Inside the hotel, owner Liz Biden seamlessly blends her penchant for bold colors and animal prints with some of the best in contemporary African art. The 28 guest rooms feature handmade headboards and Egyptian crystal chandeliers; concave, floor-to-ceiling windows overlooking the city or harbor; and deep-soaking tubs in the bathroom.

On the sixth floor, you’ll find the concierge (Hoon Kim, one of only 12 South Africans to hold the coveted Crossed Keys—a distinction from the prestigious hotel concierge association Les Clefs d’Or), the Granary Café, the Willaston Bar, and several private meeting rooms. Also on-site is a spa, gym, and rooftop infinity pool and lounge with views of Table Mountain. If you’re visiting over New Year’s, head to the rooftop—or book a west-facing room—for spectacular views of the V&A Waterfront fireworks.

(Note: Google insists this is Kamuela, it is Kohala) The lava coast of Kohala on the Big Island is dramatic. Waves dash against the black rocks relentlessly until eons from now they will be sand. True, there are fewer white-sand beaches per square foot of land on the Big Island than others in the Hawaiian chain, but the island is huge. Beaches here often hold secrets, are the sources of legends, and are part of the circle of life for creatures indigenous to Hawaii. There have been lava flows since the ahapua’a land divisions were formed, but from the very tops of the mountains running to the sea, most beaches remain intact. One of my favorites is in a little inlets fronting the Mauna Lani Bay Hotel on Makaiwa Bay called Keiki Beach. Not for much swimming, it is a sandy-bottomed dipper’s delight or, as the name states, a place for children (keiki) to play in. A tree for shade, sand, tide pools to explore, a canoe house (hale) covering a koa canoe nearby, and a friendly turtle (honu) who feeds here are all part of what could be a perfect day. There is surf off the point in winter and snorkeling in other seasons. You might even want to rinse off and have lunch at the Mauna Lani pool restaurant. Parking is a good 15 minute walk via a trail. Follow signs to public parking off Mauna Lani Drive, bring water and beach gear, and get there early. Of course you could stay at the Mauna Lani Hotel and Bungalows too. http://www.maunalani.com/