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  • Rum Point, Cayman Islands
    Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with a ridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar.
  • Supai, AZ 86435, USA
    There’s a reason this is one of the most iconic spots along the Grand Canyon. Located on the Havasupai Indian Reservation and hidden deep within a 20-mile round-trip hike, Havasu Falls’ sparkling turquoise waters are a popular destination for seasoned hikers who come for the amazing views, rock climbing, and swimming. The hike to the falls and back is best enjoyed with a preplanned route and plenty of stops for rest, food, and water. Because tribe members of the Havasupai, which means “people of the blue-green waters,” maintain the trails and work to keep their land as unspoiled and pristine as possible, reservations for campsites are limited and day hikes and drones are not allowed.
  • 1880 Lincoln Ave, Calistoga, CA 94515, USA
    Why we love it: A reimagined motel with quirky design, mineral pools, and a spa straight out of a Wes Anderson movie

    The Highlights:
    - Three different mineral pools for soaking in the sun
    - A laidback spa with a twist on Calistoga’s classic mud baths
    - Fun amenities like bikes, lawn games, and Polaroid cameras

    The Review:
    Inspired by classic roadside motels, Calistoga Motor Lodge sits at the end of the Silverado Trail, offering guests a casual, quirky stay in Napa’s northernmost town. The boutique property features a design by New York-based firm AvroKo, with lots of midcentury-modern furniture, bright pops of color, and retro details to transport visitors back in time. Simple yet cozy, rooms feature bold carpets, vintage-inspired fabrics, and cheeky art (think needlepoint signs reading “No selfies in the bathroom” and fabric animal heads mounted on the walls), plus tiled bathrooms with rainfall showers and signature bath products from on-site MoonAcre Spa. In addition to custom-designed hoodie bathrobes and freshly ground pour-over coffee, guests can look forward to unconventional extras like hula hoops, Mad Lib books, and Etch A Sketches for passing time between activities. If you bring along your pet, the hotel will even provide a dog bed, water and food bowls, and treats to make your four-legged friend feel at home.

    Committed to local culture, Motor Lodge often hosts community events like group hikes, outdoor movie nights, and festivals. On Maker Mondays, local artisans even pop up at the hotel to host lessons in print making and more. When it comes time to relax, guests can repair to the three on-site mineral pools, all fed by natural geothermal hot springs and surrounded by loungers and cabana beds, or the whimsical spa, which offers everything from massages and body scrubs to less-traditional mud baths and salt soaks in clawfoot tubs. Afterward, soak up the sun in the spa garden, play a round of cornhole on the lawn, gather around the firepit, or grab a complimentary bike and make the short ride into town. Just be sure to borrow a Polaroid camera from the lobby so you can document your adventures at the surrounding wineries, boutiques, and galleries.
  • 175 W Cliff Dr, Santa Cruz, CA 95060, USA
    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.
  • 675 Lionshead Pl, Vail, CO 81657, USA
    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.
  • Central America
    When planning a recent trip to Guatemala, I luckily stumbled upon the webpage of a unique retreat on the shores of Lake Petén Itzá, called Ni’tun. My friend Joan and I had decided to visit Tikal and other Mayan sites in Petén and wanted to have a “home base” where we could stay for several days and take day trips around the region. Reading about Ni’tun, I realized we found exactly what we were looking for - a peaceful lodge in natural surroundings. Lorena, one of the co-owners, arranged all details of our day tours for us, communicating regularly by email prior to our arrival. We expected a peaceful, natural retreat, and were not disappointed. Set on a hillside with its own private dock and boat for transportation to Flores and other towns around the lake, Ni’tun’s main building and the guest houses (casitas) were designed and built in traditional Mayan style. Our casita was spacious with two queen beds and outdoor seating. The two-story dining and bar area, pictured here, allows for outdoor dining and a relaxing place to enjoy drinks after a day of trekking through the jungle. Lorena, a talented chef, does most of the cooking, using organic, healthy ingredients, and she prepared one fabulous meal after another (vegetarian meals for me, and gluten-free for my friend Joan). We enjoyed premium Guatemalan rum -- Zacapa Centenario -- over ice (and learned: never use it as a mixer, it is one of the finest rums in the world). We left all stress behind the minute we arrived!
  • Bådsmandsstræde 43, 1407 København K, Denmark
    In 1971, squatters moved into the barracks on an abandoned military base and established Freetown Christiania, an autonomous district in the middle of the city. Later, many dwellers built their own homes on the 86-acre property. Although the Danish Supreme Court ruled this year that the state owns the land, the area’s nearly 1,000 residents have yet to be evicted. Today, visitors can bike along tree-lined paths and check out the handmade structures before they disappear. christiania.org. This appeared in the July/August 2011 issue.
  • French Polynesia
    Epic might be an understated description for this collection of thatched-roof bungalows built on stilts over the crystalline waters of the Bora Bora lagoon. This luxury resort is nestled in the dreamiest of settings—wooden walkways link palm-dotted islets fringed with white sand, while the craggy green peaks of Mount Otemanu loom in the distance. Guests can alternate between the beach and the infinity pool, lined with oversized cabanas, or sample activities like stand-up-paddleboard yoga, shark feeding, and snorkeling with the resident marine biologist. Also on offer is a luxurious spa, offering an extensive menu of treatments based on native ingredients like monoï and vanilla. As for the bungalows, Polynesian touches pepper the chic, honey-hued interiors, while indulgent soaking tubs sit beneath shuttered picture windows that open onto the sea. Large decks with swoon-worthy views have stepladders down to the water—a good way to test out the provided snorkeling gear. Airy beachfront villas are also available for those who prefer to stay on land.
  • 1, Keomoku Highway, Lanai City, HI 96763, USA
    Lanai, a sleepy, 140-square-mile former pineapple plantation, is suddenly in the spotlight. Following the island’s purchase by tech billionaire Larry Ellison in 2012, the bay-facing Four Seasons Resort Lanai underwent a multimillion-dollar overhaul that reduced the number of guest rooms from 286 to 213. The rooms shook off their dated look with mahogany floors and walls clad in slate and teak. Guests can dine at outposts of Nobu and Los Angeles–based Malibu Farm, take private flight lessons and horseback-riding excursions, or book one of the resort’s wellness-focused retreats.
  • 610 S W End St, Aspen, CO 81611, USA
    The Gant feels like your mountain home away from home. Tucked away on five acres at the base of Aspen Mountain, the Gant’s condos offer the comforts of staying in a home but with the service perks of a hotel. Guests can choose from one-, two-, three-, or four-bedroom condos, making this a great option for families and friends on ski getaways. Condos feature full kitchens so you don’t have to worry about booking reservations in town each night, and the staff can arrange for grocery and liquor delivery right to your door. Condos also have wood-burning fireplaces, large living rooms for lounging, and patios or balconies to soak in the fresh mountain air. A housekeeper comes to tidy up each day while you’re off hiking or skiing, and families have the option to book child care. The Gant is just steps from the Silver Queen Gondola and offers ski storage and overnight tuning. After a day outdoors, guests can relax weary muscles in one of the Gant’s three hot tubs.
  • Carretera Federal Libre Chetumal- Puerto Juárez Km. 283.5 Ejido Sur, 77712 Playa del Carmen, Q.R., Mexico
    Thousands of years ago, the entire Yucatán Peninsula was under water, as evidenced by its massive network of rivers that flow beneath the region’s limestone surface. No place better presents the area’s captivating caverns and underground water systems than majestic Río Secreto, a nature park just south of Playa del Carmen that offers adventurous travelers wide-ranging cave tours. Extending for miles, its river system wasn’t discovered until 2006, when a local man accidentally stumbled across an entrance while chasing an iguana through the jungle. When you go, guides lead you through a maze of stalactites and stalagmites that ends with a swim in subterranean waterways that vary based on the path you choose.
  • 5300 Boulevard Sainte-Anne, Québec, QC G1C 1S1, Canada
    Under 20 minutes by car from Québec City (or, if you are feeling ambitious, less than an hour by bike, with most of the ride on a well-maintained path), Chute-Montmorency (Montmorency Falls) is the area’s most impressive natural wonder. If you visit the Musée National des Beaux-Arts du Québec before you go, the sight will look familiar: Montmorency has long been a popular subject for local painters. Think Niagara is impressive? The cascade here is a full 99 feet higher—272 feet to the Horseshoe Falls’ 173 feet. In winter, spray from the falls freezes into a hill at its base, known as the Sugarloaf, and snowshoes are available for rent if you want to explore the nearby trails. In the summer, there’s a zip line for those in search of an adrenaline bump. Year-round, a cable car carries passengers to the top of the falls, providing bird’s-eye views en route.
  • Taktsang trail BT, Taktsang trail, Bhutan
    Countless people have made the arduous trek to Taktsang (Tiger’s Nest) Monastery in Bhutan but I would venture to say that few have ever made it to the spot shown in the photo. This small, unassuming structure, nestled high up in the crook of the mountainside, is located just before you ascend the last set of 800 steps to reach the base of the Monastery. Continue on your trek to Tiger’s Nest but on your return trip, check out the place. You’ll be in for an nice treat! When I entered the building, a friendly monk greeted me. He waved me towards a collection of cups and told me to help myself to a cup of tea. After that long hike to the Tiger’s Nest, a cup of restorative tea and a short break was a bit of welcomed relief. Next to the cups were tea bags, sugar and flasks that contained a concoction of warm water and milk. I made my own brew and walked around while I sipped on it. I heard the sound of monks chanting. I later learned that this place is a Meditation Hut; a place where monks come to pray and chant. They are commonplace throughout Bhutan. I also found out that the tea is free! The monks offer it as a service to pilgrims coming to the monastery. If you are hiking up to Tigers Nest Monastery, be sure to stop for tea at the Meditation Hut. Please consider bringing tea bags or sugar to leave behind as a contribution.
  • Filellinon 16, Athina 105 57, Greece
    Owned by the world-renowned art collector Dakis Joannou and smartly decorated by quirky Brazilian designers the Campana brothers, the New Hotel is the city’s coolest upscale design-centric property, with 79 rooms (including seven suites) and an intimate restaurant. Although centrally located, just a five-minute walk to Syntagma Square, it’s tucked back in a modernist building on a side street so it feels hidden and discreet. The interiors are both playful and smart; the Campanas created much of it with items recycled from the previous hotel. Imagine puzzlelike walls and chairs constructed of layered, repurposed wood intermingled with sculptural chairs of their own design. In the rooms, they had fun riffing on Greek cultural objects, like the Karagiozis, a shadow puppet, and multiple versions of the glass “evil eyes” used to protect against ill omen. Bottom line: stylish contemporary design, excellent location, and friendly service.
  • 2200 West Lafayette Boulevard
    With just over a year in business, Green Dot Stables is still new, but owner Jacques and his wife took over a building in Corktown that isn’t. Instead, they took it from abandoned and historical to historical but fresh. The interior still retains its ode to horse racing and is kitschy appeal without being cheesy. An innovative new menu presided over by Les Molnar features more than 20 unusual and classic sliders with a “mystery meat” option that changes often. On the day I visited, the special was Lamb Tongue with Dijon Brown Butter and Fennel Relish. My favorite was the Corned Beef Slider with Wigley’s-Brinery Kraut, Pickle and Mustard Aioli. Local and imported beers anchor the drink list and their soda (or pop as it is known in the Midwest) is mixed in-house with locally made syrup. Optional sides include truffle fries, poutine, chicken and orzo salad, kale & quinoa, or classic mac ‘n’ cheese. Menus items start at an affordable $2 and it is a packed house during the lunch rush so plan accordingly or visit at odd hours to ensure fast service.