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  • 590 Ocean Avenue
    No matter what kind of getaway you have in mind, you can find a guestroom to fit at Castle Hill Inn. Rooms in the main house vary in size and décor, but each is kitted out for romance with a fireplace, a king-sized bed, oversized tubs, and windows looking over the water and expanses of lawn. The Turret Suite, a bi-level space, has a bedroom on the first level; on the top floor, a soaking tub on a raised floor takes advantage of the 320° wrap-around windows. Below the main house, the Harbor House’s modern guestrooms feature front-porch views of Newport Bridge and the hotel’s Grace Kelly Beach. At the far end of the 40-acre property, the Beach Cottages and Beach Houses are set along the private beach, offering views that take in both the mansions along Ocean Drive and the wild Atlantic itself. The cottages, slightly smaller and closer to the beach, have peaked ceilings with rafters. The airy Beach Houses, compactly outfitted with galley kitchens, sunny decks, ceiling fans, fireplaces, and curated shelves of books, cast a kind of never-leave spell.
  • San Pedro de Atacama, Antofagasta Region, Chile
    A short drive outside the town of San Pedro de Atacama, Tierra Atacama has wonderful views of fields and Volvano Licancabur. The hotel is part of the Tierra hotel group owned by the Chilean-American Purcell family (who also own Tierra Patagonia, Tierra Chiloé, and Ski Portillo). The property originally served as a cattle corral, but Chilean landscape artist Teresa Moller has transformed the grounds, preserving the ancient algarrobo and chañar trees and restoring the adobe walls.

    The bedrooms are decorated in natural colors, with local touches like ceramics marching along the sills of the extra-large windows. Animal-skin rugs and alpaca throws provide a touch of warmth for the cool desert nights. You can see the incredible silhouette of Volcano Licancabur from all the rooms, but the Poniente rooms are slightly larger and have better views. There is a friendly communal vibe at the hotel, and upon arrival guests meet with the head guide in the main lounge to choose from the range of group activities on offer each day.
  • San Juan-Caguas-Guaynabo, PR, Puerto Rico
    This is my favorite hike by far. Cueva Ventana (“Window Cave”) is a beautiful, scenic hole in the side of a mountain that opens up to a lush, green valley down below. You’ll trample through mud, hunker down under low-hanging stalactites, dodge around stalagmites, and never look up (there are bats, of course) while wandering through the cave. All this winding around through two caves leads you to one of the most spectacular views in all of Puerto Rico (but I may be biased). The hike to this cave is half the fun. You climb down into a small opening under enormous, ancient tree roots, and you get the feeling of a tomb raider. But, if you’re claustrophobic or don’t feel up to lowering yourself down a cave wall, there’s an additional path that bypasses the first cave and leads you straight to the easier hike to Cueva Ventana. There’s something for everyone! I’m pretty sure I saw one Puerto Rican woman doing the whole thing in heels. This is a must-visit site for anyone touring the northwest central part of Puerto Rico. Another tidbit is that it’s practically free! You can find the directions on PuertoRicoDayTrips.com, park at the adjacent Texaco gas station. UPDATE (2014): There is now an easier way to access this awesome view! There are now boardwalks for ease of access, and you must pay $11 to tour the site. You get a flashlight and hardhat for safety.
  • 163 Chico Rd, Pray, MT 59065, USA
    With only a couple of exceptions, you can’t soak in Yellowstone’s thermal features (this is for numerous reasons, not the least of which is that most are so scalding hot they’d burn the flesh off you). North of Gardiner, Montana, though, in the no-stoplight community of Pray, Chico Hot Springs has welcomed soakers to its spring-fed hot pools since 1900. Spend the night in one of the quirky rooms in the historic main lodge, originally built as a boardinghouse for miners, or in a refurbished caboose from the Northern Pacific Railroad. If at all possible, plan to be at Chico on a Sunday morning, when it serves the best brunch in Montana.

    When the Art family bought the struggling Chico Hot Springs Resort in 1972, some of the earliest improvements they made were to its dining room. The idea was to create one of the best restaurants in the state; if guests came for the food, maybe they’d spend the night. The family succeeded. Today the Chico Dining Room is so beloved it spawned a cookbook, A Montana Table: Recipes from Chico Hot Springs Resort. While ingredients are as fresh as can be—with produce from on-site greenhouses, meat from local ranchers, seafood flown in overnight from the coast—the menu includes some dishes that have been around for more than 40 years. The classic Chico meal is beef Wellington (service for two) and, for dessert, a Flaming Orange, which is exactly what it sounds like.
  • Gibbs Cay, TKCA 1ZZ, Turks and Caicos Islands
    Swim with large southern stingrays in the warm blue water around Gibbs Cay. This secluded seven-acre island is a short boat ride from Grand Turk and a popular day trip for many visitors. The stingrays are quite friendly after years of regular feeding and interactions with humans. Your boat guide will provide fish scraps to feed the rays as you snorkel in the shallow water. Day trips may also include time on the island and stops to snorkel and dive for conch.
  • 1 N Kaniku Dr, Waimea, HI 96743, USA
    In many ways, the Fairmont Orchid is the quintessential Hawaiian luxury resort. Its big, elegant lobby is blooming with purple orchids and birds of paradise, its enormous, 24-hour swimming pool wends its way around black rock islands, and its 32 lush acres include tropical gardens and a white-sand beach that frames an aquamarine cove. The 540 guest rooms and suites, located in two six-story towers, all have lanais; half have ocean (or partial water) views, the others overlook the spotless grounds. It’s the dream Vacationland, and as such, the mood is jolly round-the-clock. Cheerful staff oversee the long list of activities—canoe excursions, petroglyph hikes, stand-up paddle-boarding, and about a zillion other options are available both on property and off (some activities are complimentary, others cost extra)—and the crowd tends to be a fun-in-the-sun bunch. On any given day, there might be a Canadian family in a heated volleyball game on the beach, or a group of Silicon Valley execs soaking in the hot tub.

    Carve out a day to spend at the award-winning Spa Without Walls, where the Hawaian-influenced treatments are performed in 17 treatments rooms, some with ocean views and private outdoor spaces. Them, fuel up on Japanese meats and sushi, fresh seafood, robatayaki (grilled) items, beachside classics, and more at the numerous dining outlets. Along with repeat guests, the hotel’s most frequent visitors are the giant sea turtles that regularly hang out at the Orchid’s beachfront. They’ve become such an integral part of the property that even guests at other hotels drop by for a peek.
  • San Fuego 70, Santa Cruz, Aruba
    Among the 20 percent of Aruba that’s protected land, Arikok National Park boasts lava fields, limestone terrain, and a small beach, all crisscrossed with picturesque hiking trails. Paths lead to gold mine ruins, former plantations, and paintings by the island’s native Arawak people, making for an exciting place to visit. Explore the park by mountain bike, horseback, or car, or take a free walking tour with a park ranger (reservations must be made at least 24 hours in advance). You’re likely to see snakes, owls, bats, lizards, and myriad birds, as well as goats and the local donkeys.
  • 103 Chemin du Parc-National, Stoneham-et-Tewkesbury, QC G3C 2T5, Canada
    Give yourself at least a few good hours to explore the gorgeous Jacques-Cartier National Park, which sits less than 45 minutes from downtown Quebec City. Packed with trails that highlight both the peaks and the valleys that surround the Jacques-Cartier river, the park also offers guided kayaking trips, trails for snowshoeing, and even has cabins for rent if you decide to stay the night on her stunning grounds.
  • 200 Epcot Center Drive
    Leave it to Disney to give visitors the chance to travel the world without leaving a theme park. At Epcot’s World Showcase, you’ll find several countries re-created to surprisingly realistic effect, all surrounding a centerpiece lagoon. Experience the landscapes, food, and cultural performances of such diverse lands as China, Italy, Canada, and Morocco, or embark on a “drink around the world” journey by grabbing a Hefeweizen in Germany, a vin rouge in France, a margarita in Mexico, and so on. The staff working in each area are natives of the country, so you can expect an authentic experience wherever you stop. Also worth visiting in Epcot are the 3-D rides, the Frozen-themed attractions, and the underwater coral reef. In addition, the park hosts annual events like the Epcot International Food & Wine Festival in the late fall, and the Epcot International Flower & Garden Festival each spring, making it more than worth a visit.
  • Athabasca Glacier, Icefields Parkway, Alberta, Canada
    The Columbia Icefield is one of the largest masses of ice south of the Arctic Circle, an otherworldly expanse straddling the Continental Divide. You can get on the ice in two ways: Take the Brewster tour company’s Ice Explorer snow coach (a massive four-wheel-drive vehicle), or climb the toe of the glacier with Athabasca Glacier Icewalks, a company specializing in half-day and full-day strolls toward the perfect photo op. The trek over the ice is easy enough for most families to do, and the sensation of gliding on top of a glacier borders on the spiritual. Get lucky, and your guide will let you check out a glacier crevasse up close.
  • Crandell Lake Trail, Waterton, AB T0K 2M0, Canada
    Bear’s Hump is one of Waterton National Park’s best hikes. It’s extremely short, measuring only 2.8 km, but it involves plenty of climbing as the trail winds uphill from the Visitor Information Office towards the rocky bluffs that hang high above the townsite. The hike itself is little more than a forested staircase that will test the lungs of even the most seasoned hiker; however, the destination is absolutely stunning. From Bear’s Hump, the views extend across the Waterton Lakes and deep into the USA’s Glacier National Park. Sunset is an absultely wonderful time to check out this stunning view, but don’t forget to take a flashlight for the steep hike back down.
  • Kehlsteinhaus, 83471 Berchtesgaden, Germany
    Adolf Hitler’s mountain retreat, the Eagle’s Nest combines haunting history with stunning panoramic views. Located high in the Bavarian Alps, this famous Third Reich construction was bought for the former German Führer as a 50th-birthday present. Today, the spot (also known as Kehlsteinhaus) is open to the public. After a bus journey to the base of the Eagle’s Nest, visitors walk through a long tunnel and make a final 406-foot ascent in an elevator embedded into the mountainside. Once inside the building, don’t miss the Italian marble fireplace—a present from Benito Mussolini. Also note that weather conditions may cause the Eagle’s Nest to close at certain times of year, so summer is your best bet to visit.
  • Oljato-Monument Valley, UT 84536, USA
    Nuzzled up against the Arizona border about 100 miles west of Four Corners are some 30 square miles of the most iconic scenery in the American West. Monument Valley is one of those places that you’ll recognize as soon as you see it, even if you’ve never been there before, as dozens of movies, TV shows, and even video games have used the area as a setting. It’s made up of mesas both small and large reaching up from the valley floor, some rising as high as 1,000 feet into the sky. Part of the Navajo Reservation, the area charges a $20-per-vehicle entrance fee to drive the dirt-road loop. Once in, however, you can also enjoy a number of hikes, or hire a guide for a horseback tour.
  • 390 Avenue Laurier O, Montréal, QC H2V 2K7, Canada
    While rue Ste-Catherine is the home of Montréal’s international brands and shopping centers, avenue Laurier Ouest is the place to head if you are more interested in local designers and small boutiques. The street connects the neighborhoods of Outremont and trendy Mile End, both up the hill from Old Montréal. A number of restaurants here, and on nearby avenue Bernard, have alfresco sidewalk dining when the weather is warm.
  • Passage Prince Moulay Rachid
    Described by writer Tahir Shah as the “greatest show on Earth,” no visit to Marrakech would be complete without a visit to the famous night market on the Djemaa el Fna. Arrive before sunset and park yourself at one of the various cafés with terraces overlooking the square to watch performers set up; then venture into the fray in search of adventure. Silk-clad acrobats, wide-eyed storytellers, sly snake charmers, jangling belly dancers, and capricious monkey handlers all emerge from the darkness, ringing the edge of the food stalls with their own special brand of entertainment. When you tire of the heckling, prowl the market in search of good things to eat: bite-size morsels of grilled lamb rubbed in cumin, sardines fried in chermoula, peppery snails, and sheep’s heads for the brave. Then nudge up alongside a family of locals at the table and settle in for the feast. If you’re nervous about going it alone, you can sign up for a food tour with Canadian tour guide and all-round good egg Mandy Sinclair of Tasting Marrakech; she’ll help you find the best stalls while introducing you to the secrets and delights of traditional Moroccan street food.