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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.

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.

In an age when many independent bookstores have surrendered to the advance of chain stores and Amazon, City Lights is a true survivor. Since it was founded by poet Lawrence Ferlinghetti in 1956, it has served as a gathering place for San Francisco’s literary communities. Everyone from beat poets to left-wing critics of America have found a welcome here. City Lights is also a publishing house, with Allen Ginsberg’s Howl and Other Poems being perhaps the single most famous book it has put out, though it counts scores of other works by some of America’s leading contemporary literary figures on its list. You can drop in anytime to find an unexpected tome, and the store also has a crowded calendar of readings.

If, like most visitors, you head for Tucson between Thanksgiving and Easter, you’re probably seeking sun and warmth while the rest of the country deals with the winter blahs. And you’ll most likely find what you’re looking for. There’s a reason why golfers, cyclists, hikers, and runners flock to southern Arizona this time of year. But, once or twice a decade, the lush Sonoran desert might get a snowfall—it never lasts for long, but every saguaro, ocotillo, cholla, and prickly pear cactus will be edged in ephemeral white. As soon as the sun comes up over the mountains, you’ll start hearing the drip drip drip of the inevitable melting...And by the next day you’re likely to be wearing shorts again. Saguaro National Park, which flanks both the western and eastern edges of Arizona’s second-largest city, is the ideal place to go for a hike in the rare desert snow. The Eastern (Rincon Mountain) division of the park has a hilly eight-mile one-way loop road with access to numerous trails. Drive slowly and yield to the runners and senior-citizen-cyclists-in-spandex with thighs of steel. Get out and up into the saguaro-studded hills before the unlikely landscape disappears...Keep your eyes open for bobcats, mule deer, and the pig-like javelina. (You’re less likely to encounter a rattlesnake in the winter months, but this is still desert wilderness.) And if there’s no snow, you might be treated to spring wildflowers. Don’t forget your sunscreen...

Every detail at this former farm has been carefully executed to highlight the spectacular setting, a nature preserve near Norway’s southwest coast. The hotel’s nine wood cabins hover atop metal rods discreetly drilled into boulders above the Valldøla River—the architects’ solution for securing hard-to-get government permits while leaving the land virtually untouched. Purposefully spare yet stylish, each is furnished with only a bed and a couple of lounge chairs next to a wall of glass that encourage quiet meditation on the beauty of the Valldal valley and snow-capped mountains beyond. The concept continues in the spa, which is perched on a bluff overlooking the river and features a small outdoor hot tub and glass-enclosed steam room. Meals are served at a long communal table in a renovated cow barn; though breakfasts are included (the smoked salmon is to die for), three-course dinners are extra but worth the splurge thanks to locally foraged and sourced ingredients such as reindeer steaks.

This unusual contemporary art museum is located in a series of dimly lit caverns and tunnels built into the side of a cliff in Berriedale, a Hobart suburb. Inside, mind-bending installations include a stinky model of the human digestive system that poops daily at 2 p.m. Founder David Walsh, a professional gambler turned art maverick, displays more than 400 edgy works from his private collection. The new Pharos wing that debuted in late 2017 is heavy on light spaces by James Turrell. MONA also stages two standout annual festivals: Mona Foma (which stands for Festival of Music and Art, sometimes further shortened to Mofo) in January, curated by Brian Ritchie of the rock band Violent Femmes, and Dark Mofo, the disturbing winter version held in June.

On a rocky plateau overlooking the Dead Sea lies the 2,000-year-old cliff-top fortress of Masada. Next to Jerusalem, it is the most popular destination for tourists visiting Israel. In addition to its sheer natural beauty, Masada is also the setting of one of the most powerful and tragic stories in Jewish history. During the First Roman-Jewish War in 73 or 74 C.E., 960 Jewish zealots—men, women, and children—committed suicide on top of the mountain rather than submit to capture by the Romans. Among the ruins are the Northern Palace, an ancient synagogue, and a Roman-style bathhouse with mosaic floors. The ascent to Masada can be done by cable car or by walking up the Snake Path, a moderate climb which should take around an hour.

The Caramoan area, on the eastern tip of the Caramoan Peninsula in Bicol, is a rugged and remote landscape of white-sand beaches, rich woods, swampland, lakes, and caves. Numerous seasons of the reality TV show Survivor have filmed around this region, including at Gota Beach. Most travelers explore the pristine Caramoan Islands by small outrigger boat. There are too many to scope out in one trip, but don’t miss famous Matukad Island with its pure white sands, exotic rain forest, limestone rock formations, and even a hidden lagoon. Another must-visit is Manlawe Island, a one-kilometer-wide sandbar surrounded by ankle-deep water. Other highlights include Cotivas Island, Gota Island, and Sabitang-Laya, a triangular landmass with powdery sand, caves, and superb snorkeling. Accommodations in Caramoan include family-run inns that are equipped with modern amenities but rustic enough to accentuate the region’s remote and unspoiled ambience.

Tayrona National Natural Park has become such a popular destination during typical vacation periods that authorities have had to limit admission. But an off-season visit offers singular luxuries like miles of all-but-solitary beaches, jungle trails, and a unique way to observe a variety of monkeys and tropical birds in every brilliant hue. Tayrona can be experienced as a day trip from Santa Marta or as a several-night stay at one of the park’s accommodations. From the main entrance at Cañaveral (El Zaíno), visitors can take a leisurely hike to the ocean while a donkey handles the luggage; horses are also available for those who prefer not to walk. This same park entrance also leads directly to high-roofed, native-wood cabins known as ecohabs, a slightly fancier option for staying in the park.

Located in Copenhagen, where Hans Christian Andersen called home for many years, sits a tribute to one of his greatest literary works: The Little Mermaid. Commissioned in 1909, the Little Mermaid resides as a solitary figure on a single rock in Langelinie, a solemn bronze soul, sulking by the waters edge. I love this statue because it captures the true essence of the original story. Most people are familiar with the ‘amended’ version of the tale, or the Disney movie of the same name that had everyone walking out of the theater with a smile on their face. But the original story written by Andersen did not have a happy ending at all. In fact, our heroin simply dissolved into the sea, never to be seen again. Not exactly the uplifting children’s tale we all know and love now. So venture out to Langelinie via car or boat and pay a visit to our mermaid friend, I’m sure she’d appreciate it.

Small and picturesque Coki Beach is a favorite for its soft white sand and calm, crystal-clear water. While there’s only limited shade here, umbrellas are available for rent, as are beach chairs, Jet Skis, diving and snorkeling equipment, and floats. Several snorkeling and dive sites nearby include a rocky reef near shore. Beachside eateries serve up picnic-table fare including burgers, sandwiches, and local dishes. The beach can get crowded when cruise ships are in port, so ask at your hotel whether there are ships docking that day before planning a visit.

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.

We weren’t quite lucky to see the snowcapped covered mountains in the lovely lakeside village of Pokhara since we visited during monsoon season. But it was a perfect way to start our introduction to the area and cross over to the trail leading up to the Peace Pagoda. Pay a few ruppees, pack a picnic lunch and guide yourself around the serene Lake Phewa.

This 27-acre attraction in North Vancouver gets the heart racing with a suspension bridge that bounces 230 feet above a forested river gorge. Even more spectacular, however, is the Cliffwalk, a labyrinth of walkways along the granite flank of the valley. Get a bird’s-eye view of the area during the Treetops Adventure, a canopy expedition through the upper tiers of 250-year-old Douglas firs. The experience doesn’t come cheap at $46.95 per adult, but it does include free shuttle service from downtown and mini-tours that cover the flora, fauna, and First Nations involvement in the park. From late November to late January, Capilano strings holiday lights around the canyon and decorates the world’s tallest living Christmas tree.

Go to Hell, so named for the underworld-evoking field of jagged, blackened limestone formations that crop up in this tiny Caymanian town, where iguanas handily outnumber human residents. While you’re there, stop into Hell’s Gift Shop to browse the quip-covered stickers, mugs, and T-shirts (HAVING A HELL OF A DAY!), and send loved ones postcards from Hell’s one and only post office. You’ll be greeted by an octogenarian Lucifer, aka Ivan Farrington, who’s been dressing the part for decades—as he’ll happily demonstrate with his 1980-something star turn on Inside Edition (rest assured—he’ll have the tape all cued up in the VCR in anticipation of your arrival).