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Don’t let Portland’s low-key, outdoorsy-hipster vibe fool you: the Heathman Hotel is as grown-up and refined as they come. Opened in 1927 as an expansion of one of the city’s grande dame hotels, the Heathman continues to set the standard for classic luxury in the City of Roses. Rather than rest on its laurels, though, the hotel has consistently upped the ante, collecting a museum-worthy array of modern art (including a handful of Warhols alongside works by acclaimed local artists), boasting one of the most impressive collections of autographed books in the world, and offering guests a choice of mattress in the sumptuous rooms. Indeed, so famously decadent and romantic is the Heathman, with its award-winning restaurant and almost-nightly live jazz in the bar, that it was used as the setting for several of the rendezvous in E.L. James’ infamous Fifty Shades of Grey—although, for most guests, the original crystal chandeliers and marble fireplaces inspire magic enough.

Housed in a 100-meter-tall, concave building in the heart of Xintiandi, the 24-story property has rooms with enduring views over the neighborhood’s Shikumen storefronts. Accommodations combine dark woods, floor-to-ceiling windows, green and gold wool carpets with a paisley-like motif, and dual-basin bathrooms with oversized bathtubs. Shanghai’s Art Deco period and Xintiandi’s courtyard houses inspire interiors, while color schemes of black and green appear throughout, from the dark local granite used as flooring and walls to green glass detailing. Another recurrent theme is the horse, a key Han symbol, laser-cut into large lobby columns and bronze beams to resemble bark on a tree.

A breezy little beach hotel filled with rough wood, natural linen, and flea market finds, the Rose seems, to the uninitiated, like a pure product of quirky Venice’s hipsterfication. In fact, the historic, wood-and-stucco building was built by the beach town’s founder, Abbot Kinney, in the early days of the 20th century; rumor says it was his private brothel, frequented by such friends as Charlie Chaplin. By the 1970s, at the height of Venice’s drug culture, the building had become a flophouse of sorts, and neighbor Dennis Hopper was known to drop by. Before two British photographers discovered it, the house had turned into a mural-covered crash-pad for surfers, yogis, and beach bums of all kinds.

Looking at the low-key Rose now—the town’s first true boutique hotel, barely half a block from the beach—one would hardly know that the entire history of Venice had passed through it. The rooms are spare but stylish, with large windows, art photography, and vintage furniture. Some rooms are large enough to live in, whereas others share a hallway bathroom. Amenities are minimal—Stumptown coffee, bicycle rentals—but a relaxed beach house that attracts artists and creatives looking to delve into Venice’s eclectic, vibrant culture doesn’t need to try too hard to be cool.

Hemingway’s Restaurant has the best sunset views of one of the world’s most beautiful beaches, Grace Bay, from a pier-like patio. The restaurant at the Sands at Grace Bay Hotel makes blended-just-right Pina Coladas topped with an extra dollop of rum. Sip and keep watch for the resident dolphin JoJo, who has been patrolling the turquoise waters off this picture-perfect crescent of sand for more than a decade – there’s even a bell to ring if you see him, although who knows if it’s the same dolphin. After you get tipsy, order dinner. In addition to conch, the restaurant is known for steak and fresh-caught fish cooked only in olive oil. At lunch, the fish tacos are my favorite dish. There is live music twice a week.

Take in the atmosphere of Helsingborg’s medieval tower, which doubles as the best photo opportunity in the city. You’re made to work for it though, as you’ll have to walk across gravel paths and climb a steep wooden staircase to reach the top of the tower. Built during the early 14th century, the keep was formerly part of a much larger castle that played a key role in Swedish-Danish relations over the centuries. Find out more at the new exhibition that focuses on medieval life during the tower’s heyday.

Everyone in these parts eagerly awaits the Florida stone crab season, which runs from October through May. As soon as it starts, they flock to Joe’s Stone Crab, a South Beach institution that’s been cracking the sweet crustaceans for more than 100 years. Tuxedo-clad waiters serve claws ranging from medium to colossal, best eaten with a side of mustard sauce (while wearing a bib). Joe’s tangy Key lime pie is the way to end your meal. While the crab, sold at market price, never comes cheap, the fried chicken is a steal at $6.95.

There is much mystery surrounding Hop Sing Laundromat, an intimate take on the secret speakeasy. No sign marks the entrance, on Race Street in Philly’s Chinatown, only a locked gate and a doorbell. This craft cocktail lounge is brimming with dark atmosphere, wonderful music, and a menu of mind-bendingly creative libations. My drink of choice is the Hotel Nacional, a tropical tribute to the legendary hotel in Havana. Mixed with 15-year special reserve rum, apricot liqueur, fresh pineapple juice, and more, its sublime deliciousness quickly erases the list of ingredients from memory. Drinks range from $12 to $14, and some of the other creative concoctions include the Hemingway Daiquiri, Philly Colada, General Tso’s Chocolate Shake, Memphis Mystery Train, and Captain Kirk. This is not just a bar, it’s an experience, and worthwhile to sit at the bar and watch the talented bartenders in action. Key details to know in advance: bring ID and cash (no credit cards), and dress presentably (the dress code prohibits flip flops, sandals, sneakers, shorts, hats). Don’t arrive hungry, since no food or snacks are served. And be warned: the house rules do not allow chatting on cell phones or taking pictures. Those who violate the dress code will be turned away at the door and those who don’t follow the rules will be asked to leave. Good to know the rules in advance, because this is an experience that shouldn’t be missed. Open 5 pm to 2 am.

Chances are that if you’re not a Hollywood power-type or a member of the glitterati, ( and you’d know if you were), you won’t be attending the Oscars unless you are a “ seat-filler” that slips into place when the star has to go to the loo or out for a ( gasp) smoke. Don’t worry,you can party like a star at several venerable hotels that have figured prominently in Oscar worthy films, or just check-in put your feet up and turn on the T.V. and watch the Academy Awards with a splash of bubbly in one hand and some nibbles in the other. No need for a sealed envelope here, the clear winner-the grand dame who always plays herself is ... The Plaza in NYC. The Plaza also contributed to a motion picture “ first.” Director Alfred Hitchcock went on site with his star Cary Grant to New York’s The Plaza, to film key parts of the 1959 classic North by Northwest – the first time a crew, director and cast assembled on site to make a picture. Prior to this, movies were shot Hollywood soundstages and rarely on location. The Plaza has ”starred” in many motion pictures including Breakfast At Tiffany’s (1961); Barefoot In The Park (1967); Funny Girl (1968); The Great Gatsby (1971); Plaza Suite (1971); They Way We Were (1973); Home Alone 2 (1992); Scent Of A Woman (1992); Sleepless in Seattle (1993); Almost Famous (2000); and The Great Gatsby (2013).

Taking a nighttime stroll through Brooklyn, retracing George Washington’s footsteps as he was engaging British forces in Brooklyn and Long Island who went on to invade New York City in the summer of 1776 during the American Revolution (I love a good dose of American history). I paused for a moment to admire the ingenuity and design of the Brooklyn Bridge as well as the Manhattan skyline. Then I found myself humming Alicia Keys’ “Empire State of Mind.”

Why we love it: A unique, colorful property that brings together Italy, Bali, and Grenada

The Highlights:
- Romantic cottages that are perfect for couples
- Daily yoga classes in a beachfront pavilion
- An Asian-inspired spa with its own organic garden

The Review:
If you’re seeking that “shack on the beach” feeling without the actual shack, look no further than Laluna. At this Design Hotel, 16 romantic cottages overlook the ocean, each with an open-air shower, spacious deck, and four-poster bed surrounded by dreamy netting. A combination of Italian, Balinese, and Caribbean styles, the interiors come courtesy of owner Bernardo Bertucci, who served as a consultant for Prada and Armani in a past life. If you’d prefer something sleeker, the hotel also has several contemporary villas, which offer slightly less character but a lot more luxury, including multiple bedrooms, fully equipped kitchens, and private, full-size pools. Villa guests also have access to personal chefs, butlers, and trainers for an extra fee.

Bertucci’s mix of European, Indonesian, and island elements carries over to Laluna’s thatched-roof restaurant and sunset lounge, which offers authentic Italian cuisine with a Caribbean twist. It’s also evident at the spa, where Balinese massages incorporate Comfort Zone products from Italy and guests can practice yoga in a beachfront pavilion. Flexibility is key here—you can book a cottage on a European plan (accommodation only), combine it with breakfast and dinner, or go all-inclusive. Regardless of which you choose, however, activities like water sports, daily yoga, and mountain biking are always included. For an extra fee, guests can also book Laluna’s luxury catamaran for a sunset cruise and snorkeling adventure.

Why we love it: A centrally located stay near Laguna’s best beaches, parks, and restaurants

The Highlights:
- A dreamy setting right above Main Beach
- Delicious breakfasts and daily wine receptions
- A location within walking distance of Laguna’s best restaurants

The Review:
Galleries, restaurants, and nightlife lie just steps from the Inn at Laguna Beach, while Heisler Park sprawls along the nearby bluffs, offering a place to stroll, see art, or simply lounge in the sun on a grassy lawn. Still, guests don’t even have to leave the hotel to enjoy sand, surf, and epic Pacific sunsets. Here, the 70 guest rooms mix modern comforts (European-style duvets, pillowtop mattresses) with coastal style (louvered shutters, rattan furniture). Some even include private patios or balconies, but all feature extras like newspaper delivery, iHome docking stations, and loaner umbrellas and beach chairs.

Following a multimillion-dollar renovation in 2012, the Inn now boasts a more sustainable design, complete with low-VOC paint, renewable bamboo furniture, low-flow faucets and showers, tile made from recycled stone, and birchwood key cards. Not everything is paired back, however, especially the hotel’s signature breakfast, which includes artisan pastries, bacon brioche sandwiches, and bowls of fresh sliced fruit. Guests can also look forward to a daily wine reception, chilled milk and cookies in the lobby every evening, and cocktails at the Pacific Terrace Bar, which sits high above Main Beach. Best of all, the Inn is dog-friendly, so you can bring along your four-legged friend for a couple of days on the beach.

Designed by Oscar de la Renta, who was also a guiding force in the original vision for Puntacana Resort, Tortuga Bay Hotel has 13 freestanding villas comprising 30 suites, each with Frette linens, a kitchenette, and a balcony or terrace with views of the Caribbean or La Cana Golf Club. Hotel guests landing at Punta Cana International receive fast-track passage through customs, pickup by a private driver, personal concierge check-in, and keys to a golf cart for getting to the resort’s Oscar de la Renta Tennis Club, two golf courses, and Six Senses Spa.

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.

The Thompson Hotel, Toronto, opened in 2010 as a modern, translucent glass building soaring above its low-rise, red-brick neighbors and staking a claim as a symbol of glitz and glam in the King West neighborhood. Thanks to its fashionable in-house bars and restaurants, the hotel is a popular fixture both with locals and with the Hollywood set who visit each September for the TIFF film festival. The acclaimed Studio Gaia team designed the rooms, which have bold, dark-wood flooring and hot accents of orange playing off cool white walls. Heated marble floors in the bathrooms, spacious tubs, and sheets with high thread counts all contribute to the sense of luxury, and floor-to-ceiling windows ensure that rooms are flooded with natural light. After check-in, guests can use their room key to access the private elevator up to the rooftop bar, with its 360-degree views of the city. The rotating menu of seasonal cocktails is especially delicious.

Goldeneye, to be clear, is not an easy place to leave. The land—the former home of Ian Fleming, where he wrote each of the 14 James Bond thrillers that would cement his place in literary and cinematic history—sits next to the tiny town of Oracabessa, on the northern coast. A warm, blue-green lagoon curls from the ocean around a small island and then lets out into a bay. You can look one direction and see a jungle, then turn around and see pristine white sand.

Blackwell bought the property in 1976 as a vacation home and a space to entertain family and friends but later he decided to transform it. In 2016, Goldeneye debuted a jumble of new huts, arranged around a small cove, a short walk from Fleming’s house and the resort’s original villas. The huts vary in height, designed to capture cooling breezes and allow guests to forgo air conditioning. And, crucially, they’re much cheaper to book than the Villas. Which is key because, up until this point, if you wanted to plan a visit to Goldeneye, you needed to either know Blackwell personally or have the excess capital to shell out potentially five figures on a vacation. (Part of the resort’s enduring gravitational pull is that many of the celebrity guests check both boxes.) With the beach huts, Blackwell has expanded, once again, the ambition of his famous resort.