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Housed in a 19th-century French hospital, the Covent Garden Hotel is the oldest and most historic of Tim and Kit Kemp’s celebrated Firmdale hotels portfolio. Opened in 1996 by the husband-and-wife team, it bears a staid style that reflects its early position in the cannon of hotels, which have since become far more exuberant and quirky. The hotel’s muted, pared-back look will undoubtedly appeal to those who crave discretion. It’s not unusual to spot venerable British actors tucked away in a corner, quietly conducting a meeting. This is, after all, the heart of Theatreland—or London’s West End—where a recognizable clientele comes with the territory. However, the Covent Garden Hotel is by no means the see-and-be-seen spot of its media-magnet sister properties, including Charlotte Street Hotel, The Soho Hotel, and Ham Yard. Instead, go here to sequester yourself with a book in the upstairs drawing room, which, with its crackling stone fireplace and wood-paneled walls, resembles the traditional lounge of an English country house.

This veteran hotel on Tibidabo’s Hill has a history that stretches back to 1924, with its heyday in the ‘50s as a hot spot for wealthy Catalan families and, later, for visiting stars like Ernest Hemingway, James Stewart, and Princess Fabiola. After closing in 1979, La Florida reopened in 2001 in a more postmodern incarnation that blends original features such as wrought iron and antique tapestries with bold stainless-steel and glass accents. Internationally acclaimed artists such as Dale Keller, Rebecca Horn, and Cristina Macaya designed the art nouveau-inspired guestrooms, and the hotel is dotted with contemporary art by a similarly impressive cast—sculptures by British artists Ben Jakober and Yannick Vu and paintings of flowers by Catalan artist Isabel Cruellas, for example.

All the rooms have oak floors, luxurious furniture and fittings, and generously sized marble bathrooms with in-floor heating and separate showers and bathtubs. Terrace rooms face the city and seaside, junior suites have separate living areas, and the presidential suite has an outdoor Jacuzzi and hammocks where you can take in views of the Mediterranean. The hotel features a wonderful restaurant, spa by L’Occitane, open-air swimming pool, and in-house café and bar with regular live music.

From a members-only beach club in the 1960s, The Dunmore has evolved into a 16-room boutique stay whose spirit and decor evoke that era. Local interior designer Amanda Lindroth oversaw a major renovation when the hotel’s current owners bought the property in 2010. Wicker and rattan furniture, patterned prints, and spaces that are as much outdoors as indoors create a look that is somewhere between late British colonial and timeless Bahamian. Although the landmark sits on Harbour Island’s Pink Sands Beach, a pool with an airy pavilion adds to The Dunmore’s reputation as a place of amiable gathering. After a day of sunfilled fun, head to the on-site restaurant, where chef Cindy Hutson, one of the region’s rising culinary stars, prepares modern twists on island delicacies—think grouper curry with lychee and grilled pineapple and banana fritters with rum caramel.

A stroll of St. Kitt’s capital, whether started at Port Zante Marina or the centrally located Independence Square, is an entertaining way to learn more about the island’s past. While the French named Basseterre (it means “low land”), the British are responsible for the town’s most recognizable landmark—the green, cast-iron Berkeley Memorial Clock in the center of the Circus, where several streets intersect. Make sure to visit the area, as well as Independence Square, St. George’s Anglican Church, and the Old Treasury Building, which now serves as the National Museum of St. Kitts. Along your walk, you’ll also find duty-free shops and local boutiques, plus a lively produce market by the waterfront if you come on the weekend.

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.

This family-run restaurant serves up some of the best conch fritters in the Caribbean. The relaxed vibe and plastic chairs make for an unusual place for a romantic dinner, but just add a sunset and a perfectly prepared lobster, and Cow Wreck becomes the romantic setting for any BVI beach date. Also, don’t miss the chance to try their banana daiquiri!

I stumbled along this place on a recent trip completely by accident. We’d been driving aimlessly for a while west of Kardemena looking for the perfect quiet beach to take in the late afternoon when I spied a few umbrellas through the trees between the road and the shore. I was pretty much equidistant between town and some of the huge resorts further to the west, so I figured I’d found my spot! I pulled off the road, unpacked all my stuff, marched through the trees to the beach and was met with a decent little beach, a small bar, those umbrellas I’d spied from the road and a small collection of older couples... Completely nude older couples. I wasn’t expecting this, but hey, I had no interest in spinning on my heal and re-packing up the car, so I assumed the proper attire (none), spread a towel out on a beach chair and settled in. I’m a go-with-the-flow kind of guy, after all. The beach itself is a mix of sand, pebbles and some larger rocks. The water is immaculately clear. And, as it turns out, the whole spot is watched over by one person Mandy — perhaps the nicest British lady on Kos who greets beach goers with an inviting smile and incredibly pleasant accent. I may not have been looking to take it all off, but knocking back a few Mythos beers with Mandy made for a pleasant end to the day.

Opened in 1997, Jumeirah Beach Hotel is one of Dubai’s first modern resorts. The broad, wave-shaped tower sits next to a white-sand beach with a full flight of water sports, and it gets year-round traffic including many sun-seeking Russian package tourists and British families. Despite a capacity of more than 1,200 guests, the hotel has enough pools and restaurants to absorb the crowds. The guest rooms are still some of Dubai’s largest (that’s saying a lot), and the hotel is a convenient 20-minute taxi or free shuttle ride to the Gold Souk on Dubai Creek, or to the Mall of the Emirates, site of Dubai’s famous indoor ski slope. Kids will want to maximize their time at the Wild Wadi water park just up the beach, where Jumeirah Beach Hotel guests enjoy free entrance. Couples migrate to the 24th-floor Uptown Bar patio for cocktails and breezy views of the Persian Gulf and the lights of Dubai’s iconic skyscrapers, including the Burj al Arab and Burj Khalifa.

Accessible only by boat or helicopter, Biras Creek Resort offers remote luxury. The property sits on 140 acres, between two hills crisscrossed with six hiking trails of varied elevation gains. Couples kayak, snorkel, or just sun on the beach. The walk to the Hilltop Restaurant is worth it for the views alone.

Visitors take their best Chicago photographs in front of the iconic Millennium Park sculpture called Cloud Gate (known colloquially as the Bean, for its shape). Conceived by British artist Anish Kapoor and constructed from 168 stainless steel plates with no visible seams, the polished surfaces of this 33-foot-tall sculpture reflect infinite variations of the Chicago skyline. The work’s design was chosen from among more than 30 others commissioned by the city, and it was inspired by liquid mercury.

The torrent of Anglo eateries that have popped up across Paris in recent years can largely be attributed to the searing success of Rose Bakery. I had my doubts years ago when I first heard about the internationally-staffed organic canteen - how good could English food be, really? Expensive though it may be, it’s one of my favorite places to go for warm cheese scones, fresh vegetable and a variety of cakes suitable for breakfast or afternoon tea. Rose began in London, hopped over to Paris on rue des Martyrs, expanded to the Marais, settled into a 3rd location within La Maison Rouge foundation in the 12th and most recently took over a 2nd floor corner of the chic department store Le Bon Marché. And that’s saying nothing of their international locations. Its appeal was virtually immediate and RB quickly established itself as the spot among hipsters, artists, celebrities (the likes of Natalie Portman and Julie Delpy, who I spotted last year) and tourists for organic, English fare. They open early, excel at pancakes and healthy veggie options and sell a number of British products to-go. Other establishments may have come onto the scene but Rose is a breakfast mainstay.

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.”

Scrub Island is one place where being shipwrecked might actually be a good thing—pity that dockside boat slips abound. Located on a volcanic speck just 75 miles east of Puerto Rico, Scrub Island Resort is the ultimate tropical idyll, with a spa, marina, and three restaurants. Its 52 suites and villas sit on 230 pristine acres, complete with neutral, colonial–style interiors (think four-poster beds, marble baths with soaking tubs, and floral curtains) that intensify the ocean views. Charter a boat to explore hidden coves or test your nautical skills at the resort’s sailing school. You can always forget what you know once the time comes to lift anchor and head for the mainland.

Not every celebrity who visits Harbour Island stays at the Pink Sands Hotel. Bill Gates, for instance, has his own home on the island. But Keith Richards has checked in here, as have Martha Stewart and Kate Moss. Since its opening in the 1950s, the 25-room hotel, like the island itself, has been a low-key enclave of the rich and famous, drawn not just by the like-attracts-like vibe (one of the previous owners was Island Records founder and Bob Marley “discoverer” Chris Blackwell), but by its location on Pink Sands Beach, widely considered one of the world’s prettiest. Accommodations are in plush one- and two-room cottages that have king beds and ocean or garden views; some have outdoor showers. Reserve a table at the British-colonial–inspired Malcolm 51 for island-style bouillabaisse and charred octopus salad, but don’t get too carried away with the sundowners. All manner of aquatic activities (snorkeling the nearby coral reef, bonefishing in the shallows, or merely swimming in the heated freshwater pool) await in the morning.

Following the success of its first hotel in the vibrant Shoreditch neighborhood, The Hoxton group opened this second outpost in 2014 in the less “happening”—but super-central—Holborn area, just a short walk from the British Museum, Covent Garden, and The Strand. Set in a former telephone exchange building (part of which is historic Victorian, the other part mid-century concrete), the hotel encourages socializing and working in its open-plan lobby, which is outfitted with library-style wooden tables, book-lined shelves, retro couches, and a couple of guest-use computers, plus plenty of places to plug in. You can order drinks and coffee all day in the lobby, three meals of large-portioned favorites (from fish and chips and burgers to banana splits) in the industrial-chic Hubbard and Bell restaurant, and rotisserie chicken and sides in the speakeasy-feeling basement Chicken Shop.

These communal spaces come in particularly handy if you’ve checked in to one of the smaller rooms—the 174 accommodations come in sizes from Shoebox and Snug to Cosy and Roomy (which is not all that much bigger). The spaces are cleverly designed to feel larger than they are, though, with large, circular mirrors, bespoke wallpaper printed with Charles Dickens scenes, comfy beds, and artwork by students of the prestigious Central St. Martins university. There are also useful perks like free Wi-Fi and one hour of international calling, a light breakfast delivered to your door daily, complimentary water and milk in the mini-fridge, and beer and wine available at the front desk for regular grocery store (not hotel) prices. If you want to linger, late checkout is available for an additional £5 per hour.