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A warren of rooms make up this cozy restaurant that some claim is the oldest on the island. The building itself was originally a private waterside home constructed in 1652—some 40 years after the first English settlers arrived to Bermuda—and it has operated as restaurant for more than a century. The name comes from the married Irish poet who lived here and spent his days on Bermuda composing love poems to local women. However, don’t let the tavern in the name fool you: The cuisine and vibe here is haute, and the menu showcases French influences on island favorites, as well as traditional Bermuda fish chowder and grilled meats; if they’re listed on the day’s menu, the soufflés are a must-try. There’s no longer exactly a dress code (the emphasis is on “elegant casual”), but like everything in Bermuda, it is best to err on the side of formal.

Gramercy Tavern in the Flatiron District can fairly be described as a New York institution. When the restaurant opened in 1994, Tom Colicchio, who has gone on to fame as much as a television chef as one who cooks in his kitchens, presided over the restaurant. In 2006, he passed the reins to Michael Anthony. Gramercy Tavern is actually two restaurants in one. The Tavern, in the front, is a lively, buzzy space where the menu is à la carte; the more formal Dining Room, in the rear of the restaurant, also has an à la carte menu—as well as prix fixe and tasting ones—at lunch, though only set menus at dinner, when a three-course version is $129 and a seasonal tasting one is $179. The vegetable tasting menu at dinner, for $159, is perhaps among the most gourmet vegetarian meals anyone will ever experience. (All prices include gratuities.) The dishes in both spaces could be described as American comfort food elevated with some gourmet touches. You can expect fresh produce to be emphasized in plates like the duck meatloaf and the cobblers and pies—the restaurant is known for its desserts.

Built in a former auto garage in Nashville’s Gulch neighborhood, this five-room boutique hotel replaces industrial vibes with low-key sophistication: The whitewashed rooms—some with loft-style living spaces—feature high ceilings, custom furniture, and high-end amenities like Sferra linens and Turkish cotton robes, and the subway-tiled baths gleam with vintage taps.

There is no front desk, but guests receive a passcode for the entry keypad before arrival, and a concierge service is always on call. Have some down time? A comfortable sitting area is set up with board games and a large sideboard stocked with complimentary refreshments and coffee throughout the day, which makes the 404 the perfect spot for urban explorers who like to come and go as they please. But don’t miss dinner at the 404 Kitchen. Housed in a shipping container and accessed through another keycode doorway, it’s one of the city’s top restaurants.

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.

You might expect to find a man with a last name like “Visscher” (fisherman in Dutch) to be behind a restaurant specializing in fresh seafood. But Fons de Visscher took it a step further. Three years after his successful launch of The Seafood Bar on Baerlestraat in the Museum Quarter, the former fishmonger opened a second, larger location on the lively Spui in central Amsterdam.

Since March 2015, seafood lovers have been satisfying their appetites for something fishy at the sleek bistro serving top-quality oysters, mussels, king crab, prawns and lobster. Such classics as fish and chips, bouillabaisse, steamed mussels, and a Fruits de Mer platter bait repeat customers for lunch and dinner.

With its breezy interior, white tiles, exposed brick walls, and hanging white lamps, The Seafood Bar Spui feels like it could be by the ocean. A street-level Oyster Bar whets guests’ appetites as they enter. A second level hosts a bar, while two rear spaces provide quieter enclaves for diners enjoying meals alongside displays of giant King Crab legs and glass-encased oysters, crabs, prawns and sardines. The restaurant adheres to sustainable seafood practices and prides itself on its preparation of fresh, organic and line-caught fish.

The Seafood Bar’s bright, bustling ambiance is hardly conducive to romance. But a wide selection of soups, salads and sandwiches starring creatures fresh from the sea makes up for a little distraction at this casual Nirvana for fish-lovers.

It’s not that newer is necessarily better—Antonio Obrador, the hotelier and designer of famously luxurious retreats like Mallorca’s Cap Rocat, would hardly choose a neoclassical, turn-of-the-century palacio for his latest project, were that the case—but when a hotel gets the kind of buzz that the Urso Hotel & Spa got when it opened in the fall of 2014, there’s usually a reason.

In the hip, up-and-coming Salesas neighborhood, across the street from the recently reopened (and equally lively) Barceló food market, Madrid’s first five-star boutique hotel looks, from the outside, like many grandes dames: ornate, decadent, and just a bit over-the-top. Inside is another story; while many of the original details (hand-painted azulejo tiles, grand marble staircase, stained-glass windows, windowed wooden elevator) have been painstakingly restored with the help of local craftsmen, the style is undeniably contemporary, with even a hint of Scandinavian-inspired minimalism to offset the pull of the antique. This devotion to design alone would have merited the aforementioned buzz, but Obrador and his team didn’t stop there, throwing in one of Madrid’s most innovative restaurants, most soothing spas, most understatedly cool bars, and, of course, the superlative service required of any five-star stay.

Wymara Resort Turks & Caicos (formerly the Gansevoort aims to be as much a scene as it is a hotel. Of course, with tots wandering through the lobby with sand buckets, it isn’t quite the party you might have in South Beach or NYC. But then, trendy urbanites don’t have this—the white-sand beach of Grace Bay, or an infinity pool with wood-deck islands that can be reserved for sunbathing, private dining, or just making everyone else feel less important. The 91 rooms are designer chic, with an open floor plan and plenty of space to stretch out. Also available for booking are seven luxury oceanfront villas, located on an elevated hillside overlooking the bay and Turtle Tail. Each features four to five bedrooms as well as two private pools, expansive indoor-outdoor living areas, sunken outdoor lounge areas with firepits, and over-the-water swimming platforms with direct ocean access. Stelle, the Mediterranean-influenced restaurant, has a DJ who spins on Friday nights. And Exhale Spa counterbalances the chill party vibe with sunset yoga in an outdoor pavilion.

The 25hours brand is known for its playful take on the hotel experience, and this Zurich establishment follows suit. With an interior concocted by local designer Alfredo Häberli, the space features the usual mix of colorful, offbeat furnishings, slick design, and casual friendliness, as well as the cute touch of Häberli’s personal city tips scrawled on various surfaces.

The rooms and suites are separated into categories of silver, gold, and platinum to reflect the city’s banking-capital status. That’s as corporate as it gets, however, since the interiors are decidedly funky, with bold colors, quirky carpets and artwork, and angular work desks. The hotel also offers a restaurant, living room and business lounge (with iMac workstation and free Wi-Fi), plus an in-house kiosk that stocks everything from necessities (shampoo and toothpaste) to accessories (Freitag bags).

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.

Near the northern end of Andros Island, about 15 minutes by air from Nassau, remote Kamalame Cay is worth the effort it takes to get there. The 96-acre private island features 34 rustic-chic rooms and suites, all within steps of a white-sand beach, as well as a central Great House where guests come together to sip wine before dinner and share stories afterward (of course, many opt for a secluded, candlelit meal set up somewhere along the three miles of shoreline). A range of seaside activities keep everyone from the kids to newlyweds to the occasional celebrity happy. There’s a freshwater swimming pool, an over-water spa, world-class fishing off the coast, and entertainment by local “rake-and-scrape” bands. And for those who live in fear of being unplugged, relax. Kamalame Cay offers hotspots around the island for full cell service (if you want it) and Wi-Fi in the reception area.

Seeing wild wolves in Yellowstone National Park is nearly impossible without a guide; amateur wolf watchers in any case need high-powered binoculars and tolerance for cold, as the best observation season is winter, when wolf fur stands out against the snow. But at Howlers Inn Bed & Breakfast & Wolf Sanctuary, just outside Bozeman, guests year-round can observe a captive-bred pack from their bedroom window, and even pet a wolf through the chain-link fence of the inn’s four-acre sanctuary. Owners Chris and Mary Martha Bahn originally opened the federally licensed shelter in 1993 for a single rescued wolf that was unable to return to the wild. Built to fund the shelter as it accommodated more animals to live as a pack, the cozy log B&B sits on 42 acres in Bridger Canyon amid boulder-strewn meadows backed by pine-covered hills. Two wolf enclosures, with a seasonal pond and creek, are currently home to five spayed or neutered timber and Alaskan tundra wolves, born in captivity, whose owners could no longer keep them. The Bahns do not breed or exhibit the animals for profit, but they’re happy to discuss wolf conservation as well as the controversial issues of game farm breeding and hunting. Guests are welcome to photograph the human-habituated animals during their stay.

What started as an outback resort known as Wrotham Park Station in far north Queensland was bought by Indigenous Business Australia, dismantled, and loaded on 18 triple road trains (each roughly the length of three semi trucks) for the journey 1,740 miles across rain forest and desert to the Northern Territory’s Mary River Wetlands, about an hour and a half from Darwin, adjacent to Kakadu National Park. Safari tents from Kenya were added to the modern “Habitats” and restaurant and bar to complete the immersive Australian wilderness retreat. Like the world’s best safari camps, Wildman Wilderness Lodge has a spacious wooden deck with an infinity pool and daybed-style lounge chairs that encircle a fire pit. This is the place to watch the sun set and look for the area’s wallabies, dingoes, water buffalo, wild pigs, native birds, and two resident saltwater crocodiles known as Big Arse and Fat Arse.

The Mary River Wetlands are known for having the highest concentration of saltwater crocodiles in the world, and the lily-studded floodplains are prime habitat for barramundi, which the restaurant often cooks for dinner. Open March through November, the lodge treads lightly on the landscape and is culturally connected to the native Limilngan, Unwynmil, and Wulna people, who have lived in the area for thousands of years.

In addition to providing a peaceful green space, this remarkable terraced garden near the Ponte Vecchio offers terrific views of the city. Its scale—much smaller than that of the Boboli Gardens—gives it a more intimate feel. In spite of its size, it includes an incredible diversity of garden styles. Climb the grand central staircase and wander from woodlands to an Anglo-Chinese garden, with fountains and sculptures in the mix, as well as visible fragments of the garden’s original medieval walls. The famed 19th-century art dealer Stefano Bardini lived in the Villa Mozzi (now the Villa Bardini) and it is his unique taste and vision that continues to shape this ornate attraction.

The first luxury lodge to come to Chile’s second biggest island, Tierra Chiloé opened in 2012 and became a member of the Tierra hotel group in 2014. Designed by Chilean architect Patricio Browne, the hotel looks like a boat on stilts and was inspired by the homes of local fishermen, which take the same form and are known as palafitos. The exterior is made from picturesque larch wood shingles—a building technique that’s very typical on Chiloé and is seen on the famous UNESCO World Heritage churches that dot the islands.

Inside, guests find more wood. The hotel’s wood walls and ceilings are made from indigenous species . The decorations are locally inspired with plenty of handicrafts such as wicker baskets, handwoven rugs, and wooden carvings. The focal point is the meadow and Reloncaví Sound below, where the hotel’s boat is harbored. Large windows line the building on both floors and provide excellent views. Guests can relax in a small spa, a winetasting room, or a book-filled upstairs studio upstairs. The living room with fireplace makes a perfect spot for an end-of-day pisco sour.

Flickering candles, velvet theater curtains, hushed conversation, and classic cocktails dressed up with slices of dried lemon or lime—the Golden Age Cinema and Bar feels like a secret supper club of yesteryear. Yet, with a geometric light installation, fresh bar snacks and drinks, and a digital film projector, the experience is entirely modern. That’s exactly what owners Barrie, Bob and Chris Barton—who also launched Rooftop Cinema in Melbourne—were after: creating a bar and movie experience that combines the best of today with the best of yesterday. The theater, housed underground in the 1940s Paramount Pictures building, features 60 seats made in the ‘40s and sourced from Switzerland. Shows are both classic and contemporary, with two screenings per night as well as special events such as the monthly Two Thousand Film Club, during which a notable local picks their favorite film and engages in a live Q&A. Before or after the program, enjoy movie-inspired cocktails, including a daily cameo that’s crafted entirely around what’s being shown—think whiskey for the music documentary Muscle Shoals set along the Tennessee River—with herb and parmesan popcorn, maple-bourbon pecans, or the sundae that Gelato Messina reinvents every month. Oh, and on Tuesdays, films are shown at “golden age prices,” which means you could see a 1960s flick for $1 with the purchase of a drink. You’re welcome.