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  • 1 Duval St, Key West, FL 33040, USA
    Set at the end of Duval Street, near Sunset Pier and Mallory Square, Pier House takes advantage of its waterfront address with three tiers of balconies and a pocket-sized stretch of private beach. Its location means guests are within walking distance of all of Old Town’s highlights, from the Clinton Square Market to the Harry S. Truman Little White House. Many come to follow in the footsteps of the mayor of Margaritaville himself, Jimmy Buffet, who played his first gig in town in the hotel’s now infamous Chart Room Bar. Order a rum runner, then head to the heated outdoor pool; though it’s on the small side, it has sweet views to Key West Bight. After an adventure-packed day, the rooms and suites offer low-key comfort, decorated with traditional furniture and local art and overlooking the ocean or tropical gardens and koi ponds. Equally serene is the full-service spa, one of the few on Key West.
  • Franschhoek, 7690, South Africa
    Along with South Africa’s winelands, the Mont Rochelle Nature Reserve falls within the Cape Floral Kingdom—a small but incredibly diverse area that’s home to 5,000 plant species that can’t be found anywhere else on earth. In the reserve, walking and hiking trails wind past the myriad flora and fauna, leading up to some of the best vantage points for admiring the beauty of the Franschhoek Valley and beyond. The Breakfast Trail is a relatively flat, 1.2-mile walk that can be completed in under an hour or used as a jumping off point for other, more strenuous hikes, like the Vista Trail and Dutoitskop. If you make it to the top of the Vista Trail on a clear day, you might catch a glimpse of Lion’s Head and Table Mountain.

    Permits for entering the reserve must be purchased online in advance. If you’re planning a full-day excursion, swing by De Warenmarkt Deli in Stellenbosch or the Franschhoek Market (Saturdays only) and pick up some snacks to keep you energized while you hike.
  • Flisacka 3, 30-114 Kraków, Poland
    Eataway is so much more than just dinner. Started in Kraków but quickly spreading to other cities, countries, and even continents, the creative concept involves local people cooking for guests in their homes. Interested parties simply book and pay in advance via the Eataway website, then receive directions to their dinner with their confirmation email. Meals vary greatly, so it’s up to you to browse the options and choose one that suits your needs, whether that’s pierogi the way your grandmother used to make them, or a sophisticated feast made by an aspiring chef in their own kitchen. Offerings also go beyond Polish food, as Eataway’s network of cooks includes expats like Mira from Korea and Sheuli from India, who prepare their national specialties extremely well. Besides the fact that the food is always delicious and authentic, it’s very reasonably priced—you can typically enjoy a three-course meal for around 50 to 130 Polish zlotys. Above all, you’ll meet interesting people and get a glimpse of real, local life. Eataway’s creator, Marta, remains at the heart of the community, serving “happy meals” from her home in Kraków.
  • 84110 Vaison-la-Romaine, France
    Just 33 miles northeast of Avignon, the town of Vaison-la-Romaine is home to some of France’s most significant archaeological finds. The Ouvèze River flows through the village, creating two separate banks. On the left, a medieval town features enchanting fountains, houses built into the sides of cliffs, a towering belfry, and the ruins of a 12th-century castle. On the right, the new town surrounds an ancient Roman village, complete with preserved dwellings, a theater from the 1st century C.E., and a Gallo-Roman bridge. Amid the Puymin and La Vilasse archaeological sites, you’ll also find the imposing Our Lady of Nazareth Cathedral (built in the 11th and 12th centuries) and the St. Quenin Chapel (with an apse dating back to the 13th century). A 9-euro (around $10) pass grants 24-hour access to all the sites with guided tours if desired, but you can also just wander the cobblestone streets for free, discovering ancient doorways, striking facades, and hidden statues as you go.
  • 8629 International Dr, Orlando, FL 32819, USA
    Bavaria meets Florida at this Marriott Autograph Collection property, midway between downtown Orlando and the theme parks, and close to the Orange County Convention Center. The hotel’s unique decor pairs antlers and fake fur with pastels and palm trees, and adds elaborate chandeliers and original artwork throughout. Accommodations have fairy tale–inspired carved headboards and marble bathrooms; book a corner room for a separate seating area—in a turret overlooking the lush grounds. The Poseidon spa pampers you like royalty with body, skin, and beauty treatments that employ ocean-derived ingredients, and massages can be arranged in room or in the garden. Breakfast and lunch are served at the bright and airy Garden Bistro, with dinner and drinks available in the Antlers Lounge, but you can walk to restaurants and attractions along International Drive, including the Orlando Eye Ferris wheel. Just be back before dark: From the Sky Terraces, guests have views of nightly fireworks and may spot another nearby castle—Hogwarts at Universal Studios.
  • On the ultra-exclusive island of Mustique, Basil’s Bar is a stargazer’s paradise—and not just at night. It’s a favorite of celebrities, meaning you never know just who will be seated at the next table. A series of roofs cover the open-air deck to shade diners from the hot sun and occasional shower as they enjoy tropical cocktails and freshly grilled lobster. Come for the dance party on Wednesday, the happy hour on Thursday, or the sunset jazz every Sunday at 5:30 p.m. Basil’s also hosts the Mustique Blues Festival at the end of January, with live music each night for two straight weeks.
  • Chemin de Quinson, 04360 Moustiers-Sainte-Marie, France
    When one of the world’s most famous chefs falls in love with one of France’s most picturesque villages, the result can only be La Bastide de Moustiers. After chancing upon Moustiers-Ste-Marie, Alain Ducasse promptly bought a secluded seven-room home, which he later turned into an inn and Michelin-starred restaurant. Complete with charming rooms, an idyllic garden, a shady terrace, and a serene pool area, the inn is more than worthy of an overnight, but guests really come here for the restaurant. The three- and four-course menus change depending on what’s fresh in La Bastide’s vegetable garden, but often include such delicacies as tomato sorbet, stuffed zucchini flowers, and seasonal ratatouille. Whether you sit in front of the majestic walnut fireplace in Le Salon Voyage en Asie, or amid local pottery in Le Salon des Arts Décoratifs, you’re in for a magical meal. The restaurant also features a room for private groups and a salon with a single table for couples, making it perfect for celebrating a special occasion.
  • 33 Peck Slip, New York, NY 10038, USA
    The constantly evolving Seaport District just got even cooler with the opening of Mr. C Seaport, the first New York City hotel from Maggio and Ignazio Cipriani. An intimate 66 rooms make up the seven-floor property, each one showcasing a rain shower, 50-inch interactive 4K television, and fine Italian linens by Casa Rovea. Timeless luxury is the goal here, evident in the rich textures, classic color schemes, and thoughtful collection of handmade Italian furniture. Upon arrival, visitors are greeted with an on-the-house Bellini, a gesture that pays homage to the classic cocktail created by Giuseppe Cipriani in 1948. It’s also a nod to the hotel’s restaurant Bellini, which offers an array of rustic Italian dishes (think lasagna Bolognese and bucatini cacio e pepe). When guests feel like venturing beyond hotel limits, they have a couple of options for wheels: a fleet of 2018 Lincoln Navigators for rides within 15 blocks, and a custom collection of Mr. C Seaport bicycles by Fourth Floor Distribution.
  • Two E 55th St, New York, NY 10022, USA
    For a New York experience that’s equally extravagant and convenient, visitors should consider a stay at this five-star hotel, located just blocks away from Midtown Manhattan sites like Central Park, the Museum of Modern Art, and Carnegie Hall. Built in 1904 by John Jacob Astor, the Beaux-Arts building houses 239 rooms across 20 floors, plus an incredibly prized means of accessing each one—an original brass-and-marble staircase runs from the lobby level to the 19th floor (a development that cost Astor $1 million of his $5.5 million investment in the hotel). Once guests do land in their rooms, it will be tough to leave thanks to the signature butler service, available 24/7 for any number of requests, from the everyday to the once-in-a-lifetime. One of your asks should most definitely be a reservation at the on-site King Cole Bar, where bartender Fernand Petiot allegedly invented the Bloody Mary in 1934.
  • Ayala Avenue corner Makati Avenue, Makati City, 1200 Metro Manila, Philippines
    A city within a city, Makati is Manila’s poshest shopping, business, and nightlife district. At the Makati Shangri-La, guests have amazing access to—and respite from—all of the above, including the malls that have made the neighborhood a retail pilgrimage site. After settling in, walk over to Glorietta, where you’ll find everything from high-end beauty boutiques to a family-run pawn shop and multiple Starbucks for good measure. Some of Manila’s best restaurants are also located in Makati, but the Shangri-La’s own Shang Palace is so beautiful and beloved, you won’t want to miss the experience if you have even the slightest interest in Cantonese food. As for the aforementioned breathing space on the guest floors, it starts with the waterfall you’ll pass en route to your room and ends with the custom-appointed bed in your plush, spacious surroundings. Go for one of the Deluxe Suites and you’ll also enjoy panoramic views of the bustle you’ve just left behind.
  • Kontokali 491 00, Greece
    Straddling a forested isthmus on Corfu, Kontokali Bay Resort & Spa avails its guests of five-star luxury while maintaining a fun, welcoming atmosphere for families. There are a wide range of accommodations (plus all-inclusive packages), from the 170 rooms in the main building to the 89 suites and bungalows clustered in lush gardens around the property; all have terraces or balconies, some with views of the bay or sea. For the VIP treatment, book the presidential suite, which features a private pool with two Jacuzzis, an indoor hammam, and a small gym. Beyond the rooms, guests have several choices for sunning and swimming, including two sandy beaches with loungers and umbrellas, a saltwater infinity pool overlooking the Ionian Sea, an indoor heated freshwater pool, and a kids’ pool in the playground area. Dining options are equally diverse: go casual at the beachside bistro, Mediterranean buffet, or taverna-style food court, or sample dishes that look as good as they taste at Asterias, the fine-dining restaurant.
  • Vagia Beach, Serifos 840 05, Greece
    While the Cycladic island of Serifos has stayed blissfully under the radar for most tourists, savvy Athenians have been quietly snapping up property while preserving its dusty charms. COCO-MAT Eco Residences, opened by the eponymously named Greek sleep-product company, is emblematic of this mindset: Its 13 rooms were reclaimed from stone miners’ houses built in 1910 at the foot of a hillside, just steps from the sand and calm waters of Vagia Bay. The one- or two-bedroom units feature bedrooms on the (cooler) bottom floor and living spaces and kitchenettes above (they’ll do the grocery shopping); you choose your mattress preference from the brand’s sustainably made line. Carved into the cliff face, the Lounge Bar serves buffet breakfast in the morning, lunch and light snacks during the day, and dinner in the evening—including right on the shore (for an additional charge). The hotel also supplies car or motorcycle rentals should you want to explore the island, and also will arrange diving trips and excursions to different beaches.
  • 1280 25th St, Denver, CO 80205, USA
    The first hotel to arrive in Denver‘s up-and-coming River North Art District (RiNo), The Ramble brings even more style to the increasingly trendy neighborhood. Accommodations in the 50-room boutique hotel feel both design-forward and homey thanks to antique Persian rugs, a cool color palette, and rich textures. Personal iPads make room service orders easy, and the mini-bar is stocked with carefully chosen snacks (gluten-free vegan protein bars, organic peanut butter cups). As notable as the rooms themselves are, the drinking and dining offerings—all provided by acclaimed New York bar Death & Co—are the real story. For those many days of Denver sunshine, grab a seat in The Garden, an open courtyard space. An intimate 20-seat bar with a cocktail tasting menu overlooks the lobby restaurant, where dinners feature small bites as well as family-style fare. And at the event space Vauxhall, a dedicated bar will host events like film screenings—and, of course, Broncos game viewings.
  • 2a Veleslavínova
    Even if it weren’t arguably the grandest hotel in all of Prague, you’re simply not going to find a more centrally located address than the five-star Four Seasons. At the foot of the Charles Bridge in medieval Old Town—with views across the Vltava to Prague Castle in one direction and over the Jewish Quarter and Rudolfinum Concert Hall in the other—the 157-room property is, in fact, three distinct historic buildings—one Baroque circa 1568, another Neoclassical from 1827, and the last an 1883 Neo-Renaissance edifice—tied together by a contemporary main building built in 2001. Given a sumptuous makeover by renowned French designer Pierre-Yves Rochon in 2012, the rooms and public spaces feel at once stylishly modern and timelessly refined. Though the neighborhood’s attractions beckon, don’t miss a chance to dine at CottoCrudo, the riverside Mediterranean restaurant and bar that is considered one of the city’s best.
  • Elounda, Schisma Elountas 720 53, Greece
    Resting amid verdant gardens overlooking eastern Crete’s Mirabello Bay, the five-star Elounda Mare Hotel is a family-run Relais & Chateau property that feels like a stylish cocoon—no wonder it has entertained everyone from Tom Hanks and Leonardo DiCaprio to Kathleen Turner and Lady Gaga. Designed in the manner of Cretan mansions, the 92-unit resort makes generous use of stone and timber, with warm shades of white and red splashed throughout; balconies or terraces and full-length windows look out on the sapphire Aegean, and bungalows and suites include private pools and fireplaces. While the hotel itself has three restaurants and a bar on site, guests have access to five other restaurants and three additional bars spread among two sister properties, which are separated by olive groves but reachable via golf-cart shuttles. Chances are good that you’ll spend your days sunbathing on the private sandy beach or near the salt-water pool, but guests can also arrange to use shared facilities, like the spa and nine-hole golf course.