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  • Mrs Sippy is one of the most gorgeous pool clubs around. The aqua-blue saltwater pools, surrounded by white loungers and a backdrop of palm trees, make the club very Instagram-friendly. Poolside, diving boards at one, three, and five meters (3.2, 9.8, and 16.4 feet) are for the brave or silly and provide a floor show for the sunbathers. A visit to this beautiful tropical oasis comes with a Seminyak-style price tag on cocktails, so take advantage of happy hours and drink specials (in particular, Sippy Sundays, with two-for-one frozen cocktails all day long). Loungers can be reserved ahead by phone.
  • Kongens Nytorv 34, 1050 Copenhagen
    Copenhagen’s grandest hotel, and one of its oldest, the d’Angleterre originally opened in 1755 as a restaurant, the brainchild of Jean Marchal and Maria Coppy, who met and fell in love while working at the royal court. The current building, on Kongens Nytorv, across from the Royal Danish Theatre, was renovated and reopened in the 1870s and has hosted royalty, foreign dignitaries, luminaries, and celebrities throughout the years. The hotel reopened in 2013 after extensive renovations, restored to its original glory and luxury, with each room decked out in elegant Danish design intended to give the feeling of a stately private residence worthy of royalty. Antiques and historic works of art like a portrait of Queen Victoria by Winterhalter demonstrate the hotel’s dedication to its heritage, while modern touches like a Warhol portrait of Queen Margrethe II and the latest modern technology in all rooms keep it contemporary and accessible.

    The insistence on luxury is also apparent in the eateries: a Michelin-starred restaurant and a champagne bar are both as popular with locals as with guests
  • Cap Cana, Punta Cana, Provincia La Altagracia, Punta Cana 23000, Dominican Republic
    Fifteen minutes south of the Puntacana Resort & Club, Eden Roc at Cap Cana is the most exclusive of the six hotels in the gated Cap Cana Reserve. At this Relais & Châteaux property, guests have their choice of beachfront suites with kitchens; stand-alone suites with private pools, gardens, and verandas; and oceanfront villas that come with butler service. Whichever you pick, you’ll also have access to an oceanfront infinity pool, a 30,000-square-foot spa and wellness center, and a private, Blue Flag–certified beach. There’s even a kids’ club in a lagoon-side treehouse for when adults need some alone time.

    When hunger strikes, head to La Palapa for seafood and Caribbean fare, or Blue Grill Bar + Restaurant for Nikkei and robatayaki cuisine. Should you want to venture off-property, know that Cap Cana is home to an 18-hole Jack Nicklaus signature golf course. Bespoke helicopter outings, visits to the Punta Espada equestrian ranch, and days at Scape Park (a natural theme park with attractions like zip-lining and cave expeditions) can also be arranged.
  • 658 Wharf St, Lahaina, HI 96761, USA
    Lahaina, with its many Victorian flourishes, may look picturesque today, but the port town teemed with sailors, gamblers, and prostitutes in the 19th century. The Pioneer Inn changed all that when it opened for business in 1901, foreshadowing the tourist industry that would ultimately replace whaling, sugar, and pineapples. Step through the swinging doors of this vintage bar, which now bizarrely anchors the courtyard of a Best Western, and you’ll be transported back in time. Oars, harpoons, and a ship’s figurehead still adorn the space, looking down on platters of coconut shrimp, Parmesan-crusted fish over coconut rice, and margaritas made with POG (a mix of passion fruit, orange, and guava juices). Come during happy hour, which runs daily from 3 p.m. to 6 p.m., for discounted beers and cocktails.
  • 1400 Market St, Chattanooga, TN 37402, USA
    The Glenn Miller Orchestra introduced America to the Chattanooga Choo Choo and Track 29 in the 1940s, but the train and its home at Terminal Station date all the way back to 1909. In 1973, the original Pullman train cars were converted into luxury hotel rooms, transporting guests to a past era of travel—albeit with modern amenities like high-speed internet, refrigerators, and coffeemakers. Spend the night at the hotel, or simply explore the former terminal complex, which now features multiple restaurants, bars, retail outlets, a comedy club, and a beautiful rose garden. At Gate 11 Distillery, you can even sample artisanal spirits straight up or in carefully crafted cocktails.
  • Esplanade de Pontac, 134 Quai de Bacalan, 33300 Bordeaux, France
    Housed in a building that looks like a giant, shimmering wine decanter, La Cité du Vin is the world’s first high-tech, interactive wine museum. Experts from more than 40 different countries weighed in on the exhibitions here, which cover everything from the history, cultivation, production, and trade of wine to grape varieties, contemporary trends, and climate change. After touring the 32,000-square-foot space, visitors can enjoy a free glass of wine (or grape juice for children), then stock up on bottles at the boutique, dine at one of the on-site restaurants, or test their new knowledge at the rooftop bar, which features spectacular views of the city.
  • Young Island, Arnos Vale, St Vincent and the Grenadines
    Even though it’s just 200 yards off the coast of St. Vincent and accessible via a two-minute ferry ride, Young Island feels worlds away from the cares of mainland life. The resort’s 29 guest cottages, which are outfitted with tropical-chic wicker furnishings, stone walls, and louvered windows, provide a plush landing spot after days spent diving among sea turtles and sea horses, hiking neighboring trails to spot the ruins of Fort Duvernette, and swimming up to the Coconut Bar, located on a floating platform 30 feet offshore. Each week, the on-site restaurant serves up Caribbean barbecue favorites like pigeon-pea-and-pumpkin stew, corn fritters, and molasses-glazed wings, making for a delicious stay.
  • 48 ถนน เจริญรัตน์ Wat Ket, Amphoe Mueang Chiang Mai, Chang Wat Chiang Mai 50000, Thailand
    For an intimate stay amid Chiang Mai’s mega-resorts, look no further than Sala Lanna. The boutique hotel’s 16 rooms are spare but clean, with free Wi-Fi and low-key comforts like plush bathrobes and iPod docking stations. On-site laundry facilities make it an easy choice for families and guests who want to spend their time exploring Chiang Mai’s hidden corners by bicycle—a tour that can be arranged by the hotel concierge. Of course, no one would fault you if your big plans included nothing more than taking in the Mae Ping River views from the rooftop swimming pool and bar.
  • 15 Gridley Street
    With its white, single-story exterior and dark window frames, this 12-room inn on the Saratoga Race Course looks like a Tudor take on a vintage motor hotel. Once inside, however, visitors realize the boutique property is much more luxurious than a roadside motel. Rooms feature light-wood bed frames and equine-inspired art, while the bar offers an excellent wine and cocktail menu, which regular happy hours featuring Moscow mules served in copper mugs. There’s also an outdoor patio, where the hotel can arrange barbecue meals on request, and free bike rentals for those who wish to venture farther into town.
  • 931 Canal St, New Orleans, LA 70112, USA
    Opened in January 2012 in the historic Audubon Building on Canal Street, this cheeky newcomer is a departure from the New Orleans hotel scene (which tends toward the traditional). Its motto, “Play Naughty, Sleep Saintly,” appropriately captures the property’s saucy, sultry vibe, especially in the bordello-like Burgundy Bar and in the five suites, added in 2014 and named after the archangels Christopher, Michael, Gabriel, Raphael, and Lucifer. By comparison, the restaurant, with its white walls and banquettes paired with antique chandeliers and local artwork, is more demure. Standard rooms are similarly minimalist—though without sacrificing comfort or any of the usual modern conveniences, including 46-inch flat-screen televisions and free Wi-Fi.
  • 4369 Main Street
    Pizzeria Antico’s Italian decor couldn’t be more bella, from the distressed chairs to the white marble bar to the vintage road bicycle perched above the open cucina. Flatbread aficionados will find familiar fare such as the Margherita, funghi, and quattro formaggi along with house-made pastas like gnocchi di Antico. The gnocchi, made with Pemberton potatoes grown nearby and dressed simply in a garlicky tomato sauce, are absolutely sublime.
  • 356, Íþróttahús Snæfellsbæjar, Engihlíð 1, 355 Ólafsvík, Iceland
    About a two-hour drive from Reykjavik, Hotel Budir’s remote location makes it popular with visitors hoping to spot the Northern Lights. Situated near a windswept beach beside the mighty Snaefellsness glacier, the property’s raw natural surroundings contrast beautifully with its romantic interiors, which pair features like leather and velvet furnishings and polished wooden floors with decorative touches that include sepia photos, stocked bookshelves, and picture windows perfect for enjoying the scenery. The rooms skew more modern, with earthy tones and contemporary furniture. The hotel restaurant is by far the best in the area, and the bar is cozy enough to encourage lounging. Upstairs is a common area with sofas, a fireplace, and yet more great views.
  • 653 Canyon Rd A, Santa Fe, NM 87501, USA
    The elegant, grown-up Compound Restaurant on Santa Fe’s Canyon Road caters to devoted locals and tourists alike with a Southwestern-meets-Mediterranean focus. James Beard Award–winning chef Mark Kiffin scores with entrées like roasted rack of lamb, salmon with crispy pancetta, and wild mushrooms with organic stone-ground polenta. At lunch, the bar menu is less pricey and offers a chance to sample the famed Compound Burger, made with local Lone Mountain Ranch Wagyu beef, and wash it down with a cold beer. Even with the fantastic cuisine, the best parts of this white tablecloth and custom furniture institution remain the clean adobe arches and folk-art decor created by artist Alexander Girard.
  • Psarrou 846 00, Greece
    Psarou Beach is posh rather than party, ringed by upscale hotels and beach clubs and punctuated with a scuba center. The sand is white and the water is turquoise. Restaurants and bars are expensive here, as are the waterside amenities like chairs and umbrellas, but the ambiance is clean and very stylish. Beach dwellers tend to be fit and fabulous so bring your A-game beach attire.
  • Philipsburg, Sint Maarten
    For those who want to do some serious shopping, the St. Rose Shopping Mall in Philipsburg is home to international chains, luxury brands, boutiques, and art galleries. Peruse stores like Cartier, Façonnable, Lalique, and Beach Avenue all in one place. If you’re hungry, the nearby boardwalk is full of restaurants and bars offering views of Great Bay. Tip: Make sure to get a sweet crepe or ice cream from Café Vanille & Chocolate, known for their tasty desserts. Ask your hotel to check if there are any events happening at St. Rose Shopping Mall, too, as the venue hosts concerts, performances, and exhibitions throughout the year.