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  • 1055 Ashford Ave, San Juan, 00907, Puerto Rico
    Built in 1919, the Condado Vanderbilt Hotel is a Spanish Revival landmark, perched majestically above the Atlantic Ocean. From its opulent lobby to its luxurious guestrooms, the property fuses its storied past—it’s hosted everyone from European and Hollywood royalty to captains of industry—with distinctly modern amenities, making for one of San Juan’s best stays. Spread over a historic building and two towers, the 212 guestrooms feature stone-topped vanities, French windows, and ocean views, while the 107 suites include separate sitting and dining areas, L-shaped balconies, and 24-hour butler service. At the beach club and four pools, guests can also look forward to cabanas, personal butlers to bring refreshments, and assistance from a tanning and hydration specialist.

    When hunger strikes, the Vanderbilt is prepared with three different dining options. Hit Tacos & Tequila for escabeche pork tacos and Patron margaritas; Ola Oceanfront Bistro for Puerto Rican cuisine and water views; or, if you’re in the mood to splurge, 1919 Restaurant for sophisticated fare by Michelin-starred chef Juan Jose Cuevas. Also on-site is VC Lounge for expertly mixed cocktails, Marabar Martini Bar and Lounge for live jazz, Veritas Wine and Cognac Bar for rare vintages, and Avo Lounge for fine cigars. When you need to detox, head to the spa for indoor–outdoor treatments, rainforest showers, and hammam rituals.
  • 422 SW Broadway, Portland, OR 97205, USA
    Sure, the Hotel Vintage is classic (it was built in 1894 as the Hotel Imperial, one of Portland’s most iconic grande dames, and is listed on the National Register of Historic Places), but its name references another kind of vintage: the many renowned wines of the surrounding Willamette Valley. When the hotel reopened in 2015 after an extensive renovation, it announced partnerships with 117 local wineries (one for each guestroom), each of which sends a representative at least once a quarter to pour at the guest-only wine hour held every evening. Rooms feature original artwork made from recycled corks, and the trendy lobby bar (named for Bacchus, the god of wine) and local landmark of a restaurant offer an impressive list of some of the best local and Italian wines.

    Even those who don’t share the hotel’s passion for vino will find plenty to love, from the famously superlative Kimpton service to the private outdoor hot tubs and custom Public bicycles available to borrow. Also on-site is a game room—an extension of the lobby bar where guests and in-the-know locals mingle over retro video game consoles (Atari, anyone?), shuffleboard, and pool. We’ll raise a glass to that.
  • 1 Chome-23-4 Toranomon, Minato-ku, Tōkyō-to 105-0001, Japan
    A collaboration between New York interior designer Tony Chi and Tokyo-based Shinichiro Ogata, this sleek Andaz property incorporates natural materials like washi paper and walnut wood high atop the multiuse business and lifestyle Toranomon Hills building. Rooms come with skyline views deep soaking tubs, and black-and-white closets and cabinets that recall the sketches of Piet Mondrian, but you won’t be cooped up for long. Snag a seat at the eight-person sushi bar, or dine on grilled snow-aged beef (that is, steaks aged in a natural yukimuro refrigerator of the white stuff) at the Tavant Grill, then end your evening with tea-infused cocktails at the rooftop bar.
  • Via Privata Fratelli Gabba, 7b, 20121 Milano MI, Italy
    Set in a renovated 18th-century Milanese palazzo on a private street close to Milan’s Via Montenapoleone, the Bulgari is one of Milan’s most distinguished residences. The hotel’s enormous private garden dates back to the 14th century, and the interior is awash in sophisticated materials like African black marble, Italian stone, and teak. In short, the place oozes class. The rooms—designed by the architectural studio Antonio Citterio, Patricia Viel and Partner—are tasteful, modern, and surprisingly adventurous. Located along dimly-lit corridors, the rooms come in various color schemes and feature an array of designer furnishings and conveniences, including not one but two plasma screens, Tivoli radios, and exclusive Bulgari bathroom products. Balconies overlook the surrounding villas, and gardens have been redesigned by landscape architect Sophie Agata Ambroise and feature patio furniture and a dedicated bar service. The Bulgari gardens serve as a natural extension of the nearby Botanical Garden and provide private relaxation amid Milano’s bustle. The hotel also has a high-end restaurant and bar, and a comprehensive spa. All guests get access to a personal shopper, personal trainer, luxury car rental, and even assistance with packing and unpacking. In addition, the concierge can arrange everything from hydroplane trips around Lake Como to personal shopping excursions around Italy by private plane, limousine, or yacht.
  • 5 West 8th St., New York
    Many New York hotels have style, but not all have character—the Marlton is a fine example of a property where the two are powerfully present. Originally built in 1900 as a cheap place to stay (and attracting the likes of writers including Jack Kerouac) this nine-story property was taken under the wing of hotelier Sean MacPherson (the Bowery Hotel, the Jane) and transformed into a downtown hot spot where no one seems to care that the rooms are tight on space, even according to New York standards. What square footage the rooms lack, the common spaces make up for—there’s a fire burning in the lovely lobby, complete with an espresso bar, along with a cocktail bar and French-feeling restaurant, Margaux, at the back, with a gorgeous, sunny solarium (a charming feature that has inspired many return guests). Rooms are thoughtfully designed, with inviting bathrooms. Striking the right balance between hip but not too fancy, the Marlton is a comfortable property that provides much more than just a place to sleep.
  • 75 Wentworth St, Charleston, SC 29401, USA
    After a multi-phase expansion completed in 2016, the former Restoration on King dropped “the King” from its name and gained a new restaurant, spa, coffee shop, and several dozen more suites. The sleek and modern rooms at the boutique Restoration are spread over five historic buildings at King and Wentworth, linked by a courtyard with its own wishing fountain. Exposed brick, high ceilings, and dark wood add to the suites’ loft feel, and amenities such as kitchenettes and breakfast baskets delivered to your room from the on-site Rise Coffee Bar beg a longer stay. Seasonal “happenings” at the property include yoga classes, movie nights, and fashion pop-ups at the Port Mercantile retail store. The Amethyst Spa and Nail Bar uses charged gemstones and essential oils in their massages and treatments, and the jewel-box rooftop pool provides refreshment on a hot day and has panoramic views. After a swim, the Watch Rooftop Kitchen and Spirits serves farm-to-table Lowcountry dishes and cocktails inspired by the city, such as the seasonal, bright tequila-and-watermelon-infused Charleston Brick. The Restoration understands the need for speed and style, and offers to hook up guests with vintage car rentals or even help serious riders design and commission their own custom-built motorcycle (a favorite subject of the hotel’s artist-in-residence, photographer Gately Williams) to pick up on a return trip to Charleston.
  • 1 Ham Yard, Soho, London W1D 7DT, UK
    Most London hotels can’t claim to have a bowling alley in the basement. But then Ham Yard isn’t most hotels. The new address, opened in June 2014, also features a 190-seat cinema with Dolby surround sound, a spa with its own Hypoxic Studio for high-altitude training, a roof terrace with a full vegetable garden, and a karaoke bar curated by Lucky Voice. Ham Yard is the eighth opening for Firmdale Hotels, the chain run by husband-and-wife team Tim and Kit Kemp. Tim brings business brains to the partnership, while Kit handles the interior design. It’s this aspect for which the brand is best known, and Ham Yard is the most exuberant of Kit’s colorful creations. Kit has filled the space with her trademark mismatched fabrics and art works sourced from the likes of Shilo Engelbrecht. Curious touches, such as light installations from cult-creator Gods Own Junkyard, lend the hotel an idiosyncratic edge. The unusual name derives from the Soho square in which the hotel stands. Ham Yard’s emergence has not only created London’s hottest new opening, but also a courtyard space where locals come to sit and linger at the hotel’s partner shops, including Brazilian beachwear brand Frescobol Carioca and a Press London juice bar.
  • Piscaderaweg, Willemstad, Curaçao
    A midsize resort with all the expected amenities for an international clientele (including a casino on the property), the Hilton Curaçao is just a 10-minute shuttle ride to Willemstad—but removed enough from town to encompass 20 full acres. The two private beaches are small but pleasant and exclusive to guests (a rarity in Curaçao), while the lagoon-like pool is large and inviting. A family-friendly resort, the Hilton also features a kid’s splashing pool, small playground, and rec room with games. There’s even interesting snorkeling in front of the hotel, as well as dive and boat excursions to surrounding Piscadera Bay.

    Decorated in a casual, beachy style, rooms boast private balconies with either island or ocean views, while suites offer access to an executive lounge with a breakfast buffet and evening hors d’oeuvres. There are also several restaurants and bars; guests recommend seafood and tacos at Celeste Beach Bar and the Sunday barbecue nights on the beach.
  • Dickenson Bay St
    At Pappa Zouk’s rum bar in Antigua the truest path to happiness is through a mix of rum, fresh fish, new friends, and zouk music. First you should know that Pappa Zouk’s is not a restaurant. It’s a rum bar with a dizzying array of rums, rhums, and rons from across the Caribbean and beyond. Yes, lucky rummies can supplement their rum intake with a full menu of authentically prepared fresh fish and other seafood delights, but first-and-foremost this quirky little space is dedicated to drinking and being merry. Secondly, you should know Pappa Zouk is not the mad German owner and bartender. No, that curmudgeon with a penchant for abruptly ending the night’s festivities with a hearty “Get the f**k out!” is Bert Kirchner. He named his place after a deaf, dumb, old man he met on Dominica who would transform from a shuffling ancient to a lithe dancer with pure joy radiating from his gap-toothed smile down to the tips of his barefoot toes any time zouk music was played. He couldn’t hear the music, but he certainly felt it. And his pure happiness in the face of his meager existence was something that always stuck with Bert. Now he spreads happiness his own way — with rum, fresh fish, and zouk playing in the background.
  • Esperanza is located on the southern side of Vieques island with a laid-back vibe reminiscent of Key West. This small town has an main street that runs parallel to the ocean called “El Malecón” that is dotted with friendly guest houses, funky bars and even gourmet restaurants. It makes a great base for exploring the island’s treasures: it’s walking distance to Playa Esperanza and Sun Bay and only a 10-20 minute drive to the secluded beaches in the wildlife refuge.
  • 1775 Collins Ave, Miami Beach, FL 33139, USA
    Along the glittery street of Collins Avenue in South Beach is the Raleigh Hotel, a smart and stylish blend between sparkling lights of Miami and the rich history that old Florida is known for. Immerse yourself in the calming and relaxing vibe of the hotel from the moment you enter the the lobby. Sip a martini at the bar that has been serving shaken cocktails for nearly 50 years.

    Take a seat on one of the plush couches and get into the luxurious and sensual atmosphere that keeps South Beach at the top of its game. If you are hungry, make your way to the outdoor restaurant, Restaurant Michael Schwartz located along the twinkly lit bar on the patio. Chef Michael Schwartz helms the kitchen, using farm fresh ingredients and local seafood.

    Once you are finished sampling the variety of specialty cocktails with fresh smoked herbs and prime liquors along with crispy crab cakes and shrimp toast, head to the expansive pool patio, which seems to go on forever. It is commonly known as the most famous pool in Miami.

    The Raleigh is most well known for hosting Miami Swim Week, where the top names in fashion will sit along the twinkling trees and poolside cabanas to view the next seasons swimsuit trends.
  • Calle Manuel Bañón 260, San Isidro 15073, Peru
    Not many know that Matsuei was the first restaurant with the great Nobu of international sushi fame at the helm. Back when he had both a first and last name, he met a man while working in a sushi bar in Japan who offered to stake his solo business venture if he set up shop in Peru. And thanks to a large Japanese community in Lima, Matsuei was a success. On the menu you’ll find the original cream cheese, tempura, mango, and fusion rolls now loved the world over. But even purists will love the high quality local fish and seafood, especially the creamy sole and to-die-for scallops.
  • Center Blvd. 5, 2300 København, Denmark
    Architecture and physics nerds must stop by the Bella Sky Comwell Hotel in Copenhagen‘s Ørestad neighborhood. The largest hotel in Scandinavia, its dizzying towers lean at a dramatic 15 degrees in each direction (11 degrees more than the Leaning Tower of Pisa). The triangular blue and white patterned exterior, was designed to minimize solar heat gain and maximize energy efficiency. Even if you don’t book a room here, visit the Sky Bar on the 23rd floor for piano music, cocktails, and great views or walk across the bridge that connects the two towers (it feels like the bridge sways in the wind).
  • 3515 Wilshire Boulevard, 2nd Floor, Los Angeles, CA 90010, USA
    As the first boutique hotel in Koreatown, the Line might have been able to get away with cutting a few corners while still attracting a cool clientele. It probably didn’t need to get the hottest young Korean-American chef in L.A. on board (to run one of the most comprehensive and exciting restaurant and bar networks yet seen, by the way), nor did the Sydell Group—the arbiters of cool behind the Nomad Hotel in New York—have to put their stamp on it. The hotel would have been nice enough had the concrete midcentury building not been entirely reimagined by designer Sean Knibb, known for designing half the cool spots in L.A. and more than a few celebrities’ homes. There didn’t need to be a desert greenhouse–inspired pool deck that’s become a hangout for beautiful people at all hours, nor did the famously trendy Houston Brothers (of no Vacancy and Harvard & Stone) have to throw in a midcentury-inspired cocktail bar. Nor did the typical hotel gift shop have to be reimagined as a design and lifestyle store curated by Poketo. The rooms and suites would have been just fine had they not been turned into artsy, industrial-style lofts, outfitted with original commissioned artwork, a minibar of Korean and Western snacks, and Baxter of California toiletries. Of course, all of this did happen, and now Koreatown is home to one of the hottest hotels in L.A.
  • 950 Mason St, San Francisco, CA 94108, USA
    A whole lot of history converges at the Fairmont San Francisco—as do all of the city’s cable car lines, which offer easy transportation to the Financial District, Union Square, and Fisherman’s Wharf. The hotel was built in 1906 but damaged in the Great Earthquake and subsequent fires before it even opened, so celebrated architect Julia Morgan was brought in to repair the building. Once it debuted, the hotel quickly became a city favorite, hosting more than its share of historic events, including the series of meetings in 1945 that resulted in the formation of the United Nations. The hotel’s storied bar, The Venetian Room, also featured big names, from Ella Fitzgerald and Nat ‘King’ Cole to Tony Bennett, who first performed I Left My Heart in San Francisco here in 1961 (Bennett still frequents the hotel).

    Today, the Tonga Room & Hurricane Bar is a draw for tourists and locals seeking a kitschy, iconic San Francisco experience, with live music, Polynesian food, and Mai Tais severed against a backdrop of occasional staged thunderstorms. Other dining options include Laurel Court for all-day coastal California fare and the famous Afternoon Tea, a local tradition since 1907. The opulent design of the hotel extends from its lobby—with marble floors and sumptuous fabrics—to the 606 luxurious rooms, each outfitted with comfortable furnishings and modern technologies. Of the 62 suites, 10 also include balconies with city and bay views.