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  • Fort Young Hotel, Victoria St, Roseau, Dominica
    Roseau’s only oceanside dining option, the elegant Palisades pairs sweeping water views with one of Dominica’s best culinary experiences. Here, creative dishes showcase the island’s natural bounty, including produce sourced from local farms and fish straight from the Caribbean Sea. Start with dishes like BBQ jerk octopus and sesame-crusted tuna with a soy-chili dip. Then, move on to the lion fish, served with green-banana croquettes and mushroom sauce. Fancy something lighter? Try a lentil-black-bean cake or callaloo soup, made with baby taro leaves, coconut milk, yam, and green bananas.
  • 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.
  • Starościńska 1, 82-200 Malbork, Poland
    When approaching the quiet town of Malbork, whether by road or rail, you’ll catch a glimpse of the towering, orange-red Malbork Castle—one of the most impressive strongholds of the Middle Ages and a designated UNESCO World Heritage site. For the best view, however, continue on to the banks of the Nogat River, where you can see the solid brick structure reflecting in the clear-blue water. The fortress was built by the Order of the Teutonic Knights, who settled in Malbork in an effort to establish their own state on the surrounding lands. They named the area Marienburg, which later became Malbork, to honor Mary, the mother of Jesus. After the second Treaty of Toruń in 1466, which ended the 13-year war between the knights and the Poles, the castle passed into Polish hands and, for the next three centuries, served as the royal residence for Polish kings during their annual visits to Pomerania. It was half-destroyed during World War II but restored to its former glory after an extensive renovation. Today, it remains the largest brick castle in Europe. The fortress is a repository of myths and legends, making a guided tour particularly interesting. You can easily visit the castle on a day trip from Gdańsk, but there’s a hotel on the grounds should you want to spend the night and try to spot some of the resident ghosts.
  • 5300 Grand Del Mar Ct, San Diego, CA 92130, USA
    If Southern California had ever been annexed by La Serenissima Repubblica di Venezia, the Fairmont Grand Del Mar would be the governor’s palace—all marble columns, gold-leafed staircases, and hand-stenciled ceilings. Even the 400-acre grounds, with their classical fountains, garden rotundas, and neatly arranged cypresses, are true to the retro Italianate vibe. The luxuries, however, are modern—namely, the 18-hole Tom Fazio–designed golf course and the critically acclaimed restaurant Addison. There, Relais & Châteaux grand chef William Bradley lures locals and travelers with his contemporary French cuisine, a seasonal tasting menu, and a wine list of more than 3,500 selections. (There are a few other drinking and dining options, too, including a casual all-day option, a clubby grill room, and a nightclub for live music and weekend DJs.)

    The hotel’s 249 guest rooms and suites feature European-style soaking tubs, and views over the gardens, golf club, or Los Peñasquitos Canyon Preserve. Two opulent villas—ranging in size from 4,500 to 5,000 square feet—are tailor-made for families and larger groups. The spa here is also one of San Diego’s best: Book a signature Renaissance spa therapy, and follow the scent of eucalyptus-infused mist all the way down a grand staircase to your Moor mud wrap.
  • Esquina de la Calle Ruinas 432 y, Calle San Agustin, Cusco 08001, Peru
    The JW Marriott is internationally known for its luxury brand, and El Convento Cusco just might be one of the most impressive properties in its portfolio. Here, you don’t even have to travel to Machu Picchu for an archeology lesson, as the learning begins almost the minute you step through the hotel’s stunning brick arches—they were painstakingly rebuilt by hand from what remained of a 16th-century Augustinian convent, which was in turn built on Ican and pre-Incan ruins. Guests can wander downstairs through two exhibition rooms of excavated artifacts, or join free guided tours each evening at 6 p.m.

    Rooms are individually decorated with sleek, dark-wood furnishings and Peruvian travertine tabletops. A handful have small balconies with views, while some on the lower floor look out onto one of the many remaining Incan walls that thread through the city. You can request to have oxygenated air piped into your room to help combat the discomfort many feel at 11,000-plus feet of elevation and there’s even an EMT on staff just in case. When hunger strikes, head to the on-site Qespi Restaurant, considered one of the best in the city for its exquisite interpretations of Andean cuisine.
  • 7, Walsingham Lane, Hamilton, Bermuda
    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.
  • 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.
  • Filopappou, Athina 117 41, Greece
    Marble footpaths meander up pine-clad Filopappou Hill, a peaceful hideout for picnickers and joggers. Hidden in a rocky clearing is the Pnyx, the world’s first democratic assembly, where the great orators Pericles and Themistocles held court in the 5th century B.C.E. The Pnyx could hold 18,000 citizens on wooden benches, with standing room for thousands more. Imagine the scene when the founding fathers of democracy took to the podium—and enjoy the phenomenal cityscape from this historic vantage point, with the Acropolis in the foreground. Climb all the way to the summit of Filopappou (also known as the Hill of the Muses) and you can see all the way to the port of Piraeus, with the promise of nearby islands shimmering on the horizon. Crowning the adjacent Hill of the Nymphs, the National Observatory is Greece’s oldest research institute. Set in lovely landscaped gardens, the charming 19th century building contains rare books and antique astronomical equipment. Occasional evening tours offer the chance to stargaze through a refracting telescope and learn about the Greek myths written into the constellations.
  • la No. 36 44, Universidad de Cartagena, Cartagena, Bolívar, Colombia
    Occupying three whitewashed colonial buildings sheltered from the bustling streets of Old Town Cartagena, Casa San Agustín sits on the site of a former aqueduct and channels its heritage with a swimming pool that tunnels through its stately remnants. Inside, common spaces feature a mix of Colombian art and artifacts with contemporary wicker furnishings and marble floors. The 20 rooms and 10 suites are cozy and a bit more polished than those found at other historic properties nearby: Units feature 200-year-old wood-beamed ceilings and iron canopy beds topped with Frette linens; some have patios with hot tubs or brick terraces with views of surrounding buildings. But there’s plenty of space to unwind throughout the property, namely a library with original frescoes and a lounge with a long wooden bar and ceiling-high wine cabinet. It’s a good idea to make reservations in advance for dinner at Alma, considered among the city’s best restaurants, where the upscale international cuisine includes fresh ceviche and dry-aged beef cured on-site.
  • Paseo, República Argentina Kalea, 4, 20004 Donostia, Gipuzkoa, Spain
    Inaugurated in 1912 by its namesake, the Spanish regent Maria Cristina, this belle epoque landmark has welcomed international elite to its gilded halls from day one. Designed by the same architect behind the Ritz in Paris, the hotel has long been a favorite of celebrities during the San Sebastián Film Festival (Bette Davis was, notably, a fan). A $25 million renovation in 2012 only cemented its status as the city’s most luxurious hotel. With three of the city’s most elegant eateries (including a favorite see-and-be-seen bar), panoramic views of iconic belle epoque buildings and the Urumea River from the many terraces, and signature Luxury Collection concierge service, the Maria Cristina still feels fit for the aristocracy who frequented it in the city’s beach-destination heyday. Spacious and decadent rooms with an updated belle epoque style, as well as a central location within walking distance of many of San Sebastián’s Michelin-starred restaurants, only sweeten the deal.
  • Rua do Choupelo, 4400-088 Vila Nova de Gaia, Portugal
    A great classic hotel defines a destination, providing an authentic and memorable sense of place. The magnificent World Heritage city of Porto is defined by such an iconic property. The Yeatman Hotel.

    Member of the prestigious Relais & Châteaux collection of hotels and distinguished with a Michelin Star for its restaurant under the direction of Chef Ricardo Costa, The Yeatman Hotel in Porto is a unique and distinctive landmark in the world of classic luxury hotels. Offering individuality of character and a sense of effortless comfort, The Yeatman Hotel is the address of choice for discerning travellers visiting Porto and the North of Portugal. Probably #1 on Portugal’s best wine hotels.
  • Hemingway’s Restaurant has the best sunset views of one of the world’s most beautiful beaches, Grace Bay, from a pier-like patio. The restaurant at the Sands at Grace Bay Hotel makes blended-just-right Pina Coladas topped with an extra dollop of rum. Sip and keep watch for the resident dolphin JoJo, who has been patrolling the turquoise waters off this picture-perfect crescent of sand for more than a decade – there’s even a bell to ring if you see him, although who knows if it’s the same dolphin. After you get tipsy, order dinner. In addition to conch, the restaurant is known for steak and fresh-caught fish cooked only in olive oil. At lunch, the fish tacos are my favorite dish. There is live music twice a week.
  • 14 Shek Tsai Po St, Shek Tsai Po, Hong Kong
    Within an hour, travelers can transport themselves from the lights and sounds of Central, Hong Kong, to the green hills and deserted beaches of Lantau Island. Opened in 2012, the Tai O Heritage Hotel encourages guests to immerse themselves in the natural beauty and history of Tai O, a colorful fishing village where stilted houses line the waterways of western Lantau Island. A collaboration between the government and the Hong Kong Heritage Conservation Foundation, Tai O Heritage Hotel was built in the former Tai O marine police station, from which officers defended Hong Kong from pirates for more than 100 years. Three buildings were transformed into nine guest rooms, an interpretation center, and a glass-roofed restaurant, earning the project a UNESCO award for cultural heritage conservation. Historic features such as cannons, guard towers, searchlights, and holding cells, as well as original architectural details like French windows, Victorian granite steps, a Chinese-tiled roof, and century-old fireplaces, were all restored in the process. The hotel also serves regional foods, employs villagers, and gives back to the Tai O community, demonstrating its commitment to celebrating the local culture. Beyond the historic walls of the hotel is a mystical landscape with dozens of butterfly species, Chinese white dolphins, and Hong Kong’s best sunsets.
  • El Alcalde - Av. El Golf 15, Las Condes, Región Metropolitana, Chile
    Purpose-built as the first Ritz-Carlton in the Southern Cone, this Santiago hotel opened its doors in June 2003. When guests enter the impressive red-brick building, they are enveloped in a sense of occasion—paneled woodwork, ornately framed paintings, and staff dressed in suits and tuxes. All the trimmings delivered so well by the Ritz brand.

    Tradition is the name of the game, both in service and style. The rooms are classic, with touches of Latin America in the artwork. The bathrooms are a high point—large, decked out in marble, and stocked with indulgent Asprey amenities. One of the most striking design features is the domed glass roof that tops the hotel. The view of the Andes is fantastic from the rooftop, and the best part is a swimming pool, so you can swim surrounded by snow-capped mountains. Service is a strong point (not always a given in Chile). You know you’re in good hands at the Ritz-Carlton.
  • 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.