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  • Louis HaTshi'i St, Acre, Israel
    Tucked into the ancient, magical maze that is Old Acre, the Efendi Hotel looks out onto the city walls and the sea just beyond. Combining two Ottoman palaces, this labor of love from celebrity chef Uri Jeremias—whose nearby restaurant, Uri Buri, is practically a foodie pilgrimage site—took restorers and artisans the better part of a decade to complete under the watch of the Antiquities Authority. The layer cake of history beneath the hotel includes a 12th-century Crusader cellar, where you should head for a wine tasting, and a 400-year-old hammam, where you should book a Turkish bath. Also not to be missed at the Efendi: the 19th-century fresco commemorating the debut of Istanbul’s Orient Express station, the gorgeously preserved ceilings, and the rooftop bar (be sure to go at sunset, when your drinks will be accompanied by a chorus of Muezzin calls). Though you’ll be tempted to linger over the sublime views—and fresh dates—in your room, get out during the day and explore the surrounding alleys, mosques, synagogues, markets, tunnels, fortress, citadel, and port.
  • The Moorish Castle is strategically located on one of the top hills of Sintra to defend both the local territory and the maritime access to the city of Lisbon. The castle was built around the 10th century by the Muslim populations that occupied the Iberian peninsula. The castle acted as a control tower for the Atlantic coast and the land to the north, mostly serving as an outpost for the city of Lisbon. The castle’s Muslim rule ended in 1147 when King Afonso Henrique conquered Lisbon. In 1995, UNESCO listed Sintra hills as a Cultural Landscape, World Heritage, including the Moorish Castle. Highly recommended to climb and walk along the walls of the castle, carved out of the rock, to have a panoramic view over Sintra and its castles and palaces.
  • Al Qudra Road, Opposite Endurance City - Dubai - Dubai - United Arab Emirates
    Built in the style of a desert fortress near an endurance horseracing center 45 minutes from the city of Dubai, the family-friendly Bab Al Shams Desert Resort & Spa wraps around an oasis and looks out over gently rolling sand dunes that guests explore by 4x4, horse, camel, and mountain bike. Rooms with private balconies or garden patios cluster in double-story buildings that surround courtyards, shaded corridors, and infinity pools. Stone bathtubs, wood furniture, chests, kelims, colorful textiles, and a reproduction spice souk create a Disney-meets-Bedouin lifestyle setting. For peace and quiet, stay during the week, since the main restaurant fills on weekends with locals and bus tours.
  • 501 Calle Norzagaray, San Juan, 00901, Puerto Rico
    Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)
  • Perched high above the sea on the east coast of St. Kitts is Brimstone Hill, a massive stone fortress built by African slaves for the British during the 17th and 18th centuries. Now a UNESCO World Heritage Site, the military stronghold, which took 100 years to complete, is considered one of the best-preserved fortifications in the region. From the top, you can see six neighboring islands on a clear day.

  • Mystras 231 00, Greece
    In a country full of beautiful historic sites, this may have been my favorite to explore. It has so much: a beautiful hilltop setting that offers views for miles; ruins that you can clamber over; restored Byzantine churches with incredible fresco work covering the walls and ceilings, and peaceful courtyards draped with bougainvillea; a working nunnery, where you might spot a nun going about her daily business; plus lots of cats. There’s an upper section, which is where you’ll find the ruins and the views. We drove up there first, and the nice woman at the ticket desk told us we should explore the upper section, then drive down to the lower, and drew out a route for us so that we could see everything. We spent about 3 hours total wandering and taking it all in. If you’re into Byzantine art, you could spend longer. And, unlike a lot of sites in Greece, the information panels are helpful and interesting, explaining different aspects of daily life in that era: who got to live inside the walls of the fort; where they got their water; burial practices. It’s a fair amount of walking, so stay hydrated, and take breaks in those peaceful courtyards. Then, if you want a spectacular drive, go from here over the mountains to Kalamata. The scenery is spectacular.
  • Israel National Trail
    Caesarea, the city and harbor that Herod built, is now preserved as a national park. A walk along its pathways allows visitors to experience the city’s role as part of ancient Rome and its days during the Crusades in the Byzantine era. Check out a concert at the partially restored amphitheater, or dive in Caesarea’s sunken harbor and underwater archaelogical park. Ancient ruins, including the remains of Herod’s palace, sit along the coastline. A state-of-the-art visitor center offers a historical perspective, complete with famous figures presented as hologram tour guides: King Herod, Rabbi Akiva, the Apostle Paul, and Hannah Senesh. Right outside the park’s boundaries, find a modern city with restaurants, cafés, and some eclectic galleries selling wine, cheese, olive oil, and jewelry—plus a lovely stretch of Mediterranean beach.
  • Calle Cementerio, San Juan, 00926, Puerto Rico
    San Juan Cemetery lies on the coast adjacent to El Morro (San Juan’s beloved fort) and nestled in the district La Perla, a rougher part of town. Its statues and tombs make it as beautiful as a New Orleans cemetery. Exiting El Morro, head down the grassy field to your left to catch this flustering overhead view. On this day, a powerful storm was rolling in, casting everything in gray.
  • Marknadsvägen 63, 981 91 Jukkasjärvi, Sweden
    When I first stepped into the blue folds of the ICEHOTEL in Jukkasjärvi I thought this must be what Superman’s Fortress of Solitude looks like. It’s that blue found in the water of higher latitudes, a blue that looks photoshopped although no photograph seems to be able to reproduce it with fidelity. Most of the time you and the other hotel guests are dressed in the hotel-issued technical gear: snow suits, balaclavas, moon-boots, mittens, caps. But when you sleep in the cold hotel you strip down to your long underwear, lock your things in a locker, carry a sleeping bag and sleeping sheet to your room, and try to get as comfortable as possible on the reindeer skins. One tip to remaining comfortable is to go easy at the hotel’s ICEBAR. The drinks, inspired by and named after the rooms in the cold hotel, come in hollowed cubes of ice and go down a little too smoothly. The bathrooms, contrary to the supposition made by my friend on Facebook, are not made of ice but you do have to walk outside to reach them at night. We dressed and went to straight to breakfast when we woke. (It is busy in the locker and shower area in the morning.) I ate a protein-rich meal to restore the lost kilojoules and then sat for forty-five minutes in the sauna. When you check out you receive a diploma (write out the name of each guest if you want individual diplomas) perfect for you to share it with the very friends who thought you were nuts for wanting to sleep in the ice and snow and the cold.
  • Kongens gate 5, 0153 Oslo, Norway
    From the subtle lighting in the lobby to the seven-story central atrium featuring works by contemporary Russian artist Ekaterina Ganchukova, First Hotel Grims Grenka has a chic, edgy vibe that contrasts nicely with the neighborhood’s Old World surroundings. Themed after each of the four seasons, the accommodations are modern and minimalist in design, with large platform beds, Bang & Olufsen TVs, and single-button mood control lighting, as well as bathrooms with mirrored walls and waterfall showers; larger deluxe rooms have broad-cushioned couches and more than enough space to entertain for those here on business, and some rooms have smart beds that allow you to adjust the firmness to your preference. Outward-facing rooms offer lighted catwalks with views of the surrounding city, while inner-facing rooms have windows overlooking the glass-ceilinged atrium and lobby bar. Don’t miss the updated Nordic cuisine (think salmon pastrami and potato and truffle soup) at Madu restaurant, followed by drinks (during warmer months) at the open-air rooftop lounge.
  • Lewis and Harris Island, Isle of Lewis HS2 9AZ, UK
    Just a few miles from the world-famous Callanish Standing Stones on the Isle of Lewis sits Dun Carloway, also known as the Carloway Broch—an ancient, circular stone tower that was once 30 feet tall. Impressively, it remains almost the same height today, despite the fact that it’s crumbling on one side. Built around 200 B.C.E., the hilltop fortress features a fascinating double-layered construction and staircases within the walls. It most likely served as a well-fortified residence for an extended family, complete with space for animals on the ground floor, as well as a symbol of power and status in the area. Though it’s not clear how long the broch remained in use, it seems to have been still largely intact in the 1500s, when some of the Morrison Clan sought refuge there after being discovered stealing local cattle.
  • Batareynaya Ulitsa, 4 А, Vladivostok, Primorskiy kray, Russia, 690091
    In the 19th and early 20th centuries, Vladivostok was a vast military zone with a string of fortifications. Even today, it remains an important military center as the home of Russia’s Pacific fleet, and you can spend days just visiting the complex of forts built by Russia’s top military engineers. An artillery battery that faces Amur Bay and long protected the old town is now the cool Vladivostok Fortress Museum. Exhibits within the citadel range from weapons and armor from the Middle Ages to displays that tell the story of the fort’s construction. On top of the building, heavy guns stand as if still at the ready.

  • R. de São Pedro de Alcântara, 1200-470 Lisboa, Portugal
    The São Pedro de Alcântara lookout may not be Lisbon’s highest viewpoint—that honor goes to the Nossa Senhora do Monte lookout—but it’s certainly its most romantic, offering panoramas of the city’s signature fortress, Castelo de São Jorge, perched ominously on the opposite hillside. In addition to the vista itself, the area offers pleasant gardens, which are perfect for lazing about, and a kiosk that regularly hosts jazz and other live entertainment. Come here at sunset and enjoy a sundowner as the city lights up below, then head to nearby neighborhoods Bairro Alto or Príncipe Real for a night on the town.
  • Long Ave & Marine Dr, San Francisco, CA 94129, USA
    The Golden Gate Bridge is probably the most photographed site in California, but this vantage point never gets old. Explore the hollowed out fort, learn some history, and marvel at the view from the top floor.
  • Ul. od Sigurate 7, 20000, Dubrovnik, Croatia
    A city of red-tiled rooftops, pine- and cypress-shaded hills, and sparkling turquoise waters, the Old Town of Dubrovnik stuns with both its architecture and scenery. Its surrounding stone walls, built between the 11th and 13th centuries to protect the city from war and epidemics, stretch for a full 1.3 miles, comprising an immense system of forts, bastions, and walkways that offer breathtaking views. Hike along them, then be sure to check out the Lovrijenac Fortress, built atop a 100-foot rock looking out toward Venice (Dubrovnik’s historic rival). The Old Town’s main street of Stradun, known locally as Placa, is also worth exploring. It’s especially nice in the late afternoon, when the sun shines off the historic buildings and swallows soar in the blue sky above.