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  • Ag. Triada 741 00, Greece
    This monastery, located on the Akritori peninsula of Crete, is run by monks who make wine and well-priced, quality olive oil. The building is surrounded by peaceful groves and orchards.
  • Ornos Beach, Mykonos, Greece 846 00, Greece
    Named for the Japanese word for enlightenment, this boutique property marries classic Cycladic architecture (cube-shaped structures, whitewashed stone walls, arched entryways) with the clean lines of locally made furnishings in naked wood. None of the 25 rooms and 10 suites are the same, but most have private outdoor whirlpools or plunge pools, plus plush beds that make it impossible to leave. Nearly all of the public spaces, however, offer stunning views over Mykonos (about 1.5 miles away) and the bay, and make striking use of night-lighting, especially at the pool, which is built into the natural rock face. A grottolike spa features two treatment rooms, a futuristic-looking whirlpool area, and a hammam for stylish pampering sessions. The hotel offers complimentary transportation to Mykonos, but with its inviting Bar & Sunset Lounge and a restaurant that is garnering awards and accolades, you may decide to stay put for the duration of your vacation.
  • Acropolis District, Athens 105 58, Greece
    See our full list of Where to Go in 2015. According to legend, the ancient gods battled it out to become Athens’ patron deity. The showdown came after the Phoenicians founded a city at a giant rock near the Aegean some two and a half million years ago. The gods of Olympus issued a challenge: the deity who could provide the most valuable legacy for mortals would become the city’s namesake. Athena, goddess of wisdom, produced an olive tree, symbol of peace and prosperity. Poseidon, god of the sea, pounded his trident into the ground and out came a saltwater spring (or a horse, depending on the legend you read). The gods decided Athena’s gift would serve the city better with food, oil, and wood. To this day, her legacy is revered throughout Greece. Named after Erechtheus, a mythical king of Athens, the Erechtheion is Ionic architecture at its finest, easily recognizable by the Caryatids, six larger-than-life maidens modeled on women from ancient Karyai who seem to be casually supporting its southern portico. Those holding up the porch now are plaster casts; the originals are preserved in the Acropolis Museum in Athens.
  • Sofokleous 26, Athina 105 52, Greece
    Designed in 2003 by Athens-based Tassos Zepos, the Fresh Hotel is a contemporary nine-story building in the gritty, up-and-coming neighborhood of Psiri. It makes up for its somewhat dated design tricks (think hot-pink Plexiglas reception area, Philippe Starck chairs, black leather couches, and all-white rooms) with its great value for money and trendy rooftop bar. Open from May to October, the roof, with its small pool and sweeping views of the Acropolis, is a popular hangout in the summer for stylish locals.
  • Hotels
    Ornos 846 00, Greece
    On a typical day during Mykonos’s high season, you can see why Santa Marina has cemented its status as the ultimate jet-set destination. Megayachts bob in the bright blue waters of Ornos Bay, and a long pier lined with stylish couples curled up in cocoon-shaped sun chairs gives way to a stretch of sandy beach sprinkled with privileged bathers. In fact, the Santa Marina is the only hotel on the island with its own exclusive shoreline. Just steps away, the whitewashed property’s rooms climb a granite hill that looks out over the Aegean; expect a private balcony and marble bathroom in every space. Two restaurants, a bar, three pools, and a first-class spa and gym add to the country-club atmosphere, especially for those who might have their mini-me’s (wearing baby designer duds) in tow: The underage crowd has a dedicated pool, playground, and supervised kids’ club.
  • Pireos 84, Athina 104 35, Greece
    Rooftop cocktail bars are a new craze in Athens, but this place was 20 years ahead of the curve. A prime Athens spot on a hot summer (or spring, or fall) night, Bios is a hybrid of watering hole and cultural center—the rooftop bar is legendary for perfect Acropolis views, but there’s a lot more going on inside: two music halls, a theater, rehearsal rooms, exhibition areas, and additional hangout zones. Events are well-visited by the Athenian cool crowd, but the atmosphere is relaxed, not contrived. Come for culture, company, and sweeping views over the city’s rooftops, under the stars of the warm Greek sky.
  • Largo Marguerite Yourcenar, 1, 00010 Tivoli RM, Italy
    The 2nd-century Roman emperor Hadrian spent much of his 20-year reign traveling through his empire, absorbing architectural inspiration from Greece to Egypt. His vision for a luxury villa was realized in Tivoli, a Roman suburb, where he constructed a sprawling palatial complex decked out with the finest statuary of the age. Hadrian’s Villa is a UNESCO World Heritage site, and it contains the ruins of over 30 epic structures. Be sure to check out the Maritime Theater, which Italian authorities managed to partially restore.
  • Ioannina, Greece
    Most people come to the tiny town of Ioannina to cruise Lake Pamvotida -- the town’s most popular landmark. You’ll find yourself on a small island in the middle of a beautiful fjord, where the water is smooth as glass and your surroundings are spectacular. Ioannina itself is an intellectual city, known particularly for its university. Several famous poets and novelists call this place home, and the city often runs several arts-related events year round.
  • 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.
  • Veranzerou 5, Athina 106 77, Greece
    I Kriti (Greek for “Crete”) has been serving some of Athens’ best Cretan cuisine long before the island’s hearty cuisine became fashionable in the mid-2000s. A charming, utterly unpretentious tavern tucked into a nondescript arcade passage near Omonia Square, Kriti serves fare that will leave you reeling with pleasure—dakos (barley bruschetta topped with grated tomato, crumbled myzithra cheese, olives, and pickled samphire), smoked Cretan pork, snails in garlic, Crete-made sausages, spicy cheese dip, and baked pies, all at excellent prices and with real Cretan hospitality (the owners don’t really speak English, but it doesn’t matter). Expect to wait for a table but then, once seated, to spend some time here. And don’t forget to wash each dish down with some Cretan raki, a strong grape distillate similar to grappa.
  • Pentelis 5, Athina 105 57, Greece
    The queue is long and you’ll have to eat standing up, but this spotless hole-in-the-wall does some of the best souvlaki in town. If you get antsy while you wait, be mindful of the multiple signs behind the counter saying: OXI AGXOS (NO STRESS). You won’t find frozen fries or garlicky tzatziki here. Just perfectly grilled pork skewers wrapped in a grease-free pita and garnished with sliced tomatoes, onions, parsley, a dollop of yogurt, and plenty of paprika. Don’t worry if you confuse it with the other Kostas souvlaki joint just off Agia Irini Square on Vassiliki Street, where the thing to order is pita bread stuffed with meatballs and spicy tomato sauce. Pull up a plastic chair and watch hipsters drink craft beer while you dribble tzatziki down your chin.
  • Paralia Super Paradise, 846 00, Greece
    Super Paradise Beach is a gigantic stretch of sand tucked away next to Paradise Beach. It’s only reachable by taxi-ferry or by public bus, but the trek is worth it. It’s also a notorious party destination, with a friendly gay community. Super Paradise Night Club is the most popular club in the area, and caters to a ritzy crowd. When the sun goes down, this beach really comes to life. If you’re seeking a quieter atmosphere, show up early.
  • Fira 1564, Thira 847 00, Greece
    The unique quality of soil on Santorini is all due to the island’s history of volcanic activity. The soil is known as “aspa,” and is rich in essential minerals. Santorini is home to some excellent wineries, including Santos Wines Winery, Gavalos Winery, and Estate Argyros. A wine tour will get you out and experiencing the best of the best, all while being introduced to the local culinary scene. You’ll see Santorini’s unique vineyards, with its vines coiled in the island’s rich volcanic soil.
  • Portara, Naxos 843 00, Greece
    Guidebooks often lack the practical pieces of advice that could save travelers some rather unpleasant moments, in the Greek Islands one such nugget of wisdom I missed in my reading was that after a late night fueled by Ouzo it is not ideal to ride in a high speed ferry. Thankfully the ferry ride from Mykonos to Naxos is a short one at under an hour. I was greeted at the terminal by part of the family that runs Hotel Grotto, a small retreat perched on the edge of the Aegean sea that would be my home while in Naxos. After weeks competing for beach chairs and being corralled down tight marble alleys in some of the more frequented islands, Hora (also known as Naxos Town) proved the perfect place to relax and experience Greece at a slower pace. Upon arriving to the hotel, the bags were taken out of my hand and replaced with a glass of wine made by “Pappa” along with local olives as I was led out to the pictured patio. The view from patio of the hotel is of the Portara, believed to be the beginning of the Temple of Apollo dated back to 530 BC and is an ideal spot to pack a picnic from the local grocery, and watch the sunset before heading into town for the night. On the walk back to the hotel rising above the town is The Venetian Castle Kastro. During the day it serves as a museum offering tours, on Sunday nights after sunset it hosts traditional music and dance made easier by the accompaniment of Kitron,a liqueur indigineous to the area.
  • 69 Kallidromiou
    The large, leafy patio of this mezze restaurant in bohemian Exarchia was once the local schoolyard. Now cozy couples and animated gaggles of friends gather beneath the flowering bowers to enjoy some of the most honest and comforting food in town. Order as many dishes as you can fit on the table and share them all. Rather than traditional Greek fare, the menu is a tasty Mediterranean pick-and-mix. Try the cracked wheat salad with green apple, mint, and dried figs; meatballs seasoned with cinnamon and clove; and mini lamb kebabs. The high-ceilinged, well-lit classrooms make charming dining rooms in cooler weather. Service is unfailingly friendly and relaxed.

    A school-turned-mezedopoleío serves delicious meze including bakalyaro (walnut-crusted fish fillets) and pita topped with yogurt and smoked eggplant. Bonus: a patio surrounded by bougainvillea.