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For iconic hotels in Athens, there are multiple addresses to call into, including sister property King George next door, but the Grande Bretagne is the city’s grande dame. The King and dame share an unbeatable location on Syntagma Square, requisite views of the Acropolis, a long and storied guest list, and all the upscale comforts associated with a five-star hotel. The Grande Bretagne has a bit more old-world grandeur than boutique sophistication, with more gilded frames, heavy-luxe drapery, and antique furnishings. It also has a few added amenities: a health and beauty spa, the Winter Garden lounge for high tea with live piano music, and the pièce de résistance: a rooftop pool facing Lycabettus Hill. The rooftop restaurant is also top-notch, serving a new mediterranean menu of scallops and kimchi and grilled salmon with parsley root cream. Guests staying on the sixth and seventh floors may enjoy 24-hour butler service, and all guests can request a chef-prepared picnic to take along for a day of Athens sightseeing.

Methoni Castle is an impressive fortress—one of the Mediterranean’s biggest—built by the Venetians in the early 13th century. Along with a scenic setting on a rocky outcropping on the Ionian Sea, Methoni Castle has a number of impressive features. Take note of the stone bridge and its 14 arches connecting the site to the mainland, Ottoman bathhouses, ornate main gate above the castle’s moat, enormous battlements, and detailed reliefs and inscriptions. Along with ruins of a medieval town, inside you’ll find the small but beautiful Byzantine church of St. Sophia. The attraction is free to enjoy, and at least an hour is recommended to really explore all the details and hidden spaces of the castle as well as take some waterfront landscape photos. After visiting Methoni Castle, lounge on the nearby beach or take a stroll through the well-preserved village of Methoni.

Cookoovaya’s five chefs (Periklis Koskinas, Manos Zournatzis, Vaggelis Liakos, Spyros Liakos, Nikos Karathanos; all individual Athenian stars) have gotten together to celebrate “wise cuisine”—which is how they see Greek eating in general. This is Greek fare modernized but not unduly messed with; dishes are kept simple but are sublimely chosen and made with the freshest seasonal and local ingredients. Meals here are still designed to be eaten communally, as is usual in Greece, but it’s all done with an elegant twist. Fare from the wooden oven is especially amazing, like spinach pie, or, ah, moussaka (taken to a special level in the latter case). Be warned: the pretty, airy, Michelin-recommended restaurant can fill up fast. Fun fact: Cookoovaya means “owl” in Greek—the symbol of Athens and of wisdom.

A neoclassical building in Plaka thoughtfully renovated into a boutique hotel, the ZIllers has ten guest rooms and a rooftop restaurant and bar. The building was designed by Ernst Ziller, a German architect whose work can be seen all around Greece, notably at Athens’ National Theatre, Presidential Mansion, and the Goulandris Museum of Cycladic Art. The original high ceilings, wood floors, and wrought iron-balconies have been retained and refreshed with a modern minimalist decor. While value priced, rooms with atrium views can be dark and Acropolis views are worth the upgrade. Rates include breakfast served in room or on the rooftop, book ahead for dining at other times as it is popular with locals. The contemporary Greek menu might include shrimp with buffalo milk couscous or sea bass in a dill and lime foam, plus innovative desserts like Greek coffee mousse with olive oil jelly. Location is also faultless, overlooking the Athens Cathedral, and a five-minute walk from Monastiraki or Syntagma Square.

On the rooftop of the Athens’ slablike Hilton Hotel, the Galaxy Restaurant & Bar serves elegant cocktails and delectable Mediterranean cuisine—but here the nearly cinematic view of the Greek capital steals the show. Come at dusk and take a seat on the terrace to watch the sky gently blanket the ancient city in blue, then darken and sparkle. Glamorous and alluring, this venue usually attracts an international crowd.

A few kilometers inland from Mykonos Town, Ano Mera is a small Cycladic idyll of a village. To get a feel for how people lived before the tourism boom, wander the streets and smell the scent of fresh baked bread. The Panagia Tourliani church and the Paleokastro Monastery are centuries old, and you can also find graves of the ancient Geometric era of Greece here.

Sometimes the setting makes a meal. This restaurant is set on the beautiful beach of Agios Andreas, just a few kilometers from Katakolon. Kastro specializes in Mediterranean classics, with great plates of mixed meze based on seafood, as well as pasta and other traditional dishes.

The central market of Iráklion is an exhilarating mix of tourist shops and traditional stalls that don’t seem to have changed in years. Old-fashioned butchers and grocers sit side by side with bakers and cheese mongers. You’ll find it nearly impossible to resist buying a sweet melon or some briny olives, and the bustling atmosphere is suitably authentic.

Yes, the name is a mouthful, but the castle complex is just as impressive as its title. This medieval castle dominates the city of Rhodes, and is one of the few examples of Gothic architecture in Greece. Having been around since the 14th century, the palace is certainly the highlight of the Old Town.

More and more cruise ships are arriving to the well-known Greek islands for day exploration. And while that is a boon to the local economies; crowded restaurants and beaches are not what you have come to experience. Some of these popular islands actually have very few year-round residents as the cruise visits are seasonal. So that “real Greek” town that you came to see, really isn’t. The solution? Try one of the lesser-know but equally beautiful Greek Islands like Ios in the Cyclades Islands. Here you’ll find five-star hotels, mom and pop inns, historical monuments, miles of sparkling beaches, dynamite restaurants, vibrant mountain towns, incredibly reasonable shopping, breathtaking vistas, and local wines, but most of all Ios can be your own paradise. The island of Ios is still a place where real people live and work, but there is plenty of support for tourism (sometimes it’s party central at Mylopotas Beach) and you will find true hospitality, safe streets to wander and new activities like the recently opened hiking path system. Imagine walking at your own pace to archeological sites, beaches, churches and mountain villages just like the early inhabitants did for centuries? The Greek Cultural Mountaineering Club of Fyli has long wanted to repair and connect the ancient paths and a few months ago the project was completed with the help of volunteers and the Municipality of Ios. Over thirteen kilometers of paths are open and well-marked by signs connecting other paths and old roads of Ios for you to enjoy. Not a hiker? The shopping is sublime. Not for the collectors of designer handbags but those desiring handmade leather sandals, precious gem jewelry and smart local-style clothing designs. Lounging by the pool is always a favorite. Stay at the elegant Liostasi Suites and you will be pampered like a jet-setter. Wish for a low-key stay? The Pavezzo Hotel and Suites is painted in beautiful colors and embellished by flowers offering family-style rooms, rooms for one or two and vantage points with sea views set on the side of a mountain with cooling breezes and the friendliest owners. If you are a fan of Greek cuisine there are many terrific restaurants, some right on the ocean like Drakos Taverna at the end of Mylopotas Beach. A favorite in Chora, the town above the Ormos harbor which is completely accessible on foot, is Elia. Visit the cathedral and one of old windmills the island is famous for while wandering the maze of winding stone streets that spill down from top of the hill. Or down in Yialos by the harbor pop into one of the very casual tavernas. Be sure to visit the food shop called Mosenta at the port to watch them create, and for a taste of sesame seed and honey cakes. They also package local wild herbs and make a great body cream that is made from their own honey and olive oils. Insider Tips: Go in Fall for peace and quiet and best rates on rooms. There is no airport so take the ferry from Pireaus, Athens or Santorini. Images Kurt Winner Photography

Of all the Greek islands, sybaritic Mykonos has the most to offer big spenders. Instead of worry beads and flip-flops, the shopping scene is more Louis Vuitton and Lalaounis jewelry. Ergon, a stark white concept store with rag rugs installed between the rafters, stocks an exciting collection of clothing and accessories by Greek designers. Embroidered caftans, tasseled espadrilles, and colorful straw fedoras are just the thing for sashaying through town or showing off your tan at beach bars such as Alemàgou and Scorpios. Gifts inspired by ancient Greece include a Trojan horse paperweight, a minimalist amphora pendant, and gold olive-branch earrings. You can also customize your own espadrilles, T-shirt, or beach tote.

The place of choice to watch the sunset is the quarter of Little Venice—a clutch of balconied fishermen’s houses dressed in colorful paint and reflecting the waters of the sea beside them. Numerous charming tavernas live here, too, so it’s a great place to end up after a walk. The narrow alleys can get crowded when ships are docking, and the restaurants and bars sometimes overcharge, knowing they’re in an enviable location.

Mykonos’s 16 windmills have become iconic structures that can be seen from all over the island. At the edge of town, the Boni Windmill details how and why the windmills worked but is open only for limited summer hours. But you don’t have to go inside to enjoy the beauty of these old forces of wind power: Stand in awe of their survival over centuries and take some great pictures.

The brainchild of Greek art curator Helena Papadoupoulos (formerly of New York and Berlin and thus a familiar face on the art circuit), Radio Athènes is an arts nonprofit that advances visual culture. That means it not only mounts provocative and often political exhibitions, but also and, maybe more importantly, hosts deep talks and discourse on cultural issues of our day. Its space is also a bookstore-library. Check the rich schedule of talks and events at radioathenes.org.

Hytra serves nouvelle Greek cuisine at its finest, in a location inside the Onassis Cultural Centre (and, in the warmer months, atop it). The name “Hytra” comes from the ancient Greek word for a terra-cotta vase, but there’s nothing old-fashioned about this Michelin-starred restaurant: Chef Tassos Mantis reimagines Greek classics in his adventurous tasting menu (eight or fourteen courses, paired with Greek wines) or ambitious mains like milk-fed lamb served with quinoa and mastic yogurt. Incredible views and excellent service, too.