It's no wonder that all roads lead to the fascinating and maddening metropolis of Athens. Lift your eyes 200 feet above the city to the Parthenon, its honey-color marble columns rising from a massive limestone base, and you behold architectural perfection that has not been surpassed in 2,500 years. But, today, this shrine of classical form dominates a 21st-century boomtown. To experience Athens—Athína in Greek—fully is to understand the essence of Greece: ancient monuments surviving in a sea of cement, startling beauty amid the squalor, tradition juxtaposed with modernity. Locals depend on humor and flexibility to deal with the chaos; you should do the same. The rewards are immense. Although Athens covers a huge area, the major landmarks of the ancient Greek, Roman, and Byzantine periods are close to the modern city center. You can easily walk from the Acropolis to many other key sites, taking time to browse in shops and relax in cafés and tavernas along the way. From many quarters of the city you can glimpse "the glory that was Greece" in the form of the Acropolis looming above the horizon, but only by actually climbing that rocky precipice can you feel the impact of the ancient settlement. The Acropolis and Filopappou, two craggy hills sitting side by side; the ancient Agora (marketplace); and Kerameikos, the first cemetery, form the core of ancient and Roman Athens. Along the Unification of Archaeological Sites promenade, you can follow stone-paved, tree-lined walkways from site to site, undisturbed by traffic. Cars have also been banned or reduced in other streets in the historical center. In the National Archaeological Museum, vast numbers of artifacts illustrate the many millennia of Greek civilization; smaller museums such as the Goulandris Museum of Cycladic Art Museum and the Byzantine and Christian Museum illuminate the history of particular regions or periods. Athens may seem like one huge city, but it is really a conglomeration of neighborhoods with distinctive characters. The Eastern influences that prevailed during the 400-year rule of the Ottoman Empire are still evident in Monastiraki, the bazaar area near the foot of the Acropolis. On the northern slope of the Acropolis, stroll through Plaka (if possible by moonlight), an area of tranquil streets lined with renovated mansions, to get the flavor of the 19th-century's gracious lifestyle. The narrow lanes of Anafiotika, a section of Plaka, thread past tiny churches and small, color-washed houses with wooden upper stories, recalling a Cycladic island village. In this maze of winding streets, vestiges of the older city are everywhere: crumbling stairways lined with festive tavernas; dank cellars filled with wine vats; occasionally a court or diminutive garden, enclosed within high walls and filled with magnolia trees and the flaming trumpet-shaped flowers of hibiscus bushes. Formerly run-down old quarters, such as Thission, Gazi and Psirri, popular nightlife areas filled with bars and mezedopoleia (similar to tapas bars), are now in the process of gentrification, although they still retain much of their original charm, as does the colorful produce and meat market on Athinas. The area around Syntagma Square, the tourist hub, and Omonia Square, the commercial heart of the city about 1 km (½ mi) northwest, is distinctly European, having been designed by the court architects of King Otho, a Bavarian, in the 19th century. The chic shops and bistros of ritzy Kolonaki nestle at the foot of Mt. Lycabettus, Athens's highest hill (909 feet). Each of Athens's outlying suburbs has a distinctive character: in the north is wealthy, tree-lined Kifissia, once a summer resort for aristocratic Athenians, and in the south and southeast lie Glyfada, Voula, and Vouliagmeni, with their sandy beaches, seaside bars, and lively summer nightlife. Just beyond the city's southern fringes is Piraeus, a bustling port city of waterside fish tavernas and Saronic Gulf views.

Although the fishing boats still go out in good weather, Mykonos largely makes its living from tourism these days. The summer crowds have turned one of the poorest islands in Greece into one of the richest. Old Mykonians complain that their young, who have inherited stores where their grandfathers once sold eggs or wine, get so much rent that they have lost ambition, and in summer sit around pool bars at night with their friends, and hang out in Athens in winter when island life is less scintillating. Put firmly on the map by Jackie O in the 1960s, Mykonos town—called Hora by the locals—remains the Saint-Tropez of the Greek islands. The scenery is memorable, with its whitewashed streets, Little Venice, the Kato Myli ridge of windmills, and Kastro, the town's medieval quarter. Its cubical two- or three-story houses and churches, with their red or blue doors and domes and wooden balconies, have been long celebrated as some of the best examples of classic Cycladic architecture. Luckily, the Greek Archaeological Service decided to preserve the town, even when the Mykonians would have preferred to rebuild, and so the Old Town has been impressively preserved. Pink oleander, scarlet hibiscus, and trailing green pepper trees form a contrast amid the dazzling whiteness, whose frequent renewal with whitewash is required by law. Any visitor who has the pleasure of getting lost in its narrow streets (made all the narrower by the many outdoor stone staircases, which maximize housing space in the crowded village) will appreciate how its confusing layout was designed to foil pirates—if it was designed at all. After Mykonos fell under Turkish rule in 1537, the Ottomans allowed the islanders to arm their vessels against pirates, which had a contradictory effect: many of them found that raiding other islands was more profitable than tilling arid land. At the height of Aegean piracy, Mykonos was the principal headquarters of the corsair fleets—the place where pirates met their fellows, found willing women, and filled out their crews. Eventually the illicit activity evolved into a legitimate and thriving trade network. Morning on Mykonos town's main quay is busy with deliveries, visitors for the Delos boats, lazy breakfasters, and street cleaners dealing with the previous night's mess. In late morning the cruise-boat people arrive, and the shops are all open. In early afternoon, shaded outdoor tavernas are full of diners eating salads (Mykonos's produce is mostly imported); music is absent or kept low. In mid- and late afternoon, the town feels sleepy, since so many people are at the beach, on excursions, or sleeping in their air-conditioned rooms; even some tourist shops close for siesta. By sunset, people have come back from the beach, having taken their showers and rested. At night, the atmosphere in Mykonos ramps up. The cruise-boat people are mostly gone, coughing three-wheelers make no deliveries in the narrow streets, and everyone is dressed sexy for summer and starting to shimmy with the scene. Many shops stay open past midnight, the restaurants fill up, and the bars and discos make ice cubes as fast as they can. Ready to dive in? Begin your tour of Mykonos town (Hora) by starting out at its heart: Mando Mavrogenous Square.

For better or worse, it can be difficult to reach Patmos—for many travelers, this lack of access is definitely for the better, since the island retains the air of an unspoiled retreat. Rocky and barren, the small, 34-square-km (21-square-mi) island lies beyond the islands of Kalymnos and Leros, northwest of Kos. Here on a hillside is the Monastery of the Apocalypse, which enshrines the cave where St. John received the Revelation in AD 95. Scattered evidence of Mycenaean presence remains on Patmos, and walls of the classical period indicate the existence of a town near Skala. Most of the island's approximately 2,800 people live in three villages: Skala, medieval Chora, and the small rural settlement of Kambos. The island is popular among the faithful making pilgrimages to the monastery as well as with vacationing Athenians and a newly growing community of international trendsetters—designers, artists, poets, and “taste gurus” (to quote Vogue’s July 2011 write-up of the island)—who have bought homes in Chora. These stylemeisters followed in the footsteps of Alexandrian John Stefanidis and the English artist Teddy Millington-Drake who, in the early ’60s, set about creating what eventually became hailed as one of the most gorgeous island homes in the world. The word soon spread thanks to their many guests (who included Jacqueline Kennedy Onassis) but, happily, administrators have carefully contained development, and as a result, Patmos retains its charm and natural beauty—even in the busy month of August.

Undoubtedly the most extraordinary island in the Aegean, crescent-shape Santorini remains a mandatory stop on the Cycladic tourist route—even if it's necessary to enjoy the sensational sunsets from Ia, the fascinating excavations, and the dazzling white towns with a million other travelers. Called Kállisti (the "Loveliest") when first settled, the island has now reverted to its subsequent name of Thira, after the 9th-century-BC Dorian colonizer Thiras. The place is better known, however, these days as Santorini, a name derived from its patroness, St. Irene of Thessaloniki, the Byzantine empress who restored icons to Orthodoxy and died in 802. You can fly conveniently to Santorini, but to enjoy a true Santorini rite of passage, opt instead for the boat trip here, which provides a spectacular introduction. After the boat sails between Sikinos and Ios, your deck-side perch approaches two close islands with a passage between them. The bigger one on the left is Santorini, and the smaller on the right is Thirassia. Passing between them, you see the village of Ia adorning Santorini's northernmost cliff like a white geometric beehive. You are in the caldera (volcanic crater), one of the world's truly breathtaking sights: a demilune of cliffs rising 1,100 feet, with the white clusters of the towns of Fira and Ia perched along the top. The bay, once the high center of the island, is 1,300 feet in some places, so deep that when boats dock in Santorini's shabby little port of Athinios, they do not drop anchor. The encircling cliffs are the ancient rim of a still-active volcano, and you are sailing east across its flooded caldera. On your right are the Burnt isles, the White isle, and other volcanic remnants, all lined up as if some outsize display in a geology museum. Hephaestus's subterranean fires smolder still—the volcano erupted in 198 BC, about 735, and there was an earthquake in 1956. Indeed, Santorini and its four neighboring islets are the fragmentary remains of a larger landmass that exploded about 1600 BC: the volcano's core blew sky high, and the sea rushed into the abyss to create the great bay, which measures 10 km by 7 km (6 mi by 4½ mi) and is 1,292 feet deep. The other pieces of the rim, which broke off in later eruptions, are Thirassia, where a few hundred people live, and deserted little Aspronissi ("White isle"). In the center of the bay, black and uninhabited, two cones, the Burnt Isles of Palea Kameni and Nea Kameni, appeared between 1573 and 1925. There has been too much speculation about the identification of Santorini with the mythical Atlantis, mentioned in Egyptian papyri and by Plato (who says it's in the Atlantic), but myths are hard to pin down. This is not true of old arguments about whether tidal waves from Santorini's cataclysmic explosion destroyed Minoan civilization on Crete, 113 km (70 mi) away. The latest carbon-dating evidence, which points to a few years before 1600 BC for the eruption, clearly indicates that the Minoans outlasted the eruption by a couple of hundred years, but most probably in a weakened state. In fact, the island still endures hardships: since antiquity, Santorini has depended on rain collected in cisterns for drinking and irrigating—the well water is often brackish—and the serious shortage is alleviated by the importation of water. However, the volcanic soil also yields riches: small, intense tomatoes with tough skins used for tomato paste (good restaurants here serve them); the famous Santorini fava beans, which have a light, fresh taste; barley; wheat; and white-skin eggplants.

Early travelers described Rhodes as a town of two parts: a castle or high town (Collachium) and a lower city. Today Rhodes town—sometimes referred to as Ródos town—is still a city of two parts: the Old Town, a UNESCO World Heritage site that incorporates the high town and lower city, and the modern metropolis, or New Town, spreading away from the walls that encircle the Old Town. The narrow streets of the Old Town are for the most part closed to cars and are lined with Orthodox and Catholic churches, Turkish houses (some of which follow the ancient orthogonal plan), and medieval public buildings with exterior staircases and facades elegantly constructed of well-cut limestone from Lindos. Careful reconstruction in recent years has enhanced the harmonious effect.

As the largest Turkish city on the western Mediterranean coast, Antalya is a mix of antiquity and modernity. It is popular with tourist all year round for its warm climate and sandy white beaches.

Spilling down from the pine-covered heights of Mount Carmel, Haifa is a city with a vertiginous setting that has led to comparisons with San Francisco. The most striking landmark on the mountainside is the gleaming golden dome of the Baha'i Shrine, set amid utterly beautiful garden terraces. The city is the world center for the Baha'i faith, and its members provide informative walking tours of the flower-edged 100-acre spot, a UNESCO World Heritage Site. At the top of the hill are some small but interesting museums, the larger hotels, and two major universities. At the bottom is the lovingly restored German Colony, a perfect area for strolling.Israel's largest port and third-largest city, Haifa was ruled for four centuries by the Ottomans and gradually spread its tendrils up the mountainside into a cosmopolitan city whose port served the entire Middle East. The climate is gentle, the beaches beautiful, and the locals friendly.You don't see the religious garb of Jerusalem or the tattoos and piercings of Tel Aviv in this diverse but fairly conservative city. In fact, you can't always tell at a glance who is part of an Arab or Jewish Israeli family, or if someone is a more recent immigrant from the former Soviet Union.

Spilling down from the pine-covered heights of Mount Carmel, Haifa is a city with a vertiginous setting that has led to comparisons with San Francisco. The most striking landmark on the mountainside is the gleaming golden dome of the Baha'i Shrine, set amid utterly beautiful garden terraces. The city is the world center for the Baha'i faith, and its members provide informative walking tours of the flower-edged 100-acre spot, a UNESCO World Heritage Site. At the top of the hill are some small but interesting museums, the larger hotels, and two major universities. At the bottom is the lovingly restored German Colony, a perfect area for strolling.Israel's largest port and third-largest city, Haifa was ruled for four centuries by the Ottomans and gradually spread its tendrils up the mountainside into a cosmopolitan city whose port served the entire Middle East. The climate is gentle, the beaches beautiful, and the locals friendly.You don't see the religious garb of Jerusalem or the tattoos and piercings of Tel Aviv in this diverse but fairly conservative city. In fact, you can't always tell at a glance who is part of an Arab or Jewish Israeli family, or if someone is a more recent immigrant from the former Soviet Union.

Port Safago has been undergoing a transformation, slowly metamorphosing into a holiday rsort. Like other cities on the Red Sea, the commercial port town sits close to great offshore dive sites. Unlike others, however, tourist development hasn't taken off in a meaningful way. But if the mass tourism in Hurghada is a turnoff, Safaga offers a small-scale and much more low-key alternative, though the best dive sites can still be seen on a day trip from Hurghada. Safaga is also the closest beach resort to Luxor and the Valley of the Kings, which lies 200 km (124 mi) to the southwest; when cruise ships offer land excursions to Luxor, they often do so through Safaga.

The port and town of Sharm-el-Sheikh lies near the southernmost tip of the Sinai Peninsula where the Straits of Tiran meet the Gulf of Aqaba. With its strategic position, the Sinai posed a desirable target for various rulers over the centuries. In recent times, the last battle for the Sinai was fought between Egypt and Israel from 1967 to 1979, ending with a peace treaty signed in Washington, D.C. Since the withdrawal of the Israelis, more and more Egyptians have settled in the Sinai, taking advantage of the booming tourist trade. However, vast interior regions are still sparsely populated. Many Bedouins have been affected by the advent of the 21st century, which is rapidly changing their age-old customs and nomadic lifestyle. As tourism and hotel projects continue to spring up along the Sinai coast, contact with Bedouins not involved in tourism is becoming increasingly rare. Once their nomadic life kept them on the move with their tents; today many Bedouins cultivate grain, vegetables and dates in addition to catering to the tourists. Sharm-el-Sheikh was initially developed by the Israelis during the Sinai occupation. Na'ama Bay, a short drive from the port, has grown from virtually nothing into a sizeable resort since the early 1980s. Between the two towns, a string of hotels line a once-untouched coastline. Resort hotels offer great opportunities for swimming, snorkelling and scuba diving. Glass bottom boat trips are available for those preferring to view the exotic marine life of the Red Sea without getting their feet wet.

The resort town of Aqaba, on the Red Sea at the southern end of Jordan, is a popular spot for divers with some of the best coral reefs in the world. Snorkeling and other water sports are popular, and it's easy to hire a boat for a day or half-day, including lunch.Aqaba has become quite a bustling destination, with several large luxury hotels and a large shopping area. There are many jewelry stores selling pearls, gem stones, and gold and silver jewelry. It's worth noting that although it's an international beach resort, Aqaba is quite conservative—certainly much more so than Amman—and North Americans tend to be more comfortable at the private hotel beaches.

The resort town of Aqaba, on the Red Sea at the southern end of Jordan, is a popular spot for divers with some of the best coral reefs in the world. Snorkeling and other water sports are popular, and it's easy to hire a boat for a day or half-day, including lunch.Aqaba has become quite a bustling destination, with several large luxury hotels and a large shopping area. There are many jewelry stores selling pearls, gem stones, and gold and silver jewelry. It's worth noting that although it's an international beach resort, Aqaba is quite conservative—certainly much more so than Amman—and North Americans tend to be more comfortable at the private hotel beaches.