25-Day Greece, Turkey, Egypt & Arabia

The only city in the world that can lay claim to straddling two continents, Istanbul—once known as Constantinople, capital of the Byzantine and then the Ottoman Empire—has for centuries been a bustling metropolis with one foot in Europe and the other in Asia. Istanbul embraces this enviable position with both a certain chaos and inventiveness, ever evolving as one of the world’s most cosmopolitan crossroads. It’s often said that Istanbul is the meeting point of East and West, but visitors to this city built over the former capital of two great empires are likely to be just as impressed by the juxtaposition of old and new. Office towers creep up behind historic palaces, women in chic designer outfits pass others wearing long skirts and head coverings, peddlers’ pushcarts vie with battered old Fiats and shiny BMWs for dominance of the noisy, narrow streets, and the Grand Bazaar competes with modern shopping malls. At dawn, when the muezzin's call to prayer resounds from ancient minarets, there are inevitably a few hearty revelers still making their way home from nightclubs and bars. Most visitors to this sprawling city of more than 14 million will first set foot in the relatively compact Old City, where the legacy of the Byzantine and Ottoman empires can be seen in monumental works of architecture like the brilliant Aya Sofya and the beautifully proportioned mosques built by the great architect Sinan. Though it would be easy to spend days, if not weeks, exploring the wealth of attractions in the historical peninsula, visitors should make sure also to venture elsewhere in order to experience the vibrancy of contemporary Istanbul. With a lively nightlife propelled by its young population and an exciting arts scene that’s increasingly on the international radar—thanks in part to its stint as the European Capital of Culture in 2010—Istanbul is truly a city that never sleeps. It’s also a place where visitors will feel welcome: Istanbul may be on the Bosphorus, but at heart it’s a Mediterranean city, whose friendly inhabitants are effusively social and eager to share what they love most about it.

Composed of nine metropolitan districts, Izmir is the third largest city in Turkey and the country’s second largest port after Istanbul.

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.

The largest island of the Dodecanese and the fourth-largest Greek island, Rhodes has become a hugely popular summer holiday destination, with visitors drawn to the island for its historic charm, wonderful beaches and sensational Greek food. The bustling Unesco-listed old town, filled with a plethora of restaurants, shops, bars and historic sites, attracts thousands of tourists each year, as does Faliraki, the seaside resort famed for its lively nightlife. Alternatively, history lovers tend to flock to the Cyclades-style village of Lindos, home to the majestic Acropolis and the 14th-century Castle of the Knights of St John.

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.

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.

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 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.

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.

Oman's capital city is hemmed in on one side by spectacular jagged-peaked mountains and on the other by royal blue sea. The architecture is a traditional, sophisticated arabesque blend of white-washed, low-rise buildings surrounded by manicured palms, intricately designed domes set atop the minarets of the mosques, sand-colored villas, a surprising blend of modern art installations, like a giant incense burner that towers over the Corniche, and ancient forts set in the rocky hills. Though tradition abounds, from distinct, local cuisine to the widely worn national dress, the dishdasha, Muscat is a completely modern city, featuring opulent luxury hotels, international restaurants, excellent cellular and data service, sprawling shopping malls, pristine beaches, lively nightlife, world-class performing arts, and a highly educated population, most of whom speak English, Arabic, and often Hindi. Muscat is the ideal base for exploring other areas of the country since many of the most desirable destinations are within a few hours' drive.

Dubai sits on a golden sandy coastline in the Arabian Gulf, where the warm azure waves of the sea meet the desert. A high-rise oasis, this city is a pleasure-dome surrounded by dunes; one of the most fashionable on the planet thanks to its ability to satisfy the needs of legions of demanding vacationers. Dubai is about having fun—and it's one big adult playground.Nature plays her part here, with year-round sunshine, gorgeous beaches, dramatic arid landscapes, and warm waters, but it's the man-made attractions that make Dubai so alluring. You can launch yourself into high-adrenaline desert adventures, diving and water sports, and some of the world's best golf courses. The 5-, 6-, and 7-star hotels offer the ultimate in luxury, and the party scene is hot. Shopping malls are the biggest in the world and are packed full of high-class merchandise. And with hundreds of restaurants with cuisine from around the world, you can munch your way from Mexico to Malaysia.Dubai is an Arab country with a long history as a trading port. Traces of its traditional life, customs, and architecture can still be seen and explored, but today and tomorrow are much more important than yesterday. Almost every building in this metropolis is less than 20 years old and the most dramatic developments—groundbreaking megaprojects—have just been completed or are still under construction.The city is certainly unique. Islam is its anchor, but it has opened its doors to the rest of the world and has invited them in to work, rest, and play, which creates a truly international atmosphere. Unashamedly modern and materialistic, life here takes place at breakneck speed. The landscape is stark, the confidence is sky high, the can-do spirit is palpable, and the bling is in your face. Dubai produces strong reactions in people, but one thing is certain—love it or loathe it—you will not forget it. It is without a doubt, one of the world's true must-see destinations.Shisha: Smoke Without Fire. Emirati men love socializing, but as they don't drink alcohol they get together over coffee and shisha instead of a drink at the bar after work. The shisha, or hookah, is a smoking device, usually made of glass, that filters smoke through water before it reaches the smoker's mouth. Shisha tobaccos are aromatic and are often mixed with apple, cinnamon, or cherry, so their taste isn't as strong as other tobaccos. Smoking shisha is said to induce relaxation—but you'll have to decide if it's for you!