Tour begins: 6:00 p.m., Hotel Grande Bretagne, Athens, Greece. A transfer is included from Athens International Airport to Hotel Grande Bretagne. Meet fellow travelers at tonight's welcome cocktail reception and dinner.

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.

In the quiet early morning, before the crowds, visit the Acropolis of Athens – the rock above the city on which four of the greatest masterpieces of classical Greek art and architecture sit – the Parthenon, the Propylaea, the Erechtheum, and the Temple of Athena Nike. Today's sightseeing also includes a guided tour of the Acropolis Museum, a towering modern work of concrete and glass with a direct view of the Parthenon. Spend the rest of the day as you wish in Athens, perhaps on the Grand Promenade, a pedestrian paradise built for the 2004 Olympics. Not far from your hotel, the walkway is lined on one side with classical antiquities and on the other with modern cafés, mansions, and art galleries. 

Begin your day with a guided tour through the National Archaeological Museum of Athens, considered one of the top ten museums in the world, before embarking your Windstar ship in Piraeus. Enjoy a cocktail hour, an evening briefing and dinner onboard at your leisure as the ship sails for Mykonos.

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.

Arrive at the island of Mykonos, where you can take your pick of activities: a guided tour of this lively island, including a visit to the 16th-century church in the village of Ano Mera; or a boat ride to the archaeological site of Delos, where you'll find remnants of its reign as the holiest of all Greek sanctuaries. Ancient laws forbade anyone to be born or die on this island; even today, no one is allowed to stay the night! Return to the ship for lunch and spend the afternoon at leisure on Mykonos, exploring the labyrinthine town on your own. Dine onboard tonight as the ship continues on to the port of Kusadasi in Turkey.

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.

Arrive this morning in the port of Kusadasi, Turkey for a guided excursion to Ephesus, one of the world's best-preserved classical cities revealing important vestiges of an ancient Roman civilization; in its heyday, marble lined the streets, fountains flowed, and an eternal flame burned upon a sacred altar. Take a walking tour of the ancient city, seeing the Odeon, Temple of Hadrian, Trajan's Fountain, the Arcadian Way and the two-tiered Library of Celsus. Have lunch at a local restaurant and a carpet demonstration before returning to the ship for cocktails. Enjoy a special dinner ashore this evening, complete with music by the Aegean Chamber Orchestra, at ancient Ephesus. Chart a course for the island of Patmos tonight.

Today you'll discover the many charms of the picturesque island of Patmos, an important Christian pilgrimage site for its role in the writing of the Book of Revelations in the Christian Bible by St. John the Theologian. You'll have three choices of activities today. The first is a photography excursion through the historic heart of Chora, Patmos' capital city; with your guide, make your way through the old village's maze of winding cobblestoned streets and arched alleyways, learning to compose and capture stunning images of ancient whitewashed buildings and bell towers, rugged cliffs and hills, and blue Aegean seascapes. Alternatively, enjoy a day filled with rest and relaxation by the Aegean Sea on Agriolivadi Beach. And a third choice includes a tour of the Monastery of St. John the Theologian plus a visit to the Grotto of St. John – also known as the Cave of the Apocalypse – where tradition has it that John of Patmos received visions from Jesus that he recorded as the Book of Revelations; the grotto and the monastery have been designated a UNESCO World Heritage Site. Following lunch, you'll have free time to explore the port of Skala on Patmos prior to departing for the island of Santorini.

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.

Rise early to observe Wind Star's arrival at the beautiful island of Santorini. Travel ashore by motor launch for an island tour that takes you to Athinios Port and then up to Fira, the island's capital city. Here you'll visit the Prehistoric Museum of Fira, and feast your eyes on stunning views of the city's blue-domed buildings, which combine with the port to offer picture-perfect memories of this gorgeous Greek island. The ship offers tender service to and from the port, giving you the opportunity to explore this gem of an island at leisure until you sail for Monemvasia this evening.

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.

After a leisurely morning spent cruising the Aegean Sea, Wind Star arrives midday at the town of Monemvasia, located on a small, rock-like island off the Peloponnese's east coast that was separated from the mainland by an earthquake around 375 AD. Nicknamed "the Gibraltar of the East" or simply "the Rock," Monemvasia has over the past thousand years or so been ruled by the Byzantine Empire, the Venetian Republic and the Ottoman Empire before becoming part of an independent Greece in the 19th century. Traces of its many occupiers over the centuries can be found throughout the island, some of which are revealed on a walking tour through the cobbled pathways of this fascinating town. You'll also have some time to explore as you wish before Wind Star departs the island and continues her cruise to Nafplion.

Monemvasia boasts a varied and colorful history that can be traced to the 8th-century when Greeks fleeing the Slav invasion of Lakonia found refuge here. In its heyday it controlled sea travel between the Levant and European shores. The wall-encircled Lower Town extends along the slopes of a 985-foot-high crag that projects into the sea on the east side of the Peloponnese. For centuries an impressive stronghold, population dwindled as the inhabitants moved to the mainland. But with the beginning of a restoration program aimed to preserve Monemvasia's heritage, the Lower Town experienced a new lease on life, and people have begun to return. The Upper Town is situated on top of the Rock of Monemvasia. It is reached via a zigzagging, paved lane. An almost impregnable bastion in earlier days, it has been uninhabited for centuries, but still manages to preserve its magnificent appearance. Visitors today can explore the remains of the ancient citadel-castle and visit the church of Hagia Sofia. From the summit there is also a fantastic view of the surrounding area.

Nafplion (also known as Nauplion), on the Peloponnese Peninsula, is considered one of the most beautiful and romantic towns in Greece. Nestled by the sea with two mountains and a fortress overlooking the town, the unique architecture of Nafplion includes ancient walls, medieval castles, Ottoman fountains, Venetian and Neoclassical buildings. This historic city is the starting point for your choices of exploration today. One choice includes visits to three important sites around the Bay of Argolis – the architectural remnants of the tomb of Agamemnon; Palmidi Castle, set high above the town of Nafplion; and, after lunch, a guided walking tour of Nafplion, followed by some time to explore on your own. Or, visit Agamemnon's tomb at Mycenae and the Ancient Theatre of Epidaurus. This 4th-century amphitheatre is still used for performances today and is known for remarkable acoustics that allow the voice of a speaker on stage to reach some 15,000 spectators. Epidaurus was also home to one of the most renowned healing centers in the classical world. This choice also includes a winery lunch and some free time to check out Nafplion as you please. Return to the ship for farewell cocktails followed by dinner, as you set sail to return to Piraeus (Athens).

Oraia (beautiful) is the word Greeks use to describe Nafplion. The town's old section, on a peninsula jutting into the gulf of Argos, mixes Greek, Venetian, and Turkish architecture; narrow streets, often just broad flights of stone stairs, climb the slopes beneath the walls of Acronafplia. Tree-shaded plazas surround neoclassic buildings. The Palamidi fortress—an elegant display of Venetian might from the early 1700s—guards the town. Nafplion deserves at least a leisurely day of your undivided attention, and you may want to spend several days or a week here and use the city as the base from which to explore the many surrounding ancient sights.

Tour ends: 9:00 AM, Eleftherios Venizelos, Athens' International Airport. Disembark your Windstar ship for an 8:15 AM transfer. Flights should depart after 11:45 AM due to disembarkation schedules which cannot be guaranteed.