Greek Island Hopping Adventure

Istanbul to Piraeus
View All Voyages
Starting From
$5,999
Expedition Type
Epicurean
Yacht
World Traveller
Embark/Debark
-
Duration
7 nights
Map for 7-Night Istanbul to Piraeus 7.4.28

Byzantine wonders lead to leisurely days exploring the whitewashed Greek isles.

Begin in Istanbul beneath Hagia Sophia’s extraordinary dome, where Byzantine mosaics meet Ottoman grandeur. Explore Cesme’s Ottoman fortress and the wine bars of nearby Alacati. Then the Greek Isles rise before you: Mykonos’ whitewashed Little Venice, Naxos’ marble Temple of Apollo gateway, Santorini’s enchanting clifftop villages, and the otherworldly seascapes of Milos.

Itinerary

The influences of Roman, Egyptian, Byzantine and more remain apparent in Istanbul’s architecture, art and traditions. Stop at the Grand Bazaar to get a true feel for the present-day culture, filled with merchants, artisans and authentic wares, providing a vibrant backdrop. For an intimate experience with Istanbul’s traditions, a visit to a hamam, the famous Turkish baths, fits the criteria. Some of the most beautiful architecture in Istanbul is found in the mosques, the most iconic of these the Blue Mosque. These sacred spaces are filled with centuries of religious history that inspire awe with colorful and intricate decor.

Picture of the port

Standing at 70 feet wide at sea level, 81 feet wide at its top level, 300 feet tall and only about four miles long, the sheer limestone cliffs of the famous Corinth Canal can only be sailed by smaller ships and boats. The intimate size of our yachts allows us to freely navigate it for an adventurous expedition. Standing on deck as we make our way through the narrow passage, its awe-inspiring perspective will invoke a true sense of exploration.

Please note: Navigation times may change at the Captain’s discretion.

The influences of Roman, Egyptian, Byzantine and more remain apparent in Istanbul’s architecture, art and traditions. Stop at the Grand Bazaar to get a true feel for the present-day culture, filled with merchants, artisans and authentic wares, providing a vibrant backdrop. For an intimate experience with Istanbul’s traditions, a visit to a hamam, the famous Turkish baths, fits the criteria. Some of the most beautiful architecture in Istanbul is found in the mosques, the most iconic of these the Blue Mosque. These sacred spaces are filled with centuries of religious history that inspire awe with colorful and intricate decor.

Picture of the port

Within Turkey’s illustrious coastline, Çesme is a treasure trove of culinary and cultural wonders. Indulge in the rich taste of olive oil drizzled over mezze platters, sizzle with excitement over succulent kebabs, and savor the delight of sweet pastries, all paired perfectly with world-renowned Turkish wines. Local vineyards may offer tastings of delicate whites and robust reds that reflect centuries of artisanal winemaking heritage. Çesme is also a cultural tapestry interwoven with threads of history. The town’s iconic castle, dating back to the early 16th century, offers panoramic views and a dive into the chronicles of the Ottoman Empire. Nearby, the renowned UNESCO World Heritage Site of Ephesus awaits. Walk through the ancient marble streets where history unfolds with every step, marvel at the grandeur of the Library of Celsus, and imagine the roar of the crowd in the ancient theatre. Step ashore in Çesme, and lose yourself in the warmth of its people, the beauty of its landscapes, and the taste of its glorious culinary heritage.

Picture of the port

Narrow, winding streets between the iconic architecture of whitewashed houses with blue domes create the archetypal image of modern-day Greece. Dotting the horizon up on the hill lie the renowned windmills among the Cyclades. The aroma of an old bakery, which still uses a 15th-century, wood-burning stove, entices you with the delicious scents of Greek pastries and baked goods. It is not a visit to Mykonos without sampling the local favorite, loukoumádes, fried dough dripped in honey, and sometimes topped with sesame seeds. Raise a glass to new friends and adventure with a round of ouzo and a serving of mostra at a local taverna. Taking the ferry to Delos, you reach an uninhabited island dedicated solely as an archaeological site known as the birth site of the sun god Apollo. It’s the only island in the world entirely comprised of ruins..

Picture of the port

Narrow, winding streets between the iconic architecture of whitewashed houses with blue domes create the archetypal image of modern-day Greece. Dotting the horizon up on the hill lie the renowned windmills among the Cyclades. The aroma of an old bakery, which still uses a 15th-century, wood-burning stove, entices you with the delicious scents of Greek pastries and baked goods. It is not a visit to Mykonos without sampling the local favorite, loukoumádes, fried dough dripped in honey, and sometimes topped with sesame seeds. Raise a glass to new friends and adventure with a round of ouzo and a serving of mostra at a local taverna. Taking the ferry to Delos, you reach an uninhabited island dedicated solely as an archaeological site known as the birth site of the sun god Apollo. It’s the only island in the world entirely comprised of ruins..

Picture of the port



Picture of the port

When you think of the quintessential whitewashed houses of Greece with blue domes and windmills sprinkled throughout the landscape, it’s Santorini that comes to mind. This island of the Cyclades contains lush scenery, a quaint charm and cosmopolitan feel all at once. Just 300 steps down from the northern city of Oia you will find Amoudi Bay, an exquisite vista of vibrant red cliffs and the caldera that demand you stop and take in the view. In the little village of the bay you will find the Greek island life thriving amid the local tavernas serving the catch of the day. Discover one of the most prominent excavations of prehistoric settlements in the Aegean at the Akrotiri archaeological village. Ruins from the ancient city date back as far as 1700 BCE before it was buried by a volcanic eruption. But the first inhabitants date even further back to the Late Neolithic period (fourth millennium BCE). For the wine lovers who are curious about the history and process of their favorite drink, the Koutsoyannopoulos Wine Museum is a must-visit. Nestled within a natural cave six meters underground, a tour of the museum and tasting of the vineyard’s Volcan wines is an experience like none other. A visit to Santorini is not complete until you sample the local fare - fava me koukia. Mashed fava beans are prepped with lemon, parsley, dill and fennel for a delectable Greek dish popular among the islanders. Or opt for tomato gefthedes (tomato fritters) for another savory selection.
Picture of the port

Welcome to Milos, the gem of the Aegean Sea, where ancient geological wonders and rich cultural heritage blend seamlessly. As you step off the yacht, you’ll be greeted by breathtaking views of turquoise waters framed by colorful cliffs, each telling a story of volcanic origins. Milos boasts over 70 beaches, from the striking white sands of Sarakiniko to the hidden beauty of Kleftiko. Experience history firsthand with visits to ancient ruins and the fascinating Catacombs of Milos. Meander through picturesque fishing villages like Klima, with its vibrant boathouses. Savor authentic Greek flavors with local delicacies. Milos is a serenade of adventure, history, and culinary delight—all waiting for you to explore.

Picture of the port

Athens is still as iconic as ever. Winding pathways from ancient times transformed into modern-day roads and streets lead you to the monumental gateway of the Acropolis and other archaeological sites. It is a land soaked in history and mythology, but not stuck in the past.

As you wend through back alleys, passing the street art and getting serenaded by street musicians, you are never lost. You are simply taking a journey to an unknown destination. You may find yourself at the likes of the Church of Agioi at the southeast corner of the Holy Apostles Ancient Agora, a less-crowded historical site away from the flocks of tourists.

Try your hand at haggling with local vendors at the Plaka or Monastiraki flea market. There are so many handmade wares and trinkets to peruse and purchase. Keep an eye out for the more risqué souvenirs if you want a good laugh.

Aside from venturing through the cradle of Western Civilization, you can explore the port of Piraeus. It is the biggest port in Greece and one of the most important ports of the Mediterranean. Centuries of history have transformed this seaside town from a wartime fortress to a major shipping and transportation center.
Picture of the port

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