DAY 1 - MAY 11 - MONDAY: DEPART FOR ATHENS, GREECE

Depart for your overnight flight to Athens, Greece from your local international airport.

DAY 2 - MAY 12 - TUESDAY: WELCOME TO GREECE

Your adventure in Athens begins the moment you arrive! A panoramic drive introduces you to the city’s treasures—Syntagma Square, the grand Panathenaic Stadium, and Hadrian’s Gate—each echoing centuries of history. Soon you’ll stroll the famous 3-kilometer “archaeological park,” where the Acropolis and Temple of Zeus rise in breathtaking splendor. By afternoon, check into the elegant Hera Hotel, nestled at the foot of the Acropolis, perfectly blending comfort with Old World charm. With the evening free, explore lively neighborhoods filled with cafés, tavernas, and music. Athens offers an unforgettable day where ancient wonders and modern vibrance meet in perfect harmony.

DAY 3 - MAY 13 - WEDNESDAY: INCLUDED PRIVATE TOUR OF ATHENS

Following your first included breakfast in Greece meet your local guide and get acquainted with the ancient heart of the city & its most iconic archaeological landmarks! A perfect choice for avid history buffs, this half-day guided walking tour of Athens will get you acquainted with the ancient heart of the city and its most iconic archaeological landmarks. In the company of your state-licensed guide you will retrace the historical past and lose yourself in the richness of the age-old Greek civilization. Your day will be dedicated to the exploration of Athens’ most impressive sites, such as the Acropolis and the renowned Acropolis Museum. Step back in time and reflect on the splendor, power and wealth of this capital city, and admire from up-close the unique architectural and artistic masterpieces of timeless Greece.

DAY 4 - MAY 14 - THURSDAY: EMBARK ON THE TREASURES OF THE GREEK ISLES

Begin your day with a delicious breakfast before savoring a final glimpse of Athens’ timeless beauty. After checking out, your private transfer whisks you to the harbor where the elegant Wind Spirit, Windstar’s iconic tall sailing ship, awaits. Step aboard and feel the excitement as white sails rise against the Aegean sky, marking the start of your seven-night voyage through the enchanting Greek Islands. Take time to settle into your stateroom, explore the ship, or relax on deck with views of the sparkling sea. This evening, enjoy a delightful dinner onboard as your unforgettable island-hopping adventure officially sets sail. (B,D)

DAY 5 - MAY 15 - FRIDAY: NAFPLION

Discover the magic of Nafplion, a romantic seaside gem on the Peloponnese. Wander through its medieval old town, where cobblestone alleys wind past neoclassical mansions draped in bougainvillea. Choose an optional excursion to the UNESCO sites of Epidaurus, with its legendary theater, or Mycenae, home to the iconic Lion’s Gate and ancient ruins. Back in town, stroll lively Syntagma Square before ascending to the majestic Palamidi Castle, perched high above with its famed 999 steps. The reward? Sweeping, unforgettable views of the sea and city below. Nafplion promises history, charm, and breathtaking beauty at every turn.

DAY 6 - MAY 16 - SATURDAY: MYKONOS

Wake to the picture-perfect island of Mykonos, dotted with whitewashed churches and windmills. Explore its lively harbor or take an optional ferry excursion to the nearby UNESCO site of Delos, mythical birthplace of Apollo.Wake up in dazzling Mykonos, where whitewashed chapels, charming windmills, and a harbor filled with fishing boats and sleek yachts create a postcard-perfect scene. Spend the morning exploring the island’s winding lanes, boutique shops, and lively cafés, or choose an optional excursion to nearby Delos. Just a short ferry ride away, this UNESCO World Heritage Site transports you back to the 6th century B.C., where myth and history intertwine—Delos is famed as the legendary birthplace of Apollo. Whether wandering vibrant Mykonos or uncovering sacred ruins, today promises a captivating blend of beauty, culture, and timeless Greek mythology.

DAY 7 - MAY 17 - SUNDAY: KUSADASI

Experience the thrill of a lifetime in Ephesus, one of the world’s greatest open-air museums. Walk among ancient streets where history comes alive at every turn, from towering columns to the remarkable homes of Bulbul Mountain, ingeniously built into the hillside. As night falls, the magic deepens with our exclusive Destination Discovery Event—an unforgettable dinner under the stars, followed by a private concert set against the awe-inspiring backdrop of the Celsus Library or Harbour Street. Surrounded by moonlight and timeless ruins, you’ll feel the spirit of antiquity blend with the beauty of the moment—an evening you’ll treasure forever.ncient Ephesus, one of the world’s greatest outdoor museums. Explore ruins and terraces of Bulbul Mountain, then enjoy a special Windstar Destination Discovery Event—dining and live music amid the ancient ruins of Ephesus under the moonlight.

DAY 8 - MAY 18 - MONDAY: PATMOS

Imagine standing where Saint John once wrote the Book of Revelation! Patmos, a UNESCO World Heritage Site, is revered worldwide as a sacred island of profound spiritual significance. Its dramatic coastline of rugged cliffs and volcanic soil creates a stunning natural backdrop for exploration. Discover the legendary Cave of the Apocalypse, where John received his divine visions, and visit the remarkable Monastery of the Apocalypse, a symbol of devotion and history. Beyond its holy landmarks, Patmos enchants nature lovers with its tranquil beauty and timeless charm, offering a once-in-a-lifetime experience that blends spirituality, history, and breathtaking scenery.

DAY 9 - MAY 19 - TUESDAY: SANTORINI

One of our absolute favorites, Santorini never fails to amaze! As our yacht glides toward dramatic cliffs soaring above the deep blue Aegean, you’ll feel the allure of this legendary island—some believe it hides the ruins of Atlantis. Explore the charming village of Oia, where whitewashed houses and iconic blue domes overlook the sea, or join a guided tour of the Bronze Age ruins at the UNESCO site of Akrotiri. End the day with a crisp glass of local Assyrtiko wine, savoring the beauty and magic that only an intimate small-ship experience can truly reveal.

DAY 10 - MAY 20 - WEDNESDAY: MONEMVASIA

Could it get any better? Monemvasia, often called the “Gibraltar of the East,” is a breathtaking medieval town linked to the Peloponnese by a narrow causeway. Step inside its ancient walls and discover treasures dating back to the 12th century, including historic churches and timeless squares. Climb to the upper town for sweeping views, the imposing castle, and the Byzantine church of Agia Sophia. In the lower town, stroll winding stone lanes lined with beautifully restored Venetian mansions, now home to charming shops and cafés. End your day soaking up the sun on a serene pebble beach—Monemvasia is pure enchantment.

DAY 11 - MAY 21 - THURSDAY: ATHENS, GREECE – USA

Disembark the ship and transfer to the airport for your flight home, bringing with you unforgettable memories of your Greek Isles journey.