Off The Beaten Path Greek Islands
 
Athens, Greece to Athens, Greece
Thu Sep 10, 2026 - Thu Sep 17, 2026,
 7 days
 on Wind Spirit
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ITINERARY AND SHORE EXCURSIONS

The best on land brought to you by the best at sea. Get to the heart of local cultures with Windstar shore excursions. You don't want to just dip a toe in local culture, you want to dive into the deep end, and that's exactly what Windstar shore excursions are designed to do. All of our excursion are created to provide authentic local experience - the kind travelers like you are looking for. And with more than 2,500 excursions to choose from, you can experience your destination in whatever way is most meaningful to you. Whether you're an outdoor enthusiast, a foodie, a history buff, or someone who loves to get to know the faces behind the many places we travel.

Date
Port
Arrive
Depart
Watersports
Platform
Shore
Excursions
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Thu Sep 10
Athens, Greece
Arrive:
Depart:5:00 PM
Watersports Platform: 
With 3,000 years of history, you can’t turn around in Athens without encountering the past. The Acropolis, a UNESCO site, the Plaka, and the Acropolis Museum are must-sees. But leave time if you can to climb Pnyx Hill for photos of the Parthenon at sunset, to buy your own set of Greek komboloi (worry beads), and to explore the metro stations that serve as mini-museums for the relics that are constantly being unearthed. 
Fri Sep 11
Ermoupoli
Arrive:7:00 AM
Depart:4:00 PM
Watersports Platform: 
3 Available
+_
Ermoupoli, the capital of Syros, opens the door to a little-known Greek island packed with rainbow-colored houses clinging to the hillsides. Not much has changed here since medieval times and the narrow cobblestone streets full of stairways and arches create a delightful maze. Sites to see include the Aghios Georgios Cathedral at the top of the hill, the Capuchin and Jesuit monasteries, and the picturesque main square known as the Piatsa.
3 Shore Excursions Available
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Ermoupoli, Highlights of Syros *Culture | Essentials Collection | Sightseeing
Duration4.5 Hours
Activity LevelStrenuous
$99
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Ermoupoli, Transfer to Kini Beach *Beach | Essentials Collection
Duration4 Hours
Activity LevelEasy-Moderate
$89
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Syros: Syros Walking tour & Cooking Demo *Dining | Essentials Collection | Sightseeing | Walking
Duration3.5 Hours
Activity LevelModerate
$199
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Sat Sep 12
Kusadasi
Arrive:8:00 AM
Depart:11:59 PM
Watersports Platform: 
7 Available
+_
Few places offer such a rich combination of history and scenic beauty. In Ephesus, one of the greatest outdoor museums in the world, you’ll explore legendary sites steeped in history. Also visit the houses of Bulbul Mountain, where the roof of one forms the terrace of the next. This evening we present our Destination Discovery Event -- dinner in the moonlight and a concert near the  Celsus Library or on Harbour Street in ancient Ephesus. 

 
7 Shore Excursions Available
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Kusadasi, Ephesus & Ancient Houses *Culture | Essentials Collection | Sightseeing | UNESCO | Walking
Duration4 Hours
Activity LevelModerate-Strenuous
$79
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Kusadasi, Archaeological Ephesus & Museum *Culture | Essentials Collection | Sightseeing | Refreshments | UNESCO | Walking
Duration5 Hours
Activity LevelModerate
$79
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Kusadasi, Concierge Collection: Ephesus & Private Lunch at Sirince Village *Concierge Collection | Culture | Dining | UNESCO | Walking | Wine
Duration7 Hours
Activity LevelModerate-Strenuous
$135
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Kusadasi, Ephesus and Virgin Marys HouseCulture | Essentials Collection | Outdoors | UNESCO | Walking
Duration5 Hours
Activity LevelModerate
$79
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Kusadasi, Concierge Collection: Half Day Private VAN + Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$599
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Kusadasi, Concierge Collection: Full Day Private VAN + Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$899
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Kusadasi, Best of Ephesus *Culture | Dining | Essentials Collection | Sightseeing | UNESCO | Walking
Duration7.5 Hours
Activity LevelModerate-Strenuous
$119
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Sun Sep 13
Pythagoreio, Greece
Arrive:7:00 AM
Depart:5:00 PM
Watersports Platform: 
TBA
Mon Sep 14
Naxos, Greece
Arrive:8:00 AM
Depart:10:00 PM
Watersports Platform: 
2 Available
+_
Naxos, the largest island in the Cyclades, Greece, is celebrated for its rich history and vibrant culture. Dominated by Mount Zas, the island boasts lush valleys, charming villages like Apiranthos, and stunning beaches such as Agios Prokopios and Plaka. Naxos Town, or Chora, captivates visitors with its Venetian architecture, narrow alleys, and the iconic Portara (The Great Door), the ancient gateway to the Temple of Apollo. Renowned for its agricultural produce, Naxos offers delectable local cuisine featuring cheeses, potatoes, and citrus fruits.
2 Shore Excursions Available
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Naxos, Traditional Villages of Naxos *Essentials Collection | Sightseeing | Walking
Duration4.5 Hours
Activity LevelModerate
$125
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Naxos, Walking Tour *Essentials Collection | Sightseeing
Duration3 Hours
Activity LevelModerate-Strenuous
$95
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Tue Sep 15
Folegandros, Greece
Arrive:8:00 AM
Depart:10:00 PM
Watersports Platform: 
Folegandros, a serene gem in the Cyclades, Greece, is a small ship exclusive port.  It enchants with its untouched beauty and tranquil atmosphere. Known for its dramatic cliffs and stunning views of the Aegean Sea, the island features the charming main town of Chora, with whitewashed houses, narrow streets, and Venetian architecture. The picturesque village of Ano Meria offers a glimpse into traditional island life, while pristine beaches like Agali and Katergo provide perfect spots for relaxation and swimming. Folegandros’ peaceful ambiance makes it an ideal destination for those seeking a quiet, authentic Greek island experience.
Wed Sep 16
Milos, Greece
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
4 Available
+_
Milos, Greece  , is famed for its unique volcanic landscape and crystal-clear waters. Known as the "Island of Colors," Milos boasts stunning beaches like Sarakiniko, with its moon-like white rock formations and tranquil waters, this is a great spot to swim and sunbathe. The island's rich history is reflected in its ancient catacombs and the site where the Venus de Milo statue was discovered. Milos’ capital, Plaka, is picturesque and built on a hill looking over the Aegean Sea. Make sure you try the pitarakia (cheese pies), one of Milos’ specialties
4 Shore Excursions Available
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Milos, Concierge Collection: Half Day Private Car with Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$945
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Milos, Concierge Collection: Full Day Private Car with Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,365
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Milos, Amazing Beach *Beach | Essentials Collection | Watersports
Duration4 Hours
Activity LevelEasy
$99
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Milos Highlights *Essentials Collection | Sightseeing | Walking
Duration4 Hours
Activity LevelEasy-Moderate
$99
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Thu Sep 17
Athens, Greece
Arrive:7:00 AM
Depart:
Watersports Platform: 
With 3,000 years of history, you can’t turn around in Athens without encountering the past. The Acropolis, a UNESCO site, the Plaka, and the Acropolis Museum are must-sees. But leave time if you can to climb Pnyx Hill for photos of the Parthenon at sunset, to buy your own set of Greek komboloi (worry beads), and to explore the metro stations that serve as mini-museums for the relics that are constantly being unearthed.