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Off The Beaten Path Greek Isles
Windstar Cruises — Wind Surf

Off The Beaten Path Greek Isles

Set a course for hidden harbors and the delights of off the beaten path Greece during a seven-day cruise to Hellenistic islands and a moonlight dinner concert in the Turkish ruins...

Departs Sat 19/08/2028
Duration 7 Nights
Ship Wind Surf
From Athens
Region Mediterranean
Day by Day

Ports of Call & Itinerary

7-night voyage departing Athens.

Printable Itinerary (PDF)

Route Map

Off The Beaten Path Greek Isles

8 ports plotted · click a marker for details

Day 1

Athens , Greece

Saturday, 19/08/2028

⚓ Arrives 07:00 🚢 Departs 17:00

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.

Athens

Day 2

Ermoupoli, Syra , Greece

Sunday, 20/08/2028

⚓ Arrives 08:00 🚢 Departs 16:00

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.

Ermoupoli, Syra

Day 3

Kusadasi , Turkey

Monday, 21/08/2028

⚓ Arrives 07:00 🚢 Departs 23:59

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.

Kusadasi

Day 4

Pythagoreio , Greece

Tuesday, 22/08/2028

⚓ Arrives 08:00 🚢 Departs 17:00

Pythagoreio is a charming coastal village on the island of Samos, named after the famous mathematician Pythagoras. Known for its picturesque harbor, neoclassical houses, and lively waterfront, it blends rich history with a relaxed seaside atmosphere. The area is also home to important ancient sites, including the Tunnel of Eupalinus and the remains of the ancient city of Samos, making it both a cultural and scenic highlight of the island.

Day 5

Naxos , Greece

Wednesday, 23/08/2028

⚓ Arrives 08:00 🚢 Departs 22:00

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.

Naxos

Day 6

Folégandros , Greece

Thursday, 24/08/2028

⚓ Arrives 08:00 🚢 Departs 22:00

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.

Folégandros

Day 7

Milos , Greece

Friday, 25/08/2028

⚓ Arrives 07:00 🚢 Departs 17:00

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

Milos

Day 8

Athens , Greece

Saturday, 26/08/2028

⚓ Arrives 07:00

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.

Athens
Choose Your Accommodation

Room Type & Prices

All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.

View
Category B

Category B

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen
Category BX Deluxe

Category BX Deluxe

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen

Category BX Deluxe
Category A

Category A

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen
Category AX Deluxe

Category AX Deluxe

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Queen or Twin Configuration ✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost)

Category AX Deluxe
Category TX Deluxe

Category TX Deluxe

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen

Category TX Deluxe
Suite

Suite

376 sqft · Up to 3 guests

With 376 square feet, you'll find the perfect space for time together - and plenty of room for time to yourself. You'll even enjoy two full separate bathrooms. All the amenities of the staterooms await you, plus a beautiful sitting area, and two flat-screen television sets with DVD players.Amenities: SuiteQueen Size Be...
✓ Toiletries Provided ✓ TV ✓ Free Wi-Fi ✓ Coffee Machine ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen
Broadmoor Suite/Sea Island Suite Broadmoor Suite/Sea Island Suite Broadmoor Suite/Sea Island Suite Broadmoor Suite/Sea Island Suite Broadmoor Suite/Sea Island Suite

Broadmoor Suite/Sea Island Suite

495 sqft · Up to 3 guests

For Broadmoor Suite/Sea Island Suite: Enjoy 495 square feet of elevated comfort and refined style. Within this category, each suite embodies a unique design perspective inspired by two renowned Xanterra properties. Suite 503 draws inspiration from Sea Island, reflecting the relaxed coastal elegance and warm Southern ho...
✓ Queen or Twin Configuration ✓ Sofa Bed ✓ Dining Area ✓ Shower ✓ Whirlpool Bath ✓ Toiletries Provided ✓ Room Service Available ✓ Suite Benefits

Oceanview

Category B · 188 sqft

B

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Category BX Deluxe · 188 sqft

BX

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Category A · 188 sqft

A

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Category AX Deluxe · 188 sqft

AX

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Category TX Deluxe · 188 sqft

TX

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Suite

Suite · 376 sqft

STE

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Broadmoor Suite/Sea Island Suite · 495 sqft

BRS Bridge Suite

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Your Ship

Wind Surf

Windstar's Flagship Sailing Yacht

As part of our Wind Class, our 342-guest Wind Surf offers a sailing experience like no other — one with real working sails.

Wind Surf
342
Passengers
14,745
Gross Tonnage
1998
Year Built
6
Decks
171
Cabins
210
Crew

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