Off The Beaten Path Greek Islands
 
Athens, Greece to Athens, Greece
Thu Jun 18, 2026 - Thu Jun 25, 2026,
 7 days
 on Wind Spirit
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Starting from $4,999 USD
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Athens, Greece to Athens, Greece
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 of Ephesus. Explore the colorful interior of the Cathedral of St. George atop Syros, a stately, hillside landmark founded in the 1200s and continually restored after devastating battles. Listen as a moonlight concert reverberates across the ancient Celsus Library walls during your candlelight dinner in Ephesus. Drink the decadent sweetness of local Muscat wines pressed at Samos and learn about their most famous and calculating resident--the mathematician Pythagora. Wander the weathered Doric decor of the Temple of Demeter prior to sampling the culinary perfection of pan-seared calamari in Naxos. Relax on the sunny and sandy expanses of the most scenic beaches in the Cyclades. Browse handmade clothing in unspoiled Folegandros and Milos--tiny island refuges yet to be found by tourists.
voyage map

A Complimentary Destination Discovery Event

Join us for a once-in-a-lifetime experience after hours during this Evening in Ephesus event exclusive to Windstar guests. Enjoy a 5-course, white-glove-service dinner under the stars accompanied by a trio from the Aegean Chamber Orchestra. Surround yourself in the magic of these ancient ruins, and delight in every detail.

Wind Star/Wind Spirit: This event takes place in the Ephesus Library.
Star Legend/Star Pride: This event takes place on Harbor Street.

Please note: This Destination Discovery Event has been scheduled in a way that will allow you to book and experience another shore excursion on the same day and you will not miss anything.
Popular Highlights
Apeiranthos Village
From Naxos, Greece, explore Apeiranthos Village, a traditional mountain village known for its well-preserved architecture, marble-paved streets, and scenic views
Ermoupoli
Ermoupoli  is a beautiful town known for its neoclassical architecture, colorful buildings, and narrow streets. It has a strong Venetian influence, which differentiates it from the other Cycladic islands in the region.
 
Kusadasi
Late night stays in Kusadasi, Naxos, and Folegandros allow for plenty of time to explore before returning back to your ship.
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Thu Jun 18
Athens, Greece
Arrive:  
Depart:  5:00 PM
Watersports Platform: 
Fri Jun 19
Ermoupoli
Arrive:  7:00 AM
Depart:  4:00 PM
Watersports Platform: 
Sat Jun 20
Kusadasi
Arrive:  8:00 AM
Depart:  11:59 PM
Watersports Platform: 
Sun Jun 21
Pythagoreio, Greece
Arrive:  7:00 AM
Depart:  5:00 PM
Watersports Platform: 
Mon Jun 22
Naxos, Greece
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Jun 23
Folegandros, Greece
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Wed Jun 24
Milos, Greece
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Thu Jun 25
Athens, Greece
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Wind Spirit
The Wind Spirit is a sleek, 4-masted sailing yacht accommodating 148 guests. With four decks and a gross tonnage of 5,736, Wind Spirit feels like your own private yacht.
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Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
Category B
Category B
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $4,999 per guest
? All-inclusive price from $5,692 per guest
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
ALL DATES &
FARES
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited select beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Thu, Jun 4 - Thu, Jun 11, 2026
WIND SPIRIT
$6,092
$5,399
Thu, Jun 18 - Thu, Jun 25, 2026
WIND SPIRIT
$5,692
$4,999
THIS
SAILING
Thu, Sep 24 - Thu, Oct 1, 2026
WIND SPIRIT
$6,092
$5,399