Off The Beaten Path Greek Islands

Jun 18, 2026 — Jun 25, 2026

Starting from

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PIRAEUS, ATHENS → PIRAEUS, ATHENS

7 Nights on Wind Spirit

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.

Complimentary Windstar Destination Discovery Event

Complimentary Windstar 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 4-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.
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.

1
JUN 18, 2026
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0
2
JUN 19, 2026
ARRIVE
7:00 AM
DEPART
4:00 PM
MARINA
NO
SHORE EXCURSIONS
3

Ermoupoli, Transfer to Kini Beach *

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate
Price
$115

Syros: Syros Walking tour & Cooking Demo *

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate
Price
$219

Ermoupoli, Highlights of Syros *

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Strenuous
Price
$119
3
JUN 20, 2026
ARRIVE
8:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
9

Kusadasi, Concierge Collection: Ephesus & Private Lunch at Sirince Village *

Time
9:00 AM
Duration
7 Hours
Activity Level
Moderate-Strenuous
Price
$169

Kusadasi, Concierge Collection: Half Day Private VAN + Guide *

Time
9:01 AM
Duration
4 Hours
Activity Level
Easy
Price
$699

Kusadasi, Ephesus & Ancient Houses *

Time
8:45 AM
Duration
4 Hours
Activity Level
Moderate-Strenuous
Price
$99

Kusadasi, Concierge Collection: Full Day Private VAN + Guide *

Time
9:01 AM
Duration
8 Hours
Activity Level
Easy
Price
$899

Kusadasi, Ephesus and Virgin Mary's House

Time
8:30 AM
Duration
5 Hours
Activity Level
Moderate
Price
$99

Kusadasi, Concierge Collection: Full Day Private Car + Guide

Time
9:01 AM
Duration
8 Hours
Activity Level
Easy
Price
$699

Kusadasi, Concierge Collection: Full Day Private VAN + Guide *

Time
8:30 AM
Duration
8 Hours
Activity Level
Easy
Price
$899

Kusadasi, Archaeological Ephesus & Museum *

Time
8:30 AM
Duration
5 Hours
Activity Level
Moderate
Price
$99

Kusadasi, Concierge Collection: Half Day Private Car + Guide

Time
9:01 AM
Duration
4 Hours
Activity Level
Easy
Price
$599
4
JUN 21, 2026
ARRIVE
7:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0
5
JUN 22, 2026
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
3

Naxos, Traditional Villages of Naxos *

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Moderate
Price
$149

Naxos, Hidden Coves & Island Charms: Private Cruise Naxos-Paros

Time
8:30 AM
Duration
6.25 Hours
Activity Level
Easy
Price
$329

Naxos, Walking Tour *

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$95
6
JUN 23, 2026
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
3

Folegandros, An Aegean Evening on Folegandros

Time
6:30 PM
Duration
2.5 Hours
Activity Level
Easy
Price
$299

Folegandros, Traditions of Folegandros: A journey through local life

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy
Price
$199

Folegandros, Folegandros by Sea: Hidden Bays & Crystal Waters

Time
8:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate
Price
$229
7
JUN 24, 2026
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
4

Milos, Amazing Beach *

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy
Price
$115

Milos, Concierge Collection: Half Day Private Car with Guide *

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy
Price
$1099

Milos Highlights *

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate
Price
$119

Milos, Concierge Collection: Full Day Private Car with Guide *

Time
8:30 AM
Duration
8 Hours
Activity Level
Easy
Price
$1499

Wind Spirit

number of decks
4 Decks
yacht length
360 ft (110 meters)
yacht crew size
90 Crew Members
yacht guest capacity
148 Guests

Staterooms

Staterooms description here

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Available Dates

Date Yacht
Starting from
Actions
Jun 4 (Thu) – Jun 11 (Thu), 2026June 4 (Thu) – June 11 (Thu), 2026Wind Spirit$14,528
Sep 24 (Thu) – Oct 1 (Thu), 2026September 24 (Thu) – October 1 (Thu), 2026Wind Spirit$15,528