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Off The Beaten Path Greek Islands

Aug 19, 2027 — Aug 26, 2027

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PIRAEUS, ATHENS → PIRAEUS, ATHENS

7 Nights on Wind Surf

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

Evening in Ephesus

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

Please note: This Destination Discovery Event: Evening in Ephesus has been scheduled so you can enjoy another shore excursion earlier in the day without missing a moment of the evening.

See Detail
Complimentary Windstar Destination Discovery Event

Complimentary Windstar Destination Discovery Event

Evening in Ephesus

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

Please note: This Destination Discovery Event: Evening in Ephesus has been scheduled so you can enjoy another shore excursion earlier in the day without missing a moment of the evening.

Map routes may vary by sailing. Actual itineraries are listed below.
1
AUG 19, 2027
Athens, Greece
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
4

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. 

Available Excursions

Athens, Greece

Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$149

Athens, Greece

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$1,199

Athens, Greece

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous

Add during booking

$149

Athens, Greece

Discover Athens your way—visit the Acropolis, Plaka, Roman Agora & more with a private guide and driver.

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$1,299

2
AUG 20, 2027
Ermoupoli
ARRIVE
7:00 AM
DEPART
4:00 PM
MARINA
NO
SHORE EXCURSIONS
3

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.

Available Excursions

Ermoupoli

Explore Ermoupoli, St. George Cathedral, Posidonia & Finikas, with scenic village views across beautiful Syros.

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Strenuous

Add during booking

$119

Ermoupoli

Explore Ermoupouli’s St. Nicholas Church, Vaporia mansions & local history, then enjoy a traditional Greek lunch.

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$219

Ermoupoli

Relax at Kini Beach with reserved sunbeds, shallow waters, sandy shores and seaside cafés at your leisure.

Time
9:00 AM
Duration
4 Hours
Activity Level
Easy-Moderate

Add during booking

$115

3
AUG 21, 2027
Kusadasi
ARRIVE
8:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
0

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.  

4
AUG 22, 2027
Pythagoreio, Samos, Greece
ARRIVE
7:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
4

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.

Available Excursions

Pythagoreio, Samos, Greece

Time
7:30 AM
Duration
4 Hours
Activity Level
Moderate

Add during booking

$169

Pythagoreio, Samos, Greece

Time
7:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate

Add during booking

$179

Pythagoreio, Samos, Greece

Time
7:30 AM
Duration
4.5 Hours
Activity Level
Easy-Moderate

Add during booking

$99

Pythagoreio, Samos, Greece

Time
7:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate

Add during booking

$119

5
AUG 23, 2027
Naxos, Greece
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
3

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.

Available Excursions

Naxos, Greece

Sail the Cyclades to the Blue Lagoon, Tripiti Cave & Piso Livadi — swim, snorkel and soak up Aegean beauty.

Time
8:30 AM
Duration
6.25 Hours
Activity Level
Easy

Add during booking

$329

Naxos, Greece

Discover Naxos’ Chalki, Panagia Drosiani, marble-paved Apiranthos & the ancient Kouros of Melanes.

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$149

Naxos, Greece

Discover Naxos’ charming Kastro, stroll Chora’s winding lanes, and marvel at the iconic Portara Temple of Apollo!

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$95

6
AUG 24, 2027
Folegandros, Greece
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
3

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.

Available Excursions

Folegandros, Greece

Explore authentic Folegandros in Ano Meria, visit historic chapels, rustic farms & traditional wood-fired bakeries.

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy

Add during booking

$199

Folegandros, Greece

Cruise Folegandros’ hidden coves and secluded bays, swim in crystal-clear waters & discover the island’s wild coastline.

Time
8:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate

Add during booking

$229

Folegandros, Greece

Dine in a charming Folegandros village taverna, savor local dishes, wine and authentic island hospitality.

Time
6:30 PM
Duration
2.5 Hours
Activity Level
Easy

Add during booking

$299

7
AUG 25, 2027
Milos, Greece
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
4

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

Available Excursions

Milos, Greece

Discover Milos’ lunar Sarakiniko Beach, Papafragkas caves, charming Plaka, and ancient catacombs with bay views.

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

Add during booking

$119

Milos, Greece

Explore iconic sights or craft your own 8-hour adventure with a private guide, driver, and personalized itinerary.

Time
8:30 AM
Duration
8 Hours
Activity Level
Easy

Add during booking

$1,499

Milos, Greece

Explore at your own pace with a private car, driver & guide — customize a personalized sightseeing adventure ashore.

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$1,099

Milos, Greece

Relax on beautiful Paleochori Beach—unwind with included sunbeds & umbrellas and soak up 3 hours of seaside bliss!

Time
9:15 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$115

8
AUG 26, 2027
Athens, Greece
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

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. 

Wind Surf

number of decks
6 Decks
yacht length
535 ft (163 meters)
yacht crew size
191 Crew Members
yacht guest capacity
342 Guests
See More Voyages

Staterooms

Room Size 495 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 242 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 376 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

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 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size sq ft
Max. Occupancy 2 Passengers
Amenities

Available Dates

Date Yacht
Starting from
Actions
Sep 24 (Thu) – Oct 1 (Thu), 2026September 24 (Thu) – October 1 (Thu), 2026Wind Spirit
Starting price not available
Jul 6 (Tue) – Jul 13 (Tue), 2027July 6 (Tue) – July 13 (Tue), 2027Wind Surf
Jul 4 (Tue) – Jul 11 (Tue), 2028July 4 (Tue) – July 11 (Tue), 2028Wind Surf
Aug 19 (Sat) – Aug 26 (Sat), 2028August 19 (Sat) – August 26 (Sat), 2028Wind Surf

Off The Beaten Path Greek Islands

PIRAEUS, ATHENS → PIRAEUS, ATHENS

7 Nights on Wind Surf

Aug 19, 2027 — Aug 26, 2027

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.

1
AUG 19, 2027
Athens, Greece
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
4

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, Acropolis Museum & Scenic Tour Transfer to Airport

Experience the remarkable collections of the New Acropolis Museum, where the masterpieces of Ancient Athens are presented with exceptional clarity and light. Explore the excavated remains of the ancient city beneath the museum, revealing layers of daily life throughout the centuries. After your visit, relax aboard your coach for a panoramic drive through Athens, passing Constitution Square, the Monument of the Unknown Soldier, the Temple of Olympian Zeus, the former Royal Palace, and the historic Olympic Stadium. Your tour concludes with a direct transfer to the airport.

Port
Athens, Greece
Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$149 USD

Athens, Concierge Collection: Half Day Private CAR

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites of the city like The Acropolis, Hedrian's Library, the Roman Agora, Kerameikos, and Plaka or create your own personal stops to make the experience your own. Please note : Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it's in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

Port
Athens, Greece
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$1,199 USD

Athens, Acropolis Museum & Scenic Tour Transfer to WSC Hotel

Discover the treasures of the New Acropolis Museum, home to the finest artistic achievements of Ancient Athens and an impressive archaeological excavation visible beneath the building. Wander through thoughtfully curated galleries before continuing on a scenic panoramic drive through the city. Enjoy views of key landmarks such as Constitution Square, the Monument of the Unknown Soldier, the Temple of Olympian Zeus, the former Royal Palace, and the Olympic Stadium. At the end of your tour, you will be comfortably transferred to the Windstar Cruises hotel.

Port
Athens, Greece
Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous

Add during booking

$149 USD

Athens, Concierge Collection: Half Day Private VAN

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own van. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites of the city like The Acropolis, Hedrian's Library, the Roman Agora, Kerameikos, and Plaka or create your own personal stops to make the experience your own. Please note: Capacity: 4-6 guests. Private vans are ordered per vehicle (not per person). This tour includes transport in a private van, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it's in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

Port
Athens, Greece
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$1,299 USD

2
AUG 20, 2027
Ermoupoli
ARRIVE
7:00 AM
DEPART
4:00 PM
MARINA
NO
SHORE EXCURSIONS
3

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, Highlights of Syros

During the 19th century Ermoupoli was Greece's principal port and stands on a natural amphitheater site. You will board your motor coach that will take you from the port up the long, steep hill to the top where you will see the Cathedral of St. George. You will visit this 14th century building before descending on foot to pass by the Cappuchin Monastery of St. John. Continue your descent to the bottom of the hill and re-board your coach for the drive across the island. You will pass the villages of Vari and Chroussa and reach the village of Posidonia. You will see the outside of the Tsiropina Mansion, a building that used to belong to one of the most renowned families in Greece and used to serve as the Town Hall. Next you will travel to the seaside village of Finikas where you will stop for refreshments. Continue on your scenic drive through the villages of Galissas and Talanta on your way back to Ermoupoli. Here your guide will take you on a walking tour visiting the main sites of this beautiful town. Please note: Wear comfortable walking shoes. This tour is not wheelchair accessible.

Port
Ermoupoli
Time
8:30 AM
Duration
4.5 Hours
Activity Level
Strenuous

Add during booking

$119 USD

Syros: Syros Walking tour & Cooking Demo

Enjoy your guided walk of Ermoupouli, the main town of Syros island and capital of Cyclades group of islands. Visit the impressive Church of St. Nicholas, the Vaporia quarter with its neoclassical mansions, and the Monument of the Unknown Soldier. Conclude your tour at a local traditional restaurant were the owner will let you in on some of the secrets behind some of her traditional recipes followed by lunch. Afterwards, you can either walk back to the yacht with your guide or time permitting may choose to remain in town for some leisure time and stroll back to the yacht at your own pace. Please note: This tour involves some walking and standing. Guests with limited mobility should take this into consideration. Dietary requirements can be accommodated but need to be communicated 48 hours prior to call. Wear sunscreen and anti-slip shoes, bring a hat and local currency.

Port
Ermoupoli
Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$219 USD

Ermoupoli, Transfer to Kini Beach

Board your waiting motor coach for the 30-minute drive ti Kini Beach. Wear your swimsuit under your clothing; bring a towel, sunscreen and a hat. You will spend approximately 3 hours enjoying this lovely beach exactly as you please. The beach is wide and sandy with shallow water. Taverns and cafes are also available. Please note: Sunbeds and umbrellas are reserved beforehand. They may not be first on the waterfront.

Port
Ermoupoli
Time
9:00 AM
Duration
4 Hours
Activity Level
Easy-Moderate

Add during booking

$115 USD

3
AUG 21, 2027
Kusadasi
ARRIVE
8:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
0

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.  

4
AUG 22, 2027
Pythagoreio, Samos, Greece
ARRIVE
7:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
4

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.

Secrets Beneath Samos Eupalinus Tunnel Archaeological Museum

Enjoy a scenic drive along the southeast coast of Samos, where history and natural beauty come together. Your first stop is the remarkable Tunnel of Eupalinus, considered one of the engineering marvels of the ancient world. Built in the 6th century B.C. during the reign of Polycrates, this impressive water tunnel once formed part of a vast aqueduct system. Carved into the slopes of Mount Panagia Spiliani, it stands as a testament to the ingenuity, precision, and advanced knowledge of ancient Greek engineering, continuing to fascinate visitors to this day.

The journey continues to the Archaeological Museum of Pythagorion, now housed in a modern building near the site of the ancient city of Samos. The museum’s extensive collection of approximately 3,000 artifacts traces the island’s rich history from the 5th millennium B.C. to the 7th century A.D. Exhibits include marble statues, coins, architectural fragments, ceramic vases, and jewelry, offering insight into the cultural and political significance of Samos and its connections to mainland Greece and Asia Minor.

Before returning to the ship, enjoy some free time in the charming village of Pythagorion, where you can explore at your own pace or relax by the waterfront.

Please note: Wear casual, weather-appropriate clothing and comfortable walking shoes. A hat, sunglasses, and sunscreen are recommended.

Port
Pythagoreio, Samos, Greece
Time
7:30 AM
Duration
4 Hours
Activity Level
Moderate

Add during booking

$169 USD

From Hera to Harvest the Story of Samos

A short drive from the pier brings you to the Archaeological Museum of Samos, home to an impressive collection of artifacts uncovered from the Heraion sanctuary. Reflecting the wide-reaching influence of the ancient sanctuary, the museum displays a rich array of votive offerings, including a bronze statuette of an Urartian god, Assyrian figurines, and an ivory depiction of Perseus and Medusa. Among its highlights is the remarkable 5-meter-tall marble Kouros, dating from 580 BC and dedicated to Apollo, considered the largest surviving free-standing sculpture from ancient Greece. Your journey continues with a visit to the Heraion, the sacred sanctuary of Hera, believed to stand on the site of the goddess’s birthplace. Once one of the largest temples in Greece, only a single column remains today from its original 155. The site’s history is marked by multiple reconstructions following destruction by war and natural disasters, culminating in a grand structure commissioned by the tyrant Polycrates, renowned in antiquity for its scale and opulence. The tour concludes with a visit to the Samos Wine Cooperative, where you will have the opportunity to sample locally produced wines, celebrated among the finest in Greece.

Please note: Wear casual, weather-appropriate clothing and comfortable walking shoes. A hat, sunglasses, and sunscreen are recommended.

Port
Pythagoreio, Samos, Greece
Time
7:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate

Add during booking

$179 USD

Samos Stories Sacred Views. Historic, Streets & Local Wines

Enjoy a scenic drive to the northwest of Pythagorio on the island of Samos, where at an altitude of 125 meters above sea level lies the Monastery of Panagia Spiliani, also known as the Virgin of the Cave. This unique sanctuary, dedicated to the Presentation of the Virgin Mary, is built inside a large cave and houses a revered marble icon believed to be miraculous. According to local legend, the icon was once stolen and lost at sea, only for its scattered pieces to return to Samos over time, where it was restored and returned to its place. Behind the church, a spring of holy water flows, and archaeological findings suggest the cave was a place of worship even in ancient times, possibly linked to Pythagoras, the famed mathematician of Samos. The monastery’s hilltop location also offers stunning views over Pythagorio, and approximately 95 steps lead down into the cave. After your visit, a short drive brings you to Pythagorio, where you will see the remains of a Byzantine castle, likely built in the late 7th century as a defense against Arab raids in the Aegean. Your exploration continues with a walking tour of this charming village, known for its well-preserved houses with red-tiled roofs and narrow streets, followed by free time to enjoy a stroll or relax at one of the seaside cafes. On the return journey to the ship, you will visit the Samos Wine Cooperative, where you can sample locally produced wines, among the finest in Greece.

Please note: wear casual, weather-appropriate clothing and comfortable walking shoes; a hat, sunglasses, and sunscreen are recommended.

Port
Pythagoreio, Samos, Greece
Time
7:30 AM
Duration
4.5 Hours
Activity Level
Easy-Moderate

Add during booking

$99 USD

Samos Beach Escape

This excursion takes you to a beautiful beach in the southwest of Samos, an area known for its captivating scenery and coastal charm. En route, you will pass through the picturesque fishing village of Pythagorio, offering glimpses of traditional island life. A short distance away lies Potokaki, a stunning cove where crystal-clear waters meet sweeping natural views. Here, guests can relax, swim, or simply soak up the sun in a tranquil setting, making the most of this idyllic seaside escape.

Please note: Light clothing, a swimsuit, hat, and sunscreen are recommended.

Port
Pythagoreio, Samos, Greece
Time
7:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate

Add during booking

$119 USD

5
AUG 23, 2027
Naxos, Greece
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
3

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

Embark on a luxurious private cruise from Naxos Port and explore the dazzling beauty of the Cyclades in comfort and style. Your voyage begins with a scenic sail to Panteronisi, the famous Blue Lagoon, where crystal-clear turquoise waters invite you to swim, snorkel, and unwind in a serene natural setting. Continue to Antiparos to discover the impressive Holed Cave (Tripiti Cave), known for its striking sea arches and vibrant blue hues; an unforgettable spot for swimming and photography. Your journey then brings you to the charming fishing village of Piso Livadi on Paros, where you can stroll the harbor or relax with a seaside coffee. After this peaceful stop, enjoy a leisurely sail back to Naxos, taking in the breathtaking island views along the way. This intimate cruise perfectly blends relaxation, adventure, and the stunning landscapes of the Aegean.

Port
Naxos, Greece
Time
8:30 AM
Duration
6.25 Hours
Activity Level
Easy

Add during booking

$329 USD

Naxos, Traditional Villages of Naxos

Naxos is the largest and most fertile of the Cycladic Islands. Departing from the port, you will head towards the central area of the island where Chalki, the old capital of Naxos, is located. There, you will visit a distillery of citron, a local liqueur distilled from lemons. Carrying on again, you will stop to visit the church of Panagia Drosiani (6th cent. AD) near the village of Moni, one of the best preserved monuments from the Early Christian era. You will pass through the village of Filoti, the island's largest village and former Frankish fief on your way to Apiranthos, the island's oldest village. There, you will have the chance to visit the archaeological, the geological, the folkloric and the museum of the history of nature, depending on your interests. Apiranthos is a village which has retained its traditional appearance with its very narrow streets, paved with marble, beautiful 2-story houses built from local stone, sloping alleys, Venetian towers and charming little cafés. Your last stop before returning to the port will be the village of Melanes, where a large unfinished 6th century BC Kouros (male statue) lies abandoned. Please note: Wear comfortable walking shoes.

Port
Naxos, Greece
Time
8:30 AM
Duration
4.5 Hours
Activity Level
Moderate

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$149 USD

Naxos, Walking Tour

Chora, on the west coast, is the island's port and capital. It is a large town divided in two historic neighborhoods - Bourgos where the Greeks lived and Kastro where the Venetian Catholics lived. Kastro is the most alluring part of the town with winding alleyways and white-washed houses. A causeway to the north of the port leads to the islet of Palatia and the unfinished Temple of Apollo, Naxos' most famous landmark (also known as Portara). After visiting the temple, you will walk back to the Kastro area. Walking in the Kastro you will be able to admire the Orthodox Cathedral, the Catholic Cathedral and the Archaeological Museum. The museum includes collections of vases and torsos as well as Hellenistic and Roman terraccota figurines. There are also some early Cycladic figurines. You will also have the opportunity to walk through the narrow streets where there are some handsome Venetian dwellings, many with well kept gardens and insignia of their original residents. Please note: The walking tour involves covering a considerable distance over narrow cobblestone streets with uphill sections. There is a total of approximately 60 steps to be negotiated. Not suitable for guests with walking difficulties. Wear comfortable walking shoes.

Port
Naxos, Greece
Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

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$95 USD

6
AUG 24, 2027
Folegandros, Greece
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
3

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.

Folegandros, Traditions of Folegandros: A journey through local life

Discover the authentic heart of Folegandros on an immersive cultural tour that reveals the island’s traditions and everyday rhythms. Led by a knowledgeable local driver-guide, you will explore places rarely seen by visitors, from the charming hilltop village of Ano Meria to centuries-old chapels, rustic farms, and wood-fired bakeries that preserve time-honored techniques. This relaxed morning experience offers a meaningful connection to island life and is ideal whether you are staying just a few days or looking to deepen your understanding of the local culture. It also pairs perfectly with a peaceful afternoon at the beach.

Port
Folegandros, Greece
Time
8:30 AM
Duration
3 Hours
Activity Level
Easy

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$199 USD

Folegandros, Folegandros by Sea: Hidden Bays & Crystal Waters

Experience the untouched beauty of Folegandros from a truly privileged perspective: the sea. This boat tour offers the only practical way to access the island’s most secluded coves, hidden bays, and crystalline waters — many of which remain unreachable by land. Perfect for your first or second day on the island, this leisurely tour introduces you to the dramatic coastline and peaceful rhythm of Folegandros. For short-stay visitors, it's the best way to capture the island’s essence in a single, unforgettable day. Soak in the sun, swim in turquoise waters, and discover a side of Folegandros known only to locals and the lucky few who travel by sea.

Port
Folegandros, Greece
Time
8:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate

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$229 USD

Folegandros, An Aegean Evening on Folegandros

Savor an authentic island evening with a traditional dinner in a charming local taverna nestled in a quiet village square. Enjoy regional dishes prepared with fresh island ingredients, complemented by local wine and heartfelt hospitality. This warm and inviting experience offers a taste of everyday life on Folegandros, where simple pleasures and genuine connections define the spirit of the island.

Port
Folegandros, Greece
Time
6:30 PM
Duration
2.5 Hours
Activity Level
Easy

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$299 USD

7
AUG 25, 2027
Milos, Greece
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
4

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 Highlights

Volcanic Milos, the most westerly island of the Cyclades has stunning beaches, coves, and geologically interesting places. Since antiquity the island has been quarried for its minerals. Obsidian, a hard, black volcanic glass used for manufacturing sharp blades was mined on the island and exported throughout the Mediterranean. You will visit the Sarakiniko Beach with its lunar landscape, the result of volcanic eruptions. This beautiful, moon-like spot is one of the island's many geological wonders and perhaps one of the most photographed places in the Cyclades. You'll take a walk down the beach so you can experience this one-of-a-kind location and take photographs. Next you will visit the cave of Papafragkas, a cluster of deep-sea inlets and sea caves. Located next to Papafragkas Cave is Filakopi, a settlement dating back to the Neolithic Period (approximately 9,000 to 4,000 B.C.) and remained an active settlement until 1,000 B.C. From Papafragkas you can see the remains of the walls of the city (only standing remains of the city at this point). The tour does NOT enter the archaeological site. Next stop Plak a and its cobble streets and alleys. Plaka is a classic Cycladic village with white stone houses and bougainvillea flowers, locted on a hilltop. You'll walk through the village to admire its traditional architecture and its stunning view of the sea, and you'll taste some homemade sweets at the village's local pastry shops at your leisure. Following, the Christian Catacombs , which are the largest in Greece, and the ruins of the ancient city of Klima . Close to the Catacombs is the marble amphitheater. There are still seven intact seat rows and there is a lovely view of the bay. On the way to the theater from the Catacombs, you will also visit the site where Venus de Milo was discovered in 1820 (now residing in the Louvre in Paris). Please note : Wear comfortable walking shoes, sunglasses and sunscreen.

Port
Milos, Greece
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate

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$119 USD

Milos, Concierge Collection: Full Day Private Car with Guide

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites of the city, or create your own personal stops to make the experience your own. Please note: Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it's in the area and does not exceed the duration of 8 hours. Recommended for physically challenged guests.

Port
Milos, Greece
Time
8:30 AM
Duration
8 Hours
Activity Level
Easy

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$1,499 USD

Milos, Concierge Collection: Half Day Private Car with Guide

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites of the city, or create your own personal stops to make the experience your own. Please note: Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it's in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

Port
Milos, Greece
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

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$1,099 USD

Milos, Amazing Beach

This is a tour set-up to visit one of the nicest beaches of the island. Your escort will assist you during this trip and you will visit the beach of Paleochori - sunbeds and umbrellas are included. You will have 3 hours to relax and enjoy this lovely location. Please note: Wear comfortable walking shoes, sunglasses and sunscreen. Bring a hat, your swimsuit and a towel.

Port
Milos, Greece
Time
9:15 AM
Duration
4 Hours
Activity Level
Easy

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$115 USD

8
AUG 26, 2027
Athens, Greece
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

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.