Star Collector: Greek Classics & Hidden Gems Unveiled

From $8,408 per person

15 days

Ships: Wind Spirit, Wind Surf

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Star Collector: Greek Classics & Hidden Gems Unveiled

Journey Summary

  • Day 1 - Athens, Greece
  • Day 2 - Ermoupoli
  • Day 3 - Kusadasi
  • Day 4 - Pythagoreio, Greece
  • Day 5 - Naxos, Greece
  • Day 6 - Folegandros, Greece
  • Day 7 - Milos, Greece
  • Day 8 - Athens, Greece
  • Day 9 - Nafplio
  • Day 10 - Mykonos
  • Day 11 - Kusadasi
  • Day 12 - Patmos
  • Day 13 - Santorini
  • Day 14 - Monemvasia
  • Day 15 - Athens, Greece

Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

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Day 1

Athens, Greece

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. 

Day 2

Ermoupoli

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.

Day 3

Kusadasi

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. 

 

Day 4

Pythagoreio, Greece

Pythagoreio is a charming coastal town on the island of Samos, Greece, offering a picturesque harbor and a rich historical backdrop. Known for its association with the ancient Greek mathematician Pythagoras, the town's vibrant marina is lined with traditional fishing boats and modern yachts, creating a lively yet relaxed atmosphere. Visitors can stroll along the waterfront, enjoy seafood at local tavernas, or explore nearby ancient ruins, such as the Temple of Hera. The town's blend of ancient history, natural beauty, and welcoming locals makes it a perfect destination for travelers seeking culture and tranquility.

Day 5

Naxos, Greece

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.

Day 6

Folegandros, Greece

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.

Day 7

Milos, Greece

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

Day 8

Athens, Greece

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. 

Day 9

Nafplio

This charming seaside town on the Peloponnese is one of the most romantic cities in Greece. Enjoy the medieval old town with narrow cobblestone alleys, and neoclassical mansions with bougainvillea trees adorning the balconies. Take an optional tour to the UNESCO site of Epidaurus or the UNESCO site of Mycenea, ancient ruins including the famous Lion’s Gate. Stroll the Syntagma Square and take in the beauty of the Palamidi Castle with its 999 steps carved from the rocks. The view is breathtaking. 

Day 10

Mykonos

Wake this morning to the postcard-like scene of Mykonos, the classic Greek isle dotted with hundreds of whitewashed churches and thatch-roofed windmills, in a harbor bobbing with fishing boats and luxurious private yachts. An optional  tour including a scenic ferry ride takes you back to the 6th   century B.C. to the tiny island of Delos, a UNESCO site and the mythical birthplace of Apollo.

Day 11

Kusadasi

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. 

 

Day 12

Patmos

This UNESCO World Heritage Site is known worldwide as the sacred island where St. John wrote the Book of Revelation, Patmos is the ideal place for nature lovers with its coastline of sheer cliffs and its volcanic soil.  Highlights of Patmos include the Cave of the Apocalypse and the Holy Monastery of the Apocalypse.

Day 13

Santorini

As our yacht approaches the spectacular cliffs rising from the deep azure sea, you’ll understand the magic of this area, where some say the ruins of Atlantis remain hidden. Visit the village of Oia and see the iconic Santorini blue domes or take a guided tour of Bronze Age excavations at the UNESCO site of Akrotiri. Toast the day with a crisp, cold glass of local Assyrtiko wine and appreciate the magic accessible to small ships like ours.

Day 14

Monemvasia

This Gibraltar-like town tied to the mainland by a single thread of causeway holds treasures that are old even by Mediterranean standards, with town walls and several churches dating to the 12th century. Climb to the upper town for an up-close look at the castle and Agia Sophia, a Byzantine church. Wander the lanes of the lower town lined with Venetian mansions, many of which have been lovingly restored. Savor the sun on a smooth pebble beach. 

Day 15

Athens, Greece

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. 

Dates and Prices

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* Per double occupancy. Some pricing may reflect single traveler rate.

Ship

Your cruise ship

The Wind Spirit sails through tranquil waters, flanked by lush green mountains under a clear sky.
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About this ship

Wind Spirit

Wind Spirit is a graceful four-masted sailing yacht that reflects Windstar Cruises’ dedication to authentic, small-ship exploration. Designed for just 148 guests, this intimate vessel offers an elegant blend of traditional seafaring charm and contemporary comfort, creating a uniquely personal and immersive cruise experience.

Launched in 1988 and meticulously updated over the years, Wind Spirit sails primarily under wind power, with computer-assisted sails that unfurl silently above its teak decks. Its sleek design and shallow draft allow it to glide into quiet harbors, secluded coves, and hidden ports that are beyond the reach of larger cruise ships. Whether anchored off a pristine island or docked in a bustling coastal town, the ship brings guests closer to each destination—both physically and culturally.

The yacht features 74 well-appointed oceanview staterooms, including one spacious Owner’s Suite. Each stateroom is designed for comfort and relaxation, with a soothing coastal color palette, soft lighting, and thoughtful details. Guests enjoy queen-size beds with fine linens, marble-accented bathrooms stocked with L’Occitane amenities, flat-screen TVs, and fully stocked minibars. The Owner’s Suite provides additional space with a sitting area and a refined, residential feel.

Dining on Wind Spirit is relaxed yet sophisticated. Amphora, the main dining room, serves a rotating menu of regionally inspired cuisine crafted with fresh, local ingredients. Veranda offers a bright, airy setting for breakfast and lunch with both buffet and à la carte options. In the evenings, Candles transforms an open deck into a romantic al fresco restaurant featuring expertly grilled entrees under the stars. Room service is available around the clock for those who prefer the privacy of in-suite dining.

Onboard amenities support both leisure and adventure. A small plunge pool and whirlpool provide refreshing spots to unwind with ocean views. The World Spa offers rejuvenating treatments, while the fitness center is equipped with modern cardio and strength-training machines. A standout feature of the ship is the aft watersports platform, which lowers directly into the sea and offers complimentary kayaks, paddle boards, snorkel gear, and more when the ship is at anchor.

Wind Spirit sails to some of the world’s most naturally stunning and culturally rich destinations, including the Greek Isles, Tahiti, the Caribbean, and coastal Central America. Every itinerary is carefully curated to showcase the character and charm of each region, with immersive shore excursions and Windstar’s signature small-port access.

Offering the romance of true sailing, the comfort of a luxury yacht, and the warmth of personalized service, Wind Spirit is a perfect choice for travelers who want to slow down, savor the journey, and experience the world from the water’s edge.

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