Windstar Cruises

Treasures of the Greek Isles

Visit sun-drenched places as you sail the Greek Isles, discovering a world abounding with seaside scenery and ancient treasures. On such legendary islands as Santorini and Mykonos, views of azure sea and white-washed villages will take your breath away. On your Greek islands cruise, you may embrace the magic and mythology of ancient temples built to honor Greek gods and goddesses. Visit UNESCO World Heritage Sites such as the amazing hilltop Acropolis in Athens, the haunts of St. John on the tiny island of Patmos, and the ancient Roman city of Ephesus. You may imagine you are Mark Antony, as you walk the same marble streets where the Roman general (and lover of Cleopatra) was once cheered by residents. Dine among the fascinating ruins as a complimentary treat, a Windstar-exclusive evening Destination Discovery Event planned for Ephesus.   Windstar’s Treasures of Greek Isles, and all other Greece itineraries, deliver you into the heart of Greek culture. As you cruise to Athens, call, too, at small secluded ports such as Monemvasia, a pedestrians-only village built into a cliffside, and Nafplio, a delightful mainland town where you can wander cobblestone streets and explore Venetian fortresses. On your Windstar small ship cruise, Greece unfolds at a leisurely pace. You’ll have time to linger in magical places, to swim from powdery sand beaches, to explore local cuisine and get to know friendly locals, shouting “ya mas” (“cheers”) as you toast with ouzo. You may even dance like Zorba the Greek at a local taverna. Your Windstar cruise is the best of Greece, the way you imagined it. Click here for an in-depth look at some of our shore excursion options for this sailing. Looking for more? Go in-land and combine the best of the land and sea with a Cruise Tour that includes this itinerary: Delphi & Meteora: Grecian Treasures Cruise Tour

04/11/2025 through 08/17/2025
04/11/2025 through 08/30/2025

Day 1 Reshaped by volcanic activity, the rugged yet enchanting Santorini beckons all seafaring souls in the Aegean Sea.

Visitors to this breathtaking and romantic Cyclades archipelago will gaze at the whitewashed cubiform houses sitting cliffside and hovering over the water.

Santorini is technically an active volcano, and perhaps the only volcano on the planet with its crater situated in the sea. But don't worry too much; the last eruption was 3600 years ago. Instead, couples and tourists should explore, taste the local wine, and lounge in the sun on black sand beaches. As the sun sets dramatically, visitors will find a taverna or bar and toast their impeccable taste in travel destinations.
Day 2 This gorgeous, breezy island is a lively paradise without equal. A celebratory atmosphere will be found here, from dance clubs and DJs to summer tourists simply reveling in the good life. It is said that Mykonos is Greece's answer to Ibiza.

Mykonos, part of the Cyclades archipelago, has azure waters and a cosmopolitan flair. Visitors and locals alike lounge on the beach, find quiet on its country roads and enjoy a thriving culinary scene. Tourists should see the famous Mykonos windmills and the island's Archaeological Museum to further appreciate this idyllic destination.

Arrive Time: 8:00 AM – Depart Time: 6:00 PM
Day 3 This bustling holiday resort is a major cruise ship destination and a jumping-off point for visiting the ruins at nearby Ephesus. The beaches of Kusadasi a beautiful, welcoming and perfect for all ages!
Day 4 Patmos, a gem in the Aegean Sea, is steeped in history and spirituality, offering a serene escape for travelers seeking both tranquility and rich cultural experiences. Known as the "Island of the Apocalypse," Patmos is famously where Saint John the Theologian wrote the Book of Revelation. Visitors can explore the sacred Cave of the Apocalypse, a UNESCO World Heritage Site, where the saint is said to have received his visions. The Monastery of Saint John, perched high above Chora, the island’s capital, is another must-visit, with its stunning Byzantine architecture and fascinating museum housing rare manuscripts and religious relics.

Beyond its spiritual allure, Patmos boasts a picturesque landscape that captivates all who visit. The island's coastline is dotted with beautiful beaches, such as the secluded Psili Ammos, where golden sands meet crystal-clear waters. For those who enjoy scenic walks, the cobbled streets of Chora offer breathtaking views of the Aegean Sea, with charming whitewashed houses and vibrant bougainvillaea adding to the island’s timeless beauty. Whether you're exploring ancient churches or simply soaking up the sun on a quiet beach, Patmos invites you to unwind and reconnect with nature.

Cultural enthusiasts will find Patmos alive with traditions, particularly during the island’s religious festivals, which offer a glimpse into the local way of life. The Feast of the Assumption in August is especially notable, drawing visitors from around the world to witness the island’s deep-rooted Orthodox Christian customs. Alongside these spiritual festivities, Patmos also offers a range of dining experiences, from fresh seafood at seaside tavernas to gourmet meals in Chora’s atmospheric restaurants.

Patmos invites you to "Experience Serenity, Embrace History," offering a unique blend of sacred heritage, natural beauty, and authentic Greek culture. Whether you're a history buff, a spiritual seeker, or simply in search of a peaceful retreat, Patmos is a destination that promises to leave a lasting impression.

Arrive Time: 8:00 AM – Depart Time: 6:00 PM
Day 5 Reshaped by volcanic activity, the rugged yet enchanting Santorini beckons all seafaring souls in the Aegean Sea.

Visitors to this breathtaking and romantic Cyclades archipelago will gaze at the whitewashed cubiform houses sitting cliffside and hovering over the water.

Santorini is technically an active volcano, and perhaps the only volcano on the planet with its crater situated in the sea. But don't worry too much; the last eruption was 3600 years ago. Instead, couples and tourists should explore, taste the local wine, and lounge in the sun on black sand beaches. As the sun sets dramatically, visitors will find a taverna or bar and toast their impeccable taste in travel destinations.

Arrive Time: 8:00 AM – Depart Time: 9:00 PM
Day 6 Monemvasia, Greece, is a captivating destination that enchants visitors with its blend of medieval charm and stunning natural beauty. Perched on a small island off the coast of the Peloponnese, this fortified town, often referred to as the "Gibraltar of the East," is renowned for its well-preserved Byzantine architecture and labyrinthine streets. The heart of Monemvasia is its castle town, which offers visitors a glimpse into its rich history through its ancient walls, churches, and cobblestone alleys.

The town’s architecture is a testament to its storied past, with Byzantine, Venetian, and Ottoman influences interwoven into its structures. Notable landmarks include the Fortress of Monemvasia, which was strategically built to defend against invasions. The town’s narrow streets are perfect for wandering, offering picturesque views and charming shops where you can purchase local crafts and goods.

Monemvasia's natural surroundings are equally alluring. The clear blue waters of the Aegean Sea provide a serene backdrop for relaxing and swimming, while the surrounding landscape invites exploration. The area’s mild climate makes it a pleasant destination year-round, but spring and fall are particularly favorable, offering comfortable temperatures and fewer tourists. A fun fact about Monemvasia is that it is often referred to as "The Rock" due to its dramatic cliffs and the unique way it appears to rise from the sea.

For an unforgettable experience in Monemvasia, embrace its timeless allure by exploring its historic streets, enjoying local Greek cuisine in quaint tavernas, and marveling at the panoramic views from its ancient walls. Whether you are drawn by history, architecture, or natural beauty, Monemvasia provides a uniquely enchanting escape from the everyday.
Day 7 Nafplion, a picturesque coastal town in the Peloponnese, is often hailed as one of Greece's most charming and romantic destinations. As the first capital of modern Greece, Nafplion boasts a rich history, evident in its well-preserved neoclassical buildings, Venetian fortresses, and Ottoman influences. Stroll through the old town's narrow, cobbled streets, where vibrant bougainvillea frames balconies and traditional tavernas invite you to savor authentic Greek cuisine. The town's unique blend of history and beauty makes it an ideal destination for travelers seeking both cultural depth and scenic splendor.

One of Nafplion's most iconic landmarks is the Palamidi Fortress, perched high on a hill overlooking the town and the Argolic Gulf. Climbing the 999 steps to the fortress is a rewarding challenge, offering breathtaking panoramic views of the surrounding landscape. Another must-see is the Bourtzi Castle, located on a small islet in the harbor. Originally built by the Venetians in the 15th century, Bourtzi has served various roles throughout history, including as a fortress, a prison, and even a hotel. Today, it stands as a symbol of Nafplion and is accessible by a short boat ride from the harbor.

For a deeper dive into Nafplion's past, visit the Archaeological Museum, housed in a grand Venetian building in Syntagma Square. The museum's collection spans from the Neolithic period to the Roman era, with highlights including Mycenaean pottery and Bronze Age armor. Additionally, the Komboloi Museum offers a unique cultural experience, showcasing a vast collection of worry beads, a traditional Greek accessory with roots in ancient times.

Fun Fact: Nafplion is known as the "Town of the Firsts" because it was not only the first capital of modern Greece but also the site of the first Greek Parliament, the first Greek printing press, and the first official school. This legacy of firsts makes Nafplion a place of historical significance and pride for the Greek people .

Arrive Time: 7:00 AM – Depart Time: 5:00 PM
Day 8 Reshaped by volcanic activity, the rugged yet enchanting Santorini beckons all seafaring souls in the Aegean Sea.

Visitors to this breathtaking and romantic Cyclades archipelago will gaze at the whitewashed cubiform houses sitting cliffside and hovering over the water.

Santorini is technically an active volcano, and perhaps the only volcano on the planet with its crater situated in the sea. But don't worry too much; the last eruption was 3600 years ago. Instead, couples and tourists should explore, taste the local wine, and lounge in the sun on black sand beaches. As the sun sets dramatically, visitors will find a taverna or bar and toast their impeccable taste in travel destinations.

08/23/25 - 08/30/25

Starting At $4,999

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