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Published on: Jul 24, 2024
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Embarking on a sailing trip through the enchanting Greek Islands is an adventure that transports you to a world of turquoise waters, picturesque villages, and ancient ruins. As the wind fills the sails, you feel a sense of freedom and anticipation, knowing that each island holds its own unique treasures. Starting from Athens, the journey takes you to the Cyclades, a cluster of islands known for their whitewashed buildings and vibrant blue-domed churches. Santorini's dramatic cliffs, overlooking the caldera, offer breathtaking sunsets and the chance to explore ancient archaeological sites. Mykonos, with its lively nightlife and charming narrow streets, invites you to lose yourself in its maze-like alleys. Continuing the voyage, the Dodecanese islands beckon with their rich history. Rhodes, a UNESCO World Heritage site, boasts a medieval old town and the imposing Palace of the Grand Master. Symi captivates with its pastel-colored neoclassical houses, while Kos invites you to relax on its golden beaches or explore the ruins of Asklepion. Further east, the Sporades islands offer a tranquil escape. Skiathos, known for its lush green landscapes and pristine beaches, is a paradise for nature lovers. Skopelos, with its charming coastal villages and dense pine forests, served as the backdrop for the movie 'Mamma Mia!'. As you sail through the Ionian Sea, a different charm unveils itself. Corfu, the greenest of the Greek islands, showcases Venetian architecture and idyllic countryside. Kefalonia enchants with its dramatic cliffs, crystal-clear waters, and the famous underground Melissani Lake. Throughout the journey, each island offers an opportunity to taste the delectable flavors of Greek cuisine. From fresh seafood to mouthwatering souvlaki, every meal is a celebration of Mediterranean flavors. Whether you seek adventure, relaxation, or a blend of both, a sailing trip in the Greek Islands promises an unforgettable experience. With every island visited, you become captivated by the Greek spirit, where history meets natural beauty, and the warm hospitality of the locals embraces you. So set sail, and let the winds guide you through this idyllic paradise.

Sailing Trip in the Greek Islands

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Athens

Day 1: Athens (Marina Alimos) to Kea.

-Depart from Marina Alimos (Athens) and sail southeast towards the island of Kea.

Distance: Approximately 25 nautical miles.

POI: Kea Port.

-Spend the day exploring Kea's picturesque villages and beautiful beaches.

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What to visit
Lion of Kea (*) (*) (*) (*) (*) Epar.Od. Limaniou Korissias-Keas, Kea 840 02, Greece
Acropolis of Athens (Ακρόπολη Αθηνών) (*) (*) (*) (*) (*) Ακρόπολη Αθηνών Αθήνα, Αττική Ελλάδα

Kea to Mykonos

Day 2: Kea to Mykonos.

-Sail north from Kea towards the vibrant island of Mykonos.

Distance: Approximately 50 nautical miles.

POI: Mykonos Town.

-Explore the charming streets, visit the iconic windmills, and enjoy the bustling nightlife.

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What to visit
Archaeological Museum of Mykonos (*) (*) (*) (*) ( ) Polikandrioti, Mikonos 846 00, Greece

Mykonos to Paros

Day 3: Mykonos to Paros.

-Set sail from Mykonos and head southeast to the island of Paros.

Distance: Approximately 25 nautical miles.

POI: Parikia.

-Visit the historic Parikia town, relax on the golden beaches, and indulge in local cuisine.

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Paros to Naxos

Day 4: Paros to Naxos.

-Sail east from Paros to the largest island of the Cyclades, Naxos.

Distance: Approximately 15 nautical miles.

POI: Naxos Town.

-Explore the ancient ruins, visit the Portara, and wander through the charming streets of Naxos Town.

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Portara is a prominent landmark located in Naxos Town, also known as Chora, on the island of Naxos in Greece. The Portara are (See the place on Google Maps) Portara is a colossal marble doorway that stands on the islet of Palatia, just a short distance from the harbor of Naxos Town. The name 'Portara' translates to 'big door' in Greek, and it is the gateway to the ancient temple of Apollo. The history of Portara dates back to the 6th century BC when construction of the temple of Apollo began. However, the temple was never completed, leaving behind only the massive doorway that stands as a testament to the island's ancient past. The temple was intended to be one of the largest in Greece, but it was abandoned due to the death of the tyrant Lygdamis, who initiated its construction. Despite being unfinished, Portara has become an iconic symbol of Naxos and is one of the most photographed landmarks in the Cyclades. It offers breathtaking panoramic views of Naxos Town, the Aegean Sea, and the surrounding islands. Visitors can reach Portara by crossing a causeway that connects the islet of Palatia to the main island of Naxos. The islet itself is a popular spot for locals and tourists to relax, especially during sunset when the golden light bathes the ancient structure. After exploring Portara, visitors can wander through the charming streets of Naxos Town. The town is a labyrinth of narrow alleys, whitewashed houses, and Venetian architecture, reflecting its rich history. The main square, Plateia Protodikeiou, is a bustling hub with numerous cafes, restaurants, and shops. The Old Town, also known as Kastro, is a medieval neighborhood enclosed within ancient walls. Inside, visitors can discover the Venetian Castle, the Archaeological Museum of Naxos, and the Catholic Cathedral. The vibrant market streets are lined with traditional shops selling local products such as olive oil, cheese, and handmade crafts. Naxos Town is also famous for its beautiful sandy beaches, including Agios Georgios, Agios Prokopios, and Plaka. These beaches offer crystal-clear waters and a variety of water sports and beachfront tavernas. Overall, visiting Portara and exploring the charming streets of Naxos Town provides a captivating glimpse into the island's rich history, culture, and natural beauty.
What to visit
Archaeological Museum of Naxos (*) (*) (*) (*) ( ) Αγίας Κυριακής, Naxos 843 00, Greece
Portara (Πορτάρα) (*) (*) (*) (*) (*) Νησίδα Παλάτια 843 00 Νάξος, Κυκλάδες Ελλάδα

Naxos to Amorgos

Day 5: Naxos to Amorgos.

-Depart from Naxos and sail southeast towards the rugged island of Amorgos.

Distance: Approximately 40 nautical miles.

POI: Chora.

-Explore the stunning Chora town, visit the Monastery of Panagia Hozoviotissa, and admire the breathtaking views.

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◍The Monastery of Panagia Hozoviotissa, also known as the Hozoviotissa Monastery, is an iconic religious site located on the Greek island of Amorgos. Situated near the GPS coordinates (See the place on Google Maps) it is perched high atop a cliff on the southeastern side of the island, overlooking the Aegean Sea.

Description:

The Monastery of Panagia Hozoviotissa is an architectural masterpiece, renowned for its stunning location and breathtaking views. The monastery is built into the side of a sheer cliff, with its white-washed exterior blending harmoniously with the natural surroundings. It appears as if it is an extension of the rock itself, giving it a unique and awe-inspiring appearance. The monastery consists of several levels, with each level housing different areas and functions. The entrance is through a small wooden door that leads to a narrow staircase. Inside, visitors are greeted with a small courtyard adorned with vibrant flowers and plants. The main chapel, dedicated to the Virgin Mary, is located on the first level and is beautifully decorated with religious icons and frescoes.

History:

The Monastery of Panagia Hozoviotissa has a rich history that dates back to the 11th century. It was founded by the Byzantine Emperor Alexios I Komnenos after a miraculous icon of the Virgin Mary was discovered in a nearby cave. The emperor ordered the construction of the monastery to house the sacred icon and to serve as a place of worship and spiritual refuge. Over the centuries, the monastery has undergone several renovations and additions, but its original structure and character have been carefully preserved. It has remained an important pilgrimage site for both locals and visitors, attracting those seeking spiritual solace and admiring the remarkable beauty of the location. Today, the Monastery of Panagia Hozoviotissa is not only a spiritual center but also a popular tourist attraction. Visitors can explore the monastery's various levels, admire the intricate architecture, and enjoy panoramic views of the Aegean Sea and the surrounding landscape. Overall, the Monastery of Panagia Hozoviotissa is a remarkable testament to human determination and devotion. Its blend of natural beauty, architectural excellence, and spiritual significance make it a must-visit destination for anyone traveling to the island of Amorgos.

What to visit
Panagia Hozoviotissa (*) (*) (*) (*) (*) Οdos xoris onomasia, Amorgos 840 08, Greece
Πλατεία Χώρα (*) (*) (*) (*) ( ) Ελλάδα

Amorgos to Ios

Day 6: Amorgos to Ios.

-Sail southwest from Amorgos to the vibrant island of Ios.

Distance: Approximately 20 nautical miles.

POI: Chora.

-Explore the lively Chora, relax on the beautiful beaches, and enjoy the vibrant nightlife.

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Ios to Santorini

Day 7: Ios to Santorini.

-Depart from Ios and sail south to the world-famous island of Santorini.

Distance: Approximately 25 nautical miles.

POI: Fira.

-Explore the picturesque town of Fira, visit the stunning Oia village, and witness the incredible sunset views.

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◍The stunning Oia village is located in the vicinity of GPS coordinates (See the place on Google Maps) in the island of Santorini, Greece. Oia is a small town situated on the northern tip of the island, known for its breathtaking views and famous sunsets. Here is a detailed description and history of Oia :

Description:

Oia is a charming village that stands on a cliffside overlooking the Aegean Sea. It is characterized by its traditional Cycladic architecture, featuring whitewashed houses with blue-domed roofs and narrow, winding cobblestone streets. The town is built amphitheatrically, offering stunning panoramic views of the caldera, surrounding volcanic islands, and the deep blue sea. Oia is renowned for its picturesque beauty, attracting visitors from around the world. The village maintains a calm and romantic atmosphere, with its charming shops, art galleries, and a wide range of cafes and restaurants. Visitors can explore the town by wandering through its narrow streets, admiring the traditional architecture and enjoying the vibrant atmosphere. One of the highlights of Oia is its incredible sunset views. As the sun descends into the sea, the sky is painted with vivid hues of orange, pink, and purple, creating a mesmerizing spectacle. The sunset in Oia is considered one of the most beautiful in the world, and people gather at various viewpoints to witness this natural wonder.

History:

Oia has a rich history that dates back to ancient times. The town was originally established in the 14th century and flourished during the medieval period as a major maritime and trade center. Oia's strategic location allowed it to thrive as a prosperous settlement. Throughout its history, Oia has faced numerous challenges, including pirate invasions and volcanic eruptions. The most significant volcanic eruption occurred in the 17th century, which resulted in the destruction of much of the town. However, Oia was rebuilt, and its unique architectural style was preserved. In recent years, Oia has gained international recognition as a popular tourist destination. Its stunning beauty and incredible sunsets have made it a must-visit place for travelers seeking a unique and unforgettable experience. Overall, Oia village is a captivating destination that offers a combination of natural beauty, cultural heritage, and a peaceful ambiance. Whether you explore its narrow streets, visit its local shops, or simply relax while witnessing the incredible sunset views, Oia promises an unforgettable experience for every visitor.

What to visit
Fira to Oia (*) (*) (*) (*) (*) Thira 847 00, Greece
Καστέλι Αγίου Νικολάου Οίας (Kasteli of Oia) (*) (*) (*) (*) (*) Οία 847 02 Σαντορίνη, Κυκλάδες Ελλάδα

Santorini to Folegandros

Day 8: Santorini to Folegandros.

-Sail southwest from Santorini to the charming island of Folegandros.

Distance: Approximately 30 nautical miles.

POI: Chora.

-Explore the beautiful Chora town, relax on the secluded beaches, and enjoy the peaceful atmosphere.

See on Google Maps

What to visit
Church of Panagia (Virgin Mary) Folegandros / Παναγία (*) (*) (*) (*) ( ) Χώρα Φολεγάνδρου 840 11 Φολέγανδρος, Κυκλάδες Ελλάδα

Folegandros to Serifos

Day 9: Folegandros to Serifos.

-Depart from Folegandros and sail northwest to the island of Serifos.

Distance: Approximately 30 nautical miles.

POI: Livadi.

-Explore the picturesque Livadi town, visit the medieval hilltop village of Chora, and relax on the sandy beaches.

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◍The medieval hilltop village of Chora is a picturesque settlement located on the island of Serifos, Greece. It is situated in the vicinity of the GPS coordinates 37.1522° N latitude and 24.4919° E longitude. Chora is known for its well-preserved medieval architecture and its strategic position on top of a hill. The village offers stunning panoramic views of the Aegean Sea and the surrounding landscape. With its narrow winding streets, whitewashed houses, and traditional Cycladic architecture, Chora exudes a charming and authentic atmosphere. The history of Chora dates back to the medieval times when it served as a defensive stronghold against pirate attacks. It was built in such a way as to provide protection and allow the villagers to monitor the sea for any potential dangers. The village was strategically designed with a maze-like layout to confuse and deter attackers. Throughout the years, Chora has retained its medieval character, and walking through its cobblestone streets feels like stepping back in time. The village is home to several historic landmarks, including the Church of Agios Athanasios, which was built in the 16th century, and the ruins of a Venetian castle, which offer a glimpse into the village's past. In addition to its historical significance, Chora is also a popular tourist destination due to its beautiful sandy beaches. Visitors can take a break from exploring the village and relax on the shores of one of the nearby beaches, such as Livadi Beach or Livadakia Beach. These beaches offer crystal clear waters, sun loungers, and beachfront tavernas where visitors can enjoy local delicacies. Overall, the medieval hilltop village of Chora is a must-visit destination for history enthusiasts and beach lovers alike. Its rich history, architectural beauty, and stunning surroundings make it a truly unique and captivating place to explore.
What to visit
Kastro - Chora Serifos (*) (*) (*) (*) (*) 840 05 Σέριφος, Κυκλάδες Ελλάδα

Serifos to Athens

Day 10: Serifos to Athens.

-Sail northeast from Serifos back to Athens (Marina Alimos).

Distance: Approximately 60 nautical miles.

POI: Marina Alimos.

-Arrive back in Athens and conclude your sailing trip.

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