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2 Week Sailing Itinerary from Athens

Set sail on a two-week journey through the Cyclades, starting and ending at Zea Marina in Athens. This itinerary blends exploration, relaxation, and cultural discovery as you visit iconic islands like Mykonos, Milos, and Serifos.

Enjoy pristine beaches, charming villages, and ancient landmarks, with activities ranging from snorkelling and hiking to dining in traditional tavernas. Each stop on the 14 day sailing itinerary from Athens offers its own unique charm, from the vibrant nightlife of Ios to the tranquil beauty of the Small Cyclades.

With secure moorings and modern facilities along the way, this itinerary promises an unforgettable sailing adventure through Greece’s stunning Aegean islands.

Day 1

Zea Marina

Our base at Zea Marina is conveniently located just a short taxi or metro ride from central Athens. This marina serves as the perfect starting point for your Greek adventure, allowing you to explore the rich history and vibrant atmosphere of Athens. Take time to visit iconic landmarks like the Acropolis and the Parthenon or simply immerse yourself in the lively streets of this bustling capital city.

Mooring

Zea Marina provides secure berths with modern amenities, making it an excellent spot to prepare for your journey. Its close proximity to central Athens ensures convenient access to all necessary supplies and provisions.

Things to do

You can begin your adventure by exploring the world-renowned Acropolis and Parthenon, which offer a fascinating insight into ancient Greek history. Strolling through the vibrant neighborhoods of Plaka and Monastiraki is another highlight, as they are filled with traditional cafes and unique market experiences. In the evening, you can savor the local cuisine at one of the marina’s many excellent tavernas. For those interested in history, the Hellenic Maritime Museum provides a compelling look into Greece’s naval legacy.

Facilities

Zea Marina offers secure berths with high-quality facilities, including fueling stations and well-maintained showers and restrooms. There are shops and restaurants within the marina complex, along with easy access to public transportation for exploring the city.

Marina Zea to Cape Sounio
Day 2

Marina Zea to Cape Sounio

Located at the southern tip of the Attica region, Cape Sounio is a striking destination renowned for its rocky, steep terrain and significant historical sites. The highlight of this area is the ancient Greek Temple of Poseidon, a breathtaking site dedicated to the god of the sea in classical mythology. Its cliffside location provides one of the best vantage points for watching the sun set over the Aegean Sea. The area is also a designated national park, recognized for its environmental importance and natural beauty.

Mooring

At Cape Sounio, you can moor using lazy lines on a town quay or dock at nearby marinas equipped with essential facilities for a comfortable stay.

Things to do

The crystal-clear waters surrounding Cape Sounio make it an ideal spot for snorkelling and swimming. Exploring the rocky landscapes and nearby archaeological sites adds an adventurous edge to your visit, while shopping opportunities in the area allow you to take home a piece of the local culture. Be sure to visit the Temple of Athena, located on a low hill approximately 300 meters northeast of the Temple of Poseidon.

Facilities

Cape Sounio offers comprehensive facilities, including access to water, electricity, WiFi, and fuel. Showers, toilets, and rubbish disposal services are available. Restaurants, bars, and gift shops provide dining and leisure options, while provisioning services and a chandlery cater to your sailing needs. Additional amenities include ice, taxi services, and an ATM for added convenience.

Temple of Poseidon in Cape Sounio
Day 3

Cape Sounio to Kythnos

Sailing from Cape Sounio to Kythnos takes you deeper into the Cyclades, where unspoilt landscapes and authentic Greek charm await. Known for its tranquil atmosphere and historical significance, Kythnos offers a mix of relaxation and exploration. This beautiful island is famed for its natural thermal springs, picturesque villages, and unique archaeological sites, making it a rewarding destination for sailors seeking a blend of adventure and serenity.

Mooring

Kythnos provides anchoring options in scenic bays, offering a peaceful and picturesque setting for your stay.

Things to do

The island’s crystal-clear waters invite snorkelling and swimming, while its narrow paths lead to archaeological wonders like Katafiki Cave, one of Greece’s largest and most historic caves. This remarkable site, once used as a shelter during invasions, is a must-see for history enthusiasts. For a more relaxing experience, visit Loutra and enjoy the renowned thermal springs, rich in iron and sulphur, providing the perfect free spa treatment. Exploring the charming villages and shopping for traditional Greek crafts add to the island’s allure.

Facilities

Facilities in Kythnos include rubbish disposal and a selection of restaurants serving authentic Greek cuisine. While basic, these amenities cater to the needs of visitors and add to the island’s rustic appeal.

Cyclades Itinerary
Day 4

Kythnos to Serifos

From Kythnos, set sail to the enchanting island of Serifos, renowned for its award-winning beaches and iconic whitewashed cubed houses that beautifully contrast with the rugged natural landscape. After a day spent lounging on the pristine beaches, take a leisurely stroll through the cobblestone alleys of Serifos Chora, the island’s capital. End your evening with a drink at one of the many bars in Chora while watching the sun set over the Aegean Sea.

Mooring

Serifos provides lazy line moorings on a town quay or in marinas, ensuring convenient and secure docking options for visitors.

Things to do

Serifos is an ideal spot for snorkelling and swimming, with its crystal-clear waters and inviting beaches. Exploring the narrow streets of Chora offers a chance to discover local shops and enjoy the vibrant atmosphere of this charming capital. Be sure to visit Piazza Square, a cosy spot in Chora where you can enjoy a traditional lunch at one of the ouzeries or tavernas. From its hilltop location, the square provides breathtaking views of the Aegean Sea and is the perfect spot to watch the sunset.

Facilities

Serifos offers essential facilities including access to water, electricity, and a variety of restaurants. These amenities ensure a comfortable and enjoyable stay for visitors as they take in the beauty and tranquillity of the island.

Serifos, Cyclades Itinerary
Day 5

Serifos to Sifnos

Travel from Serifos to the picturesque island of Sifnos, where cosmopolitan sophistication meets traditional Greek charm. Known for its rich history as a hub for gold and silver mining, Sifnos has evolved into a destination celebrated for its culinary excellence and vibrant arts scene. Whether you are exploring its scenic villages or indulging in its renowned cuisine, Sifnos offers a perfect mix of relaxation and discovery.

Mooring

In Sifnos, mooring buoys are available, offering secure and convenient docking options.

Things to do

Sifnos is a haven for snorkelling and swimming, with its clear turquoise waters and tranquil beaches. While exploring the island, visit the 17th-century Monastery of Chrissopighi, perched dramatically on a craggy rock. This iconic pilgrimage site, painted in beautiful pink and orange hues, is a must-see for its historical significance and breathtaking views. Wander through the charming villages and browse shops offering unique handcrafted items that reflect the island’s rich artisan heritage. Sifnos is also renowned for its culinary delights, making it the perfect place to indulge in traditional Greek cuisine at one of its many exceptional restaurants.

Facilities

The island provides a range of facilities, including water, electricity, fuel, and ATMs. A variety of restaurants, bars, and gift shops are available to enhance your stay, ensuring both comfort and convenience.

Sifnos, Cyclades Itinerary
Day 6

Sifnos to Milos

Sailing from Sifnos to Milos brings you to one of the most exotic islands in the Aegean Sea. Known for its striking volcanic landscape, Milos boasts over 70 stunning beaches adorned with yellow, orange, white, and red volcanic rocks. With its unique charm and natural beauty, Milos is a paradise for beach lovers and history enthusiasts alike. Beaches like Palaiochori, Papafragas, Gerontas, Firiplaka, Tsigrado, and Plathiena are just a few of the must-visit spots on this enchanting island.

Mooring

Milos provides mooring buoys, offering a secure and convenient option for docking during your stay.

Things to do

Milos is a treasure trove of activities. Snorkelling and swimming in its crystal-clear waters are highly recommended, particularly around its many stunning beaches. Exploring the island, make time to visit the Pirate Caves, including Papafrangas, Sarakiniko, and Katergo, which were once hideouts for pirates in the Middle Ages. Sarakiniko, in particular, offers a surreal landscape of white volcanic rock formations that create a striking and otherworldly atmosphere.

Wander through Little Venice, a quaint hamlet by the water where the ancient port of Milos used to be. This charming area, with its picturesque views and serene vibe, is perfect for an afternoon stroll. Shopping for local crafts and souvenirs in Milos’ boutiques is another enjoyable way to immerse yourself in the island’s culture.

Facilities

Milos offers a variety of facilities to make your stay comfortable and convenient. These include access to water, electricity, fuel, ATMs, and gift shops. The island also has a vibrant selection of restaurants and bars, ensuring plenty of options to enjoy local cuisine and relax after a day of exploration.

Cyclade Islands
Day 7

Milos to Ios

Set sail to Ios, one of Greece’s most celebrated party islands, offering a lively atmosphere with its vibrant restaurants, bars, and clubs. Beyond the nightlife, Ios captivates visitors with its pristine beaches, stunning views, and rich mythological history. Whether you are seeking excitement or relaxation, Ios promises an unforgettable experience.

Mooring

Ios offers anchoring options in its sheltered bays, providing a convenient and scenic spot for your stay.

Things to do

Ios is a paradise for snorkelling and swimming, with crystal-clear waters and beautiful beaches to explore. A visit to Mylopotas Beach is a must, where the lively atmosphere extends to the renowned Far Out Club at the beach’s edge. This secluded and picturesque beach is a favourite for travellers seeking both relaxation and entertainment.

For a cultural experience, head to the Odysseas Elytis Theatre. This open-air amphitheatre, named after the famous Greek poet, is designed in the style of ancient Greek theatres. It provides a unique setting for enjoying local performances and festivals, blending culture and history against a stunning backdrop. Exploring the island further, you will find local shops and boutiques offering charming souvenirs that reflect the spirit of Ios.

Facilities

Ios provides a range of amenities to enhance your visit, including water, electricity, and laundry services. Taxi services are readily available, and ice, ATMs, and gift shops ensure convenience. The island’s array of restaurants and bars caters to every taste, making Ios an excellent destination for dining, nightlife, and relaxation.

Cyclade Islands
Day 8

Explore the Small Cyclades (Dhenoussa – Iraklia – Skhinousa – Koufonisia)

The Small Cyclades, located in the eastern part of the Cyclades, are a serene chain of islands perfect for a day of peaceful exploration through island hopping. Among the many islands, only four are inhabited: Donousa, Iraklia, Schinousa, and Koufonisia. These tranquil destinations offer an ideal contrast to the vibrant nightlife of Ios, providing opportunities to swim in crystal-clear waters, relax under the sun, and unwind amidst stunning natural beauty.

Mooring

In the Small Cyclades, mooring options include anchoring in sheltered bays or docking at small ports on the inhabited islands. These ports are generally quiet, providing a peaceful and picturesque setting for your stay.

Things to do

Spend your day swimming and snorkelling in the pristine waters of the Small Cyclades, known for their vibrant marine life and calm seas. The islets surrounding Schinousa, including Aspronisi, Ofidousa, and Argilos, are a must-visit. These charming spots, accessible by boat, are perfect for snorkelling, spear fishing, or simply enjoying the refreshing, crystal-clear waters.

For a more adventurous experience, hike to the Cave of the Sacred Icon of Agios Giannis on Iraklia. This remarkable cave system, located approximately two hours from the main port, features a fascinating sequence of stalagmites and stalactites, making it one of the island’s most intriguing natural wonders. Exploring these caves offers a rewarding blend of adventure and breathtaking scenery.

Facilities

Facilities across the Small Cyclades are basic but sufficient for a relaxing day. Water and electricity are available in select ports, and small tavernas and cafes offer authentic local cuisine. Some islands have gift shops for unique souvenirs, while fuel and provisioning options are limited, so it is best to stock up before arriving. The islands’ simplicity is part of their charm, providing a quiet escape from busier destinations.

Small Cyclades
Day 9

Sail to Paros

Paros, the third-largest island in the Cycladic complex, is a stunning destination that combines natural beauty and cultural charm. With its mountainous landscapes, 120 km of coastline, and clifftop villages, Paros offers a variety of experiences for every traveller. Take advantage of the Meltemi winds, which make the island a hotspot for watersports like kitesurfing and windsurfing, or explore its serene beaches and historic sites.

Mooring

Mooring buoys are available in Paros, offering a secure and convenient spot to dock as you enjoy the island’s offerings.

Things to do

Paros is perfect for snorkelling and swimming, with its clear waters and diverse coastline. Explore the island’s charming villages and local markets, where you can shop for traditional crafts and souvenirs. For an outdoor adventure, visit the Paros Environmental and Cultural Park on the Agios Ioannis Detis peninsula. This 80-hectare area features remarkable rock formations, caves, hidden coves, and seashores with crystalline waters, making it an ideal spot for hiking and discovering the island’s natural beauty.

For those seeking a thrill, the island’s beaches offer excellent conditions for kitesurfing and windsurfing, thanks to the steady Meltemi winds. Whether you prefer relaxing by the sea or diving into exciting activities, Paros has something for everyone.

Facilities

Paros is well-equipped with facilities to make your stay comfortable. You will find water, provisioning options, and taxi services readily available. The island also boasts a wide variety of restaurants serving delicious local cuisine, ensuring plenty of opportunities to enjoy traditional Greek dishes while taking in the stunning surroundings.

Cyclades Sailing Holiday
Day 10

Paros to Mykonos

Sail from Paros to Mykonos, an island steeped in mythology and brimming with cosmopolitan allure. According to Greek mythology, Mykonos was the site of the epic battle between Zeus and the Titans and was named in honour of Apollo’s grandson, Mykonos. Today, the island is one of Greece’s most glamorous destinations, renowned for its world-famous nightlife, stunning beaches, and vibrant atmosphere.

Mooring

Mooring buoys are available in Mykonos, offering secure docking options in its bustling harbours.

Things to do

Mykonos is an ideal destination for snorkelling and swimming, with its crystal-clear waters and picturesque beaches. A stroll through the town reveals charming boutiques and local shops where you can find unique souvenirs. In the heart of the main town, the area known as Little Venice offers a romantic and picturesque setting. Enjoy a drink at one of the many bars along the waterfront as you watch the sun set over the Aegean Sea.

For history enthusiasts, a visit to the nearby sacred islet of Delos is a must. As one of Greece’s most important archaeological sites, Delos offers a glimpse into ancient Greek civilisation. Guided by the Ministry of Culture, vessels need special permission to dock, and overnight stays are prohibited, making this a unique daytime excursion

Facilities

Mykonos is equipped with excellent facilities, including access to water, WiFi, showers, and toilets. Restaurants, bars, and provisioning services are readily available, along with fuel and electricity for your yacht. Ice, gift shops, and ATMs add further convenience, ensuring you have everything you need for an enjoyable stay on this lively and glamorous island.

Windmills, Mykonos
Day 11

Mykonos to Syros

Sail from the lively island of Mykonos to Syros, the capital of both the island and the Cyclades. Ermoupoli, the island’s main town, is a grand and impressive destination, featuring marble-paved squares, neoclassical buildings, and a blend of Catholic and Orthodox churches. Along the coastline, Syros offers beautiful beaches, with the most popular being Kini Beach, Galissa Beach, Delfini Beach, and Dellagratsia Beach, mostly located on the island’s southern side.

Mooring

Syros offers anchoring options, particularly in its sheltered bays, providing a scenic and tranquil place to dock during your visit.

Things to do

Syros is a haven for snorkelling and swimming, with its crystal-clear waters and inviting beaches. The southern beaches, including Kini, Galissa, Delfini, and Dellagratsia, are particularly popular for their beauty and serene atmosphere. Exploring Ermoupoli offers a chance to experience the grandeur of its neoclassical architecture, as well as its unique cultural blend of Catholic and Orthodox traditions.

Shopping in Ermoupoli’s bustling streets is an enjoyable way to discover local crafts, clothing, and souvenirs. Strolling through the marble-paved squares and soaking in the views of the picturesque harbour adds to the charm of your visit.

Facilities

Syros is equipped with essential facilities to ensure a comfortable stay. Water and electricity are available, along with fuel and taxi services for your convenience. The island also features a range of restaurants where you can savour local dishes and enjoy the island’s warm hospitality.

Cyclades Sailing Itinerary
Day 12

Syros to Serifos

Depart from Syros and set sail to Serifos, a tranquil island famed for its golden beaches and picturesque whitewashed houses that seem to blend harmoniously with the surrounding landscape. Serifos is a haven of understated charm, offering a slower pace of life that invites visitors to relax and explore. The capital, Serifos Chora, is perched on a hill and offers breathtaking views alongside its vibrant bars and traditional eateries, making it a highlight of your visit.

Mooring

Lazy line moorings are available on a town quay or in marinas, ensuring a secure and hassle-free docking experience during your time on the island.

Things to do

Serifos is the ideal spot for snorkelling and swimming, with its crystal-clear waters and pristine beaches offering a serene escape. As you explore the island, wander through Serifos Chora’s narrow cobblestone alleys, lined with charming shops and traditional architecture. The climb up to the capital rewards visitors with incredible views of the surrounding landscape.

For a leisurely afternoon, spend time in Serifos Piazza Square, where you can enjoy a meal or coffee at one of the welcoming ouzeries or tavernas. The square’s elevated position provides a panoramic view of the Aegean, making it the perfect location to unwind and take in the stunning sunset.

Facilities

Serifos offers key facilities such as water and electricity to ensure your stay is comfortable. Dining options are plentiful, with a variety of restaurants serving local dishes that showcase the island’s culinary heritage.

Sunsail Yachts, Cyclades Itinerary
Day 13

Serifos to Kea

Sail from Serifos to Kea, also known as Tzia, an island that stands apart from its Aegean neighbours with its lush landscapes, rare plant species, and verdant olive groves. Kea boasts 60 km of scenic hiking trails that lead to historical monuments, hidden coves, caves, and serene beaches. The island’s oak forests, the largest in the Cyclades, make it an excellent destination for birdwatching and nature enthusiasts.

Mooring

Kea offers mooring buoys in its sheltered bays, providing a safe and convenient place to dock while exploring the island.

Things to do

Kea is a haven for outdoor exploration and underwater adventures. Its hiking trails are a highlight, leading to landmarks like the ancient Stone Lion of Kea, a short walk from Loulida. This iconic sculpture, dating back to 600 BC, is one of the island’s most treasured sights.

For diving enthusiasts, Kea offers an unparalleled experience with two significant shipwrecks. The HMHS Britannic, the sister ship of the Titanic, is one of the largest liner wrecks in the world. Alongside it, the S/S Burdigala, a 19th-century luxury liner, adds to the allure for divers. Snorkelling is also a must, with Kea’s vibrant marine life providing a colourful and captivating underwater world.

Facilities

Kea is well-equipped with essential facilities, including access to water, electricity, and fuel. A variety of restaurants offer delicious local cuisine, ensuring you can relax and recharge after a day of adventure. With its blend of natural beauty, history, and modern amenities, Kea is a must-visit destination in the Cyclades.

Kea
Day 14

Kea to Zea Marina

Conclude your journey by sailing from Kea back to Zea Marina, where your adventure began. Situated conveniently near central Athens, Zea Marina is the ideal place to reflect on your voyage and enjoy the vibrant atmosphere of Greece’s bustling capital. Whether you choose to explore Athens’ iconic landmarks or simply unwind by the waterfront, this final stop ensures a memorable end to your sailing holiday.

Mooring

Zea Marina offers secure berths with modern facilities, providing a seamless and comfortable docking experience. Its proximity to central Athens makes it the perfect base for exploring the city.

Things to do

Take time to explore the historic heart of Athens, starting with the world-famous Acropolis and the Parthenon, which stand as timeless symbols of Greek culture and history. For those interested in maritime history, the Hellenic Maritime Museum near the marina offers fascinating insights.

Stroll through the vibrant neighbourhoods of Plaka and Monastiraki, where you can find traditional cafes, unique shops, and lively markets. In the evening, savour a delicious meal at one of Zea Marina’s excellent tavernas, soaking in the local flavours and atmosphere.

Facilities

Zea Marina is equipped with top-tier facilities, including secure moorings, water, electricity, and fueling stations. Onshore amenities include showers, restrooms, and a range of shops and restaurants. Public transport options are readily available, making it easy to venture into Athens for sightseeing or last-minute shopping before departing.

Ready to set sail? Whether you choose a week in the Saronic Gulf or two weeks in the Cyclades, an unforgettable Greek adventure awaits. Chart your course and start planning your Athens sailing itinerary today.

Marina Zea to Cape Sounio

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