Skippered sailing holidays in Greece

The Perfect Blend of Relalaxation and Adventure

Discover the magic of Greece at your own pace with our skippered sailing holidays. Imagine exploring enchanting islands, sailing with the wind, swimming in unspoiled coves, and experiencing the charm of traditional villages, historical landmarks, and Greek cuisine—all while surrounded by family and friends aboard your very own floating hotel.

All-Inclusive, Hassle-Free Packages

We’ve created a unique package to ensure a stress-free experience at a transparent price. Our comprehensive offer includes everything you need for an unforgettable journey:

Experienced Crew: Sit back and relax while we handle all the navigation and logistics.
Homemade Lunches: Enjoy delicious, freshly prepared meals on board.
Essential Extras: From fresh drinking water, diesel, and mooring fees to linen towels, yacht insurance, and cleaning, we’ve got it all covered.
Amenities: Complimentary Wi-Fi and full access to onboard equipment, including paddleboards, snorkeling gear, and more.

Customized Itineraries to Suit Your Style

Get inspired by our suggested itineraries or create your own personalized adventure. Whether you have specific destinations in mind or unique activities you want to include, we’re here to help. Simply send us an email with your preferences, and within 24 hours, you’ll receive a tailored response with ideas and recommendations to make your trip truly special.

Set sail with us and unlock the beauty of Greece, one island at a time!

Pax
Up to 8 Persons
Price per boat (Not per person)
From 3910 €

Duration
From 1 week
Location
Argosaronic Gulf & Cyclades & Peloponnese

Sailing Region

During a week-long charter set sail to one of two breathtaking island groups: the serene Argosaronic Islands or the more adventurous Cyclades, perfect for those ready for longer travel legs. If you have more time, you can combine both regions or venture further to the tranquil and less-traveled east coast of the Peloponnese peninsula.

Having extensively traveled through these regions, we are well-equipped to provide you with all the necessary information to craft the ideal itinerary tailored to your personal preferences.

The Argosaronic Islands

This island group enchants visitors with its divers landscapes, blending turquoise waters, lush vegetation, picturesque port towns and world-famous archaeological sites. Their close proximity, coupled with steady breezes and protection from strong prevailing winds—especially in summer—makes them an ideal destination for beginners and families alike.

The Cyclades in the Aegean Sea

The striking blue of the sky and sea, along with the whites of the sandy beaches, mirrored in the typical architecture of the traditional villages with their blue-domed churches and whitewashed houses. Secluded beaches, rugged landscapes and hidden gems make sailing here a special experience. However, it’s important to note that sailing conditions can be challenging, as the area is often exposed to strong prevailing winds.

The East Cost of Peloponnese

The ideal destination for those with a bit more time to spare, seeking to escape the crowds and explore off the beaten paths. Sail along the stunning, mountainous coast, moor in tranquil villages, and drop anchor in secluded coves with pristine beaches accessible solely by boat. And don’t miss the chance to explore a medieval town that serves as a testament to the great Greek civilizations that once thrived in this region.

Your Itinerary

A New Island Every Day

Whichever route you choose, you can explore up to six stunning islands/ destinations in just one week. With our in-depth knowledge of the Greek islands, we’ll help craft the perfect itinerary tailored to your preferences and the weather.

Important Note: Weather and Itinerary Flexibility

Sailing routes are subject to wind and weather conditions, which may require adjustments to the program. While we strive to follow a planned itinerary, flexibility is key, as routes can change at any time. A approximate itinerary will be finalized on the day of embarkation, prioritizing your comfort and safety and factoring in prevailing weather conditions. In favorable weather, we can stay within your preferred sailing area,

For inspiration, explore our fully customizable sample itineraries

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The Argosaronic Route

Aegina – Poros – Spetses – Ermioni – Dokos – Hydra – Methana

Discover Aegina with its charming port town, the gorgeous Aphaia Temple and unspoiled coves of the uninhabited islet Moni Island for a refreshing swim in turquoise waters. In the evening, explore the picturesque streets of Poros and savor local delicacies at cozy tavernas.

Over the following days, journey south to the elegant island of Spetses and the mainland town of Ermioni. Swim in serene coves, paddle on SUPs, and enjoy freshly prepared lunches in secluded bays. A highlight of your trip may be anchoring overnight at Dokos Island, where the tranquility of nature and a starlit sky create an unforgettable experience.

Next, visit Hydra, one of Greece’s most iconic destinations. Stroll through this artist’s haven and soak in its creative charm. Spend the night anchored in a nearby bay, with easy access to the town via a quick water taxi ride.

For your final stop, choose between Methana, where you can visit an ancient volcano, or Perdika, a quaint fishing village renowned for its fresh seafood.

The Saronic Gulf Route

Korfos – Epidaurus – Vathi – Perdika – Poros – Agistri

The Saronic Gulf offers a relaxed sailing experience, ideal for beginners and families with children, especially during windier conditions. To keep little ones engaged, we focus on shorter distances and frequent swim breaks in serene turquoise bays.

Your journey begins in Aegina, with a refreshing swim at a pristine, uninhabited islet, before sailing to Korfos for your first overnight stop. From there, explore Old Epidaurus, where you can snorkel over a sunken city or visit the famous ancient theater, with easy taxi access.

Next, we visit the charming harbor of Vathi on the Methana peninsula, perfect for unwinding or hiking up an ancient volcano. The voyage continues to Perdika, a picturesque fishing village, before arriving in Poros, known for its winding streets, cozy tavernas, and fantastic gelato.

The adventure concludes in Agistri, a lush green island with stunning coves and tranquil waters—the perfect spot to relax and reflect on your journey.

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The Western Cyclades Route

Kea – Kithnos – Serifos – Sifnos -Syros – Milos/Kimolos

Weather permitting, a week-long sailing trip through the Western Cyclades offers a blend of adventure, culture, and natural beauty, with two longer travel legs of about 8 hours each.

Firstly, we make our way to the picturesque island of Kithnos. Here, we can choose to spend the night at Merikas port or anchor in the breathtaking Kolona bay.
Our next destination is Sifnos, known for its tasty cuisine, where we can indulge in the island’s flavors before moving on to either Milos, famous for its stunning beaches. Or sail to Kimolos. This small islands boasts a quaint traditional village just a short walk from its tiny port. Not far away lies the uninhabited island of Poliergos, which is also worth a visit for its crystal-clear, Caribbean-like waters.
Continuing our journey, we will sail to Serifos, where the authentic hilltop settlement of Chora offers breathtaking views. Another intriguing stop is Syros, whose Venetian-influenced capital is a must-see. While there, we can take a moment to visit a historic bay, where ancient sailors left rock carvings.
Our final destination is Kea, where you can explore the ancient city of Karthea, complete with its recently unearthed theater, accessible only by boat—a true hidden gem.

Route options for longer Sailing Trips 1 week +

Argosaronic islands – East coast Peloponnese – Cyclades

For those with more time, Greece offers endless opportunities to craft an exhilarating and diverse sailing itinerary. With 3,054 islands and over 15,000 km of coastline, the possibilities are truly limitless. Here are some suggestions:

Explore the East Coast of the Peloponnese

Escape the crowds and discover secluded villages like Kiparissi and Leonidio, renowned for their pristine beaches and stunning mountainous backdrops. Visit Gerakas, a hidden gem nestled in a picturesque fjord, or delve into the medieval charm of Monemvassia. Along the way, enjoy daily swims in untouched bays accessible only by boat. Alternatively, sail through the Argolic Gulf to explore historic towns such as Astros and Nafplio, adorned with impressive castles and rich in culture.

Combine the Saronic Islands and Cyclades
Experience the best of both worlds by blending the charm of the Saronic Islands with the beauty of the Cyclades, enjoying the unique character of each region.

Venture Further Afield

Extend your journey deeper into the Cyclades to visit popular islands like Paros and Naxos, or the quaint Small Cyclades, including Schinoussa and Koufonissi. Head east to cosmopolitan Mykonos or south to discover the breathtaking islands of Folegandros, Ios, and the iconic Santorini.