From the volcanic shores of Milos to the serene bays of Kythnos, the Cyclades are a timeless collection of islands that offer the perfect blend of natural beauty, ancient history, and Greek charm. Whether you're strolling through whitewashed streets in Kea, savoring local wines in Kythnos, or lounging on the golden sands of Kimolos, each day brings new discoveries. Set sail across these sun-kissed islands, where every cove, every village, and every sunset tells a story waiting to be lived.
Day 1: Lavrion → Kea (~15 NM)
Anchor at: Kea Port
Highlights: Stone alleys, Cycladic Chora, golden beaches
Set sail from Lavrion and head towards Kea, a charming island known for its stunning views and tranquil atmosphere. Wander through the narrow alleys of Kea’s Chora, where traditional Cycladic architecture meets nature. Enjoy a peaceful stroll along golden beaches, and unwind with a fresh seafood meal at a seaside taverna.
Day 2: Kea → Kythnos (~18 NM)
Anchor at: Kythnos Port
Highlights: Thermal springs, Aegean wine tasting, whitewashed streets
Continue your journey to Kythnos, an island famous for its thermal springs and serene beaches. Visit one of the local wineries for a tasting of Aegean wines, crafted from indigenous grape varieties that grow in this unique terroir. Wander the picturesque Chora, a labyrinth of whitewashed streets lined with cozy cafes and artisan shops.
Day 3: Kythnos → Milos (~40 NM)
Anchor at: Milos Port
Highlights: Volcanic coves, moonlike Sarakiniko, beach swims
Next, sail to Milos, an island shaped by volcanic forces and the perfect place for beach lovers. Explore the island's stunning volcanic coves, and don’t miss the surreal, lunar landscape of Sarakiniko, where smooth white rocks stretch to meet the turquoise waters. Spend your day hopping between beaches, and let the Aegean breeze rejuvenate you.
Day 4: Milos → Kimolos → Polyaigos (~15 NM total)
Anchor at: Kimolos, then Polyaigos
Highlights: Ladenia pie, rainbow village, wild uninhabited island
The journey continues to Kimolos, a peaceful island where time moves slowly and life is unhurried. Sample ladenia, a traditional flatbread pie unique to the island, before exploring its colorful village streets. Then, head to Polyaigos, a pristine, uninhabited island that offers unparalleled beauty and solitude. Enjoy a swim in its crystal-clear waters, surrounded by untouched nature.
Day 5: Polyaigos → Sifnos (~18 NM)
Anchor at: Sifnos Port
Highlights: Charming Chora, local cuisine, possible Panigiri
Sail onward to Sifnos, an island renowned for its charming Chora and traditional Cycladic architecture. Walk the narrow streets adorned with whitewashed homes and blue-domed churches. If your timing is right, immerse yourself in the island’s vibrant Panigiri, a lively local festival filled with music, dancing, and delicious food.
Day 6: Sifnos → Kythnos (Kolona Bay) (~30 NM)
Anchor at: Kolona Bay
Highlights: Swim stop, sunset at anchor, final dinner onboard
After exploring Sifnos, head back to Kythnos, where you’ll anchor in the stunning Kolona Bay, famous for its narrow sandbar connecting two shores. Spend your afternoon swimming in its calm waters and relax on the beach. As the sun sets, enjoy a farewell dinner on board with the perfect view, letting the colors of the sky paint your final memories.
Day 7: Kythnos → Lavrion (~18 NM)
Anchor at: Lavrion Marina
Highlights: Marina arrival & disembarkation
On the final day, sail back to Lavrion. As you approach the marina, reflect on the week of beauty, culture, and unforgettable experiences. Arrive in time for a leisurely breakfast, and disembark by 9:00 AM with memories of your unforgettable Cyclades sailing adventure.
The Cyclades are calling
Whether it's the sparkling seas of Polyaigos, the volcanic wonders of Milos, or the rustic charm of Sifnos, your perfect sailing escape awaits.
Ready to navigate your Cycladic adventure?
