Let the Aegean breeze guide your sails as you uncover the rugged beauty, spiritual silence, and timeless legends of the Dodecanese islands. An odyssey of discovery across Greece’s most soulful seas.
Set sail across the sun-drenched waters of the southeastern Aegean and explore the Dodecanese. A constellation of islands where time-honored traditions, dramatic landscapes, and layers of history come vividly to life. From walking inside the heart of a steaming volcano to wandering the cobbled lanes of medieval towns, each stop reveals something different: a sense of time slowed, a window into sacred heritage, or simply the beauty of sailing through some of Greece’s most storied seas.
Day 1: Kos → Tilos (~33 NM)
Anchor at: Livadia Bay
Highlights: Monastery hike | Mikro Chorio ruins | Quiet harbors
A tranquil morning sail leads you to Tilos, an island where nature and heritage blend harmoniously. Explore the abandoned village of Mikro Chorio, where crumbling stone homes echo with stories of the past. Or hike up to the Monastery of Agios Panteleimonas, surrounded by pine trees and peace. The pace is unhurried, the harbors uncrowded, and the night skies brilliantly clear.
Day 2: Tilos → Chalki (~18 NM)
Anchor at: Nimborio Harbor
Highlights: Ftenagia Beach | Seaside dining | Neoclassical charm
Short in distance but rich in beauty, the sail to Chalki is a feast for the eyes. The island’s neoclassical harbor glows in soft pastels, welcoming you to its slow rhythms. Spend your day swimming at Ftenagia Beach, followed by a lobster dinner beneath the medieval clocktower, with music from the tavernas drifting on the breeze.
Day 3: Chalki → Simi port (~30 NM)
Anchor at: Gialos Harbor
Highlights: Neoclassical facades | Panormitis Monastery | Hidden beaches
Sail into the colorful wonder of Symi, where 19th-century mansions climb up from the sea in a dramatic cascade.
Day 4: Simi port → Panormitis (~9 NM)
Anchor at: Panormitis Bay
Highlights: The cherished Monastery of Archangel Michael “Panormitis” with its remarkable bell tower.
Visit the revered Panormitis Monastery, known for its beautiful iconography, or discover quiet coves like Nanou Bay, ideal for a dip and a dose of sun-soaked serenity. The island’s elegance and spirit are timeless.
Day 5: Simi Panormitis → Nisiros (~32 NM)
Anchor at: Mandraki Harbor
Highlights: Volcano hiking | Crater walk | Cliffside monastery dinner
Sail to the island of Nisiros, one of the Aegean's youngest and most fascinating volcanic formations. Disembark and descend into the Stefanos crater, where a surreal, lunar landscape awaits, alive with steam vents and the scent of sulfur. Afterwards, visit Panagia Spiliani, a serene monastery perched above Mandraki. Evening finds you sipping ouzo at a tavern overlooking the caldera, where volcanic power meets island stillness.
Day 6: Nisiros → Kos (~23 NM)
Anchor at: Kos Marina
Highlights: Castle of the Knights, Ancient Agora of Kos
Your final sail to Kos is the perfect way to savour the beauty of the Aegean one last time before concluding your week-long adventure. Before departing, explore the historic heart of Kos Town or relax with a stroll along its vibrant waterfront.
Chart Your Dodecanese Story
From volcanic heartlands and monastic strongholds to medieval ports and pastel-painted harbors, the Dodecanese islands offer a sailing experience like no other. Adventure, serenity, and discovery converge across every nautical mile.
Your Dodecanese story begins here. Are you ready to live it?
