Sailing the Dodecanese Islands feels like stepping into a quieter, more traditional side of Greece. The islands here are rich with history, layered cultures, and warm hospitality, shaped by centuries of trade between Europe and the East. Life moves at an easy pace, the harbors are welcoming, and the sailing routes are beautifully varied.
This is a region for travelers who value authenticity. Days are spent sailing under clear skies, swimming in uncrowded bays, and strolling through old towns where history is part of everyday life. Whether you choose a sailing yacht, a comfortable catamaran, or a stylish motor yacht, the Dodecanese reward you with genuine experiences and unspoiled beauty.
With yachts available from Kos and Rhodes, and charter styles ranging from bareboat to skippered and fully crewed, the Dodecanese offer one of the most satisfying sailing areas in Greece.
The Dodecanese are ideal for sailors who want diversity without crowds. The distances between islands are manageable, the winds are generally steady but not overwhelming, and the sailing season is long.
What makes this region special:
Authentic island life and traditional ports
Clear waters and quiet anchorages
A mix of lively towns and peaceful villages
Excellent sailing conditions for relaxed cruising
The Dodecanese also offer a strong sense of place. Each island feels distinct, with its own history, architecture, and rhythm. Sailing allows you to experience this variety naturally, one island at a time.
The Dodecanese are located in the southeastern Aegean Sea, close to the Turkish coastline. The region includes a large group of islands, many of which are ideal for yacht itineraries.
Some of the most popular islands for sailing include:
Rhodes
Kos
Symi
Kalymnos
Leros
Patmos
Nisyros
These islands combine cultural depth with beautiful coastlines, making them perfect for exploration by yacht.
Kos is one of the most convenient starting points for a Dodecanese sailing holiday. The island has an international airport, a modern marina, and easy access to several nearby islands.
From Kos, sailing routes are flexible and varied, with short passages to Kalymnos, Leros, and Nisyros. This makes Kos an excellent base for bareboat charters and for guests who prefer easy sailing days with plenty of time to relax.
Rhodes is the cultural heart of the Dodecanese and one of Greece’s most impressive islands. Starting your charter here adds a strong sense of history to your journey.
Rhodes is well suited to longer itineraries and skippered or fully crewed charters. From here, you can sail north toward Symi and Kos or explore quieter islands further south. The marinas are well organized, and the island offers excellent provisioning and services.
Rhodes combines medieval architecture, long beaches, and lively modern towns. Sailing into Rhodes feels dramatic, with its historic walls and vibrant harbor life.
Kos is relaxed and friendly, with sandy beaches, ancient ruins, and a welcoming sailing atmosphere. It’s an ideal starting or ending point for a charter.
Symi is one of the most picturesque islands in Greece. Its neoclassical harbor, colorful houses, and calm bays make it a highlight of any Dodecanese itinerary.
Kalymnos is known for its dramatic landscapes and traditional fishing culture. It’s less touristy and offers an authentic island experience, with excellent anchorages.
Leros has a gentle, welcoming feel, with well-protected harbors and charming villages. It’s especially popular with sailors looking for quiet nights and safe mooring.
Patmos is spiritual and elegant, known for its monastery and peaceful atmosphere. Arriving by yacht feels special, offering a calm contrast to busier islands.
A sailing yacht is ideal for travelers who enjoy traditional sailing and feeling connected to the sea. The Dodecanese’s steady conditions suit monohulls well, especially for relaxed itineraries.
A catamaran offers space, comfort, and stability. It’s a great choice for families or groups who want more room and easy living at anchor.
A motor yacht allows you to cover greater distances with ease. It’s perfect for guests who want to explore more islands in less time while enjoying premium comfort.
Each yacht type works beautifully in the Dodecanese—the right choice depends on how you want to experience your time on board.
A bareboat charter offers complete independence. You sail the yacht yourself, choosing your route and daily rhythm. The Dodecanese are well suited to experienced sailors who enjoy planning their own adventure.
With a skippered charter, a professional captain takes care of navigation and local knowledge. You relax, learn from their experience, and enjoy a stress-free holiday.
A fully crewed charter is the most effortless way to sail the Dodecanese. With crew handling sailing, meals, and daily details, you’re free to enjoy every moment on board.
May–June: Warm weather, calm seas, fewer visitors
July–August: Lively atmosphere, steady winds, clear skies
September–October: Warm water, relaxed pace, ideal conditions
The Dodecanese enjoy one of the longest sailing seasons in Greece.
Sailing the Dodecanese Islands is about connection—to the sea, to history, and to real island life. It’s less about crowds and more about moments: a quiet anchorage, a family-run taverna, a sunset over an ancient harbor.
From Kos or Rhodes, aboard a sailing yacht, catamaran, or motor yacht, and whether you choose bareboat, skippered, or fully crewed, the Dodecanese offer a sailing experience that feels genuine, relaxed, and deeply memorable.
SEVEN – Sailing & Tourism Services is authorised by:
Ministry of Culture and Tourism
Greek National Tourism Organization
License No : 0458E60000094101
Member of HYBA:
