7-day Sailing Itinerary in the Dodecanese Islands

Embarking on a yacht rental in Greece unlocks a world of discovery, especially when navigating the enchanting Dodecanese Islands. This archipelago, with its rich history, picturesque villages, and crystal-clear waters, offers an idyllic setting for a sailing adventure. Boat hire in Greece provides the flexibility to explore these islands at your own pace, uncovering hidden gems and enjoying unique experiences that structured tours often miss.

Where are the Dodecanese Islands located?

The Dodecanese Islands are located in the southeastern Aegean Sea, near the coast of Turkey. They consist of 12 major islands and numerous smaller ones, with the largest and most well-known island being Rhodes. They are situated between the Cyclades to the northwest and the island of Crete to the south. 

What is the best time of year to sail the Dodecanese Islands?

The best time to sail is during the summer months, from May to October when the weather is warm and the winds are favourable. July and August are the peak months, but sailing in the shoulder seasons (May-June and September-October) can offer more pleasant temperatures and fewer crowds​.

What qualifications are required to sail in Greece?

For a bareboat rental in Greece, the skipper must hold an official sailing license recognized by Greek authorities. This can be an International Certificate of Competence (ICC) or a national equivalent from your home country (e.g., RYA Day Skipper, ASA 104 Bareboat Cruising).

Each charter company have its specific requirements and policies, so it’s essential to check with the company you are booking through. Our travel consultants can provide detailed information on their requirements.

Alternatively, on Sailogy you can opt for a sailboat with skipper Greece or a catamaran with skipper Greece, and live a holiday of total relaxation without having to deal with navigation. 

What is the best sailing route around the Dodecanese Islands?

The itinerary we are about to introduce is one of the most popular and includes some of the most beautiful islands of the Dodecanese archipelago. 

Day 1: Rhodes Marina - Symi

Day 2: Symi - Nisyros (Pali)

Day 3: Nisyros - Kos

Day 4: Kos - Tilos

Day 5: Tilos - Chalki

Day 6: Chalki - Rhodes Marina

Day 7: Check-out

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Day 1: Rhodes Marina - Symi

Travel Time: ~3 hours

Distance: 23 nautical miles

Begin your adventure by sailing from Rhodes Marina to the picturesque island of Symi. The island's harbour is a sight to behold with its vibrant neoclassical houses.

By Boat:

• Nanou Bay: Drop anchor in this tranquil bay, known for its crystal-clear waters, perfect for swimming and snorkelling.

• Pedi Bay: Another serene anchorage spot with calm waters and picturesque surroundings.

On Land:

• Symi Harbor: Take a leisurely walk along the waterfront, explore charming local shops, and enjoy fresh seafood at a waterfront taverna.

• Panormitis Monastery: Visit this beautiful and serene monastery on Symi's southwest coast.

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Day 2: Symi - Nisyros (Pali)

Travel Time: ~4 hours
Distance: 32 nautical miles

Set sail from Symi to Nisyros, a volcanic island with a unique landscape.

By Boat:

• Pali: Anchor at this quaint fishing village with calm waters, providing a perfect stopover.

• Gyali Island: Explore this nearby volcanic island known for its interesting geological features.

On Land:

• Volcano Crater: Hike to the active volcano's crater for a breathtaking view and a unique experience.

• Mandraki Village: Wander through the narrow streets of this charming village and enjoy local cuisine.

• Thermal Springs: Relax in the natural thermal springs of Loutra, known for their soothing properties.

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Day 3: Nisyros - Kos

Travel Time: ~3 hours
Distance: 25 nautical miles

Sail from Nisyros to Kos, an island that combines rich ancient history with vibrant modern life.

By Boat:

• Kefalos Bay: Anchor in this bay, is renowned for its clear waters and excellent snorkelling spots.

• Agios Stefanos Beach: Swim to ancient ruins located just off the shore for a unique experience.

On Land:

• Kos Town: Explore the ancient ruins of Asklepion, visit the Castle of the Knights, and enjoy the lively town centre.

• Nightlife: Experience the vibrant nightlife of Kos, with numerous bars and clubs for your entertainment.

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Day 4: Kos - Tilos

Travel Time: ~4.5 hours
Distance: 35 nautical miles

Set sail for Tilos, known for its serene environment and natural beauty.

By Boat:

• Agios Antonios Bay: Anchor in this peaceful bay with pristine waters, ideal for a refreshing swim.

• Eristos Beach: A secluded beach accessible only by boat, providing a tranquil escape.

On Land:

• Livadia: Explore this charming port town, enjoy local delicacies, and relax in the laid-back atmosphere.

• Tilos Park: Discover the island's rich biodiversity by visiting this nature reserve, perfect for wildlife enthusiasts.

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Day 5: Tilos - Chalki

Travel Time: ~3 hours
Distance: 24 nautical miles

Sail to Chalki, a small and quiet island with beautiful beaches and traditional architecture.

By Boat:

• Potamos Beach: Anchor near this beach, known for its clear waters and serene setting.

• Trachea Bay: A secluded spot perfect for a peaceful day on the water.

On Land:

• Chalki Harbor: Wander through the quaint harbour town, visit local shops, and dine at a seaside taverna.

• Monastery of Agios Ioannis: Explore this historical monastery with its panoramic views.

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Day 6: Chalki - Rhodes Marina

Travel Time: ~5 hours
Distance: 37 nautical miles

Begin your return journey to Rhodes early in the morning, taking about five hours. This leg of the itinerary allows for reflection on the adventure while enjoying the scenic beauty of the Aegean Sea.

By Boat:

• Alimia Island: Stop for a swim in the clear waters of this uninhabited island. It’s a perfect break on your return journey.

• Lindos Bay: Anchor near Lindos for stunning views of the ancient acropolis and the beautiful bay. Spend some time exploring or simply relaxing onboard.

On Land:

• Lindos: If time permits, explore the ancient acropolis, wander through the narrow streets, and visit charming shops. This last exploration is a perfect wrap-up to your island hopping before heading back to Rhodes Marina.

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Day 7: Check-out in Rhodes Marina

Wake up at Rhodes Marina, as you prepare to disembark and return the yacht to your charter company.