Are you planning a sailing trip to the Dodecanese? Located in the southeastern Aegean Sea, the Dodecanese Islands are one of the best sailing destinations in Greece. With their crystal clear waters, harbors and rich historical heritage, these islands offer an unforgettable sailing experience. From the medieval charm of Rhodes to the unspoiled beauty of Symi and the remote tranquility of Kastellorizo, each island offers something special. This archipelago consists of twelve larger islands and several smaller ones. In this article, we will examine the best sailing destinations in the Dodecanese, highlighting the must-see places that make this region a top choice for sailing enthusiasts. This article will be the most useful read for those who want a comprehensive but friendly guide to the weather, routes, ports and attractions in Dodecanese.

Here’s what the article will cover:

• 6 reasons, why Dodecanese Island is good for sailing?
• What is the best month to sail Dodecanese Island?
• How can you get to Dodecanese Island from abroad?
• Where can you sail to from Dodecanese Island? – ports and islands
• Sailing in Dodecanese Island – itineraries

6 reasons, why Dodecanese Island is good for sailing?

1. Almost perfect sailing conditions all year round The Dodecanese islands are practically made for sailing. In summer, the winds are steady and exciting, while in spring and autumn gentle breezes make for relaxing, enjoyable sailing. If you love feeling the water under your boat and prefer dynamic sailing, July and August are ideal. For a more leisurely, sun-soaked experience, choose the shoulder seasons. These conditions are perfect for both beginner and experienced sailors.
2. Every day brings a new discovery The Dodecanese islands offer a unique experience at every stop. Start your morning at the medieval city walls of Rhodes, watch the sunset from the emerald coves of Symi, or explore the volcanic landscape of Nisyros. The wild shores and hidden bays of Karpathos invite adventurers. Short distances between islands mean you can experience a new landscape and activities every day, making it ideal for varied charter itineraries.
3. History you can touch The Dodecanese islands are rich in historical treasures easily accessible from the water. The knights’ castle in Rhodes, Byzantine churches, and Roman ruins can often be explored directly from the marina or after a short walk. This makes discovering history interactive and exciting rather than just reading information behind museum walls.
4. Secluded bays and secret beaches The most beautiful spots can only be reached by boat. The emerald waters of Symi, the dazzling white sands of Tilos, and Karpathos’ untouched coves are perfect for swimming, sunbathing, and private sailing adventures. These hidden gems allow you to escape the crowds and enjoy total tranquility on the water.
5. Marinas where you truly arrive The Dodecanese marinas cater to every sailor’s needs. Mandraki Marina in Rhodes is modern and fully equipped, while small fishing villages offer charming, authentic piers. Fuel, water, provisioning, or just a peaceful evening stroll along the dock are all available. Charter a boat in the Dodecanese islands and explore the islands at your own pace, calmly and freely.
6. Culinary delights seasoned by the sea Sailors in the Dodecanese can also enjoy the region’s culinary treasures. Freshly grilled squid at a seaside taverna with a chilled ouzo in hand, or local specialties like honey-sesame Melekouni from Rhodes and spicy Pitaroudia from Kos, provide a genuine gastronomic experience. Enjoyed under the stars with the sound of waves in the background, these experiences perfectly complement a sailing adventure.

What is the best month to sail Dodecanese Island?

The best time to sail in the Dodecanese is from late May to early October, with the peak season extending from June to September. During this period, the weather is warm and the winds are favorable. May and October are ideal for those looking for calmer sailing conditions with pleasant weather.

Spring (March- May) Mild temperatures (15-25°C), increasing sunshine. Moderate northwesterly winds, averaging 10-20 knots. Sea conditions are generally calm, with occasional spring showers. Summer (June- August) The weather is warm and dry (25-35°C), with plenty of sunshine. The Meltemi wind blows from the north-northwest at a speed of 20-30 knots, especially in July and August. Sea conditions: Moderate to rough seas due to strong winds.

Autumn (September – November) Weather: Warm (20–30°C) with mild evenings. Wind: Meltemi weakens, and southerly winds strengthen (10-15 knots). Sea conditions are calmer than in summer, with pleasant sailing conditions. Winter (December – February) Weather is cooler (10–18°C), with occasional rain and storms. Unpredictable, mainly southerly and westerly winds, 10-25 knots. Rougher seas and fewer open ports.

How can you get to Dodecanese Island from abroad?

You can reach the Dodecanese Islands from abroad by plane or by sea, depending on your starting point and preferred mode of travel. The fastest and easiest way to reach the islands is to fly to Rhodes or Kos. There are direct international flights to each of the larger islands, such as Rhodes (RHO) and Kos (KGS). If there are no direct flights, you can fly to Athens (ATH) or Thessaloniki (SKG) and take a domestic flight to Rhodes, Kos, Kalymnos, Leros or Karpathos. Some flights operate from Turkey (e.g. Dalaman, Bodrum) between Rhodes and Kos, especially in summer.

Where can you sail to from Dodecanese Island? – ports and islands

Rhodes – Mandraki Port

Rhodes is the gateway to the Dodecanese and the largest island in the region, offering unique historical and natural attractions. Mandraki Port is popular not only for its modern facilities, but also because it was once home to the Colossus of Rhodes, one of the Seven Wonders of the World. From here, the medieval old town is just a few minutes away, where the imposing Palace of the Grand Masters, charming alleys and authentic Greek restaurants await visitors. boat hire Rhodes town

Marina Kos

Kos is the meeting point of history and vibrant Mediterranean life. Kos Marina is one of the best-equipped ports in the region, offering excellent services and convenient mooring options. The island is famous for its Tree of Hippocrates, the ancient Asklepion healing center and its sandy beaches, where sailors can also relax. In the bustling port town, cozy taverns and modern bars guarantee relaxation. yacht charter Kos, catamaran charter Kos, rent a motorboat Kos, rent a sailboat Kos, bareboat yacht charter Kos

Symi – Gialos Port

Symi is one of the most charming destinations in the Dodecanese, with its enchanting beauty and peaceful atmosphere. Gialos Port is the island’s main arrival point, with elegant neoclassical buildings lining the hillside. The port is lined with tavernas and cafes serving freshly caught shellfish. It is worth visiting the Panormitis Monastery and exploring the beautiful coves, where the water is fantastically clear for those who want to swim.

Tilos – Livadia Port

Tilos is a paradise for nature lovers, where dazzling landscapes and peaceful harbors await sailors. Livadia Port is a safe mooring from which you can easily reach the island’s most beautiful beaches and hiking trails. The main attraction is the mysterious Mikro Chorio, a deserted stone village that is particularly magical at sunset. The island’s quiet atmosphere and hospitable inhabitants make Tilos the perfect place to relax.

Chalki – Emborio Port

Chalki is one of the most authentic islands in the Dodecanese, where time seems to have stood still. Emborio Port, despite its small size, is a well-protected, quiet place to moor. The pastel-colored facades of the waterfront houses provide the perfect backdrop for an evening stroll. Chalki is an ideal destination for those who want to get away from the crowds and enjoy the relaxed rhythm of the Greek islands.

Nisyros – Pali Marina

Nisyros is one of the most unique islands in the Dodecanese, with its active volcano providing a unique view. Pali Marina is a charming port of a small fishing village where sailors can relax comfortably. The island’s biggest attraction is the Stefanos Crater, where steam and sulphurous rocks erupt from the earth, creating a lunar landscape. The local thermal springs and authentic tavernas are the perfect complements to this unique experience.

Kalymnos – Pothia Port

Kalymnos is one of the best rock climbing destinations in the world. Pothia Port is the largest and liveliest settlement on the island, with its vibrant markets, sponge workshops and cosy cafés. The clear waters and calm bays are ideal for diving, while the steep cliffs beckon the adventurous.

Leros – Lakki Marina

Leros is a hidden gem with Italian architectural influences and stunning bays. Lakki Marina is one of the safest ports in the Dodecanese, with modern infrastructure and convenient mooring facilities. Among the island’s cultural attractions is the Panteli Castle, which offers breathtaking panoramic views of the sea. Leros is a perfect choice for those looking for a peaceful yet exciting destination in the region.

Sailing in Dodecanese Island – itineraries

Sailing from Rhodes to Kos itinerary

1. day: Rhodes – Symi

43 km (27 nm), sailing time: 3-4 hours
Head to Symi, a picturesque island known for its colorful harbor and neoclassical architecture. Explore the charming town of Symi, visit the Panormitis Monastery, relax on the beaches of Emporios Bay, enjoy fresh seafood at a waterfront taverna.

2. day: Symi – Aries

77 km (48 nm), sailing time: 6-7 hours
The city of Kos offers many historical attractions and programs. Here are a few: Visit Kos Castle (Neratzia Castle), a well-preserved medieval fortress with a stunning view of the harbor. Walk to the Ancient Agora, or the Tree of Hippocrates, where, according to legend, Hippocrates taught his students. You should see the ancient healing temple dedicated to Asclepius, the god of medicine, the Roman Odeon, the ancient Roman theater, and the Casa Romana, a restored Roman villa with beautiful mosaics.

3. day: Aries – Nisyros (Mandraki)

42 km (26 nm), sailing time: 4-5 hours
Your next destination is the volcanic island of Nisyros, which has a unique landscape and impressive geological features. Visit the crater of the active volcano Stefanos, discover the village of Mandraki, relax in the thermal springs of Pali, enjoy the local cuisine.

4. day: Nisyros (Mandraki) – Tilos (Livadia)

35 km (22 nm), sailing time: 3-4 hours
Sail to the peaceful island of Tilos, where you’ll find beautiful beaches, historic sites and a relaxed atmosphere. Explore the medieval castle and the Museum of Paleontology, relax on the beaches of Eristos and Plaka, hike along the scenic trails.

5. day: Tilos (Livadia) – Chalki (Nimborio)

34 km (21 nm), sailing time: 3-3.5 hours
Sail to Chalki, a small and charming island. Explore the port town of Nimborio, hike to the deserted village of Chorio, swim and sunbathe on the beaches of Pontamos and Ftenagia.

6. day: Chalki (Nimborio) – Panormitis (Symi)

43 km (27 nm), sailing time: 4-5 hours
Head to the island of Symi again, but now stop in Panormitis. Panormitis Archangel Michael Monastery is the main attraction in Panormitis. The monastery dedicated to the Archangel Michael is an important religious place in Greece. There are many trails around Panormitis that offer stunning views of the sea and the surrounding landscape. You can hike through olive groves, pine forests and along the coast.

7. day: Panormitis – Rhodes city

42 km (26 nm), sailing time: 4-5 hours
Sail back to Rhodes town and explore the city. a title=”More about sailing from Rhodes town” href=”https://boattheglobe.com/sailing-in/mediterranean/greece/dodecanese/rhodes/sailing-from-rhodes-town” rel=”noopener noreferrer”>sailing from Rhodes town</a

sailing from Rhodes town

Kos island sailing itinerary

Day 1. Kos – Kalymnos 29.24 km (18.17 nm), Day 2. Kalymnos – Leros 38.35 km (23.83 nm), Day 3. Leros – Mastichari 42.00 km (26.10 nm), Day 4. Mastichari – Kardamena 51.09 km (31.75 nm), Day 5. Kardamena – Mandraki (Nisiros island) 18.31 km (11.38 nm), Day 6. Nisiros – Tilos 39.82 km (24.74 nm), Da 7. Tilos – Agios Fokas – Kos 59.47 km (36.95 nm).

What if your next sailing adventure wasn’t about organising? Sounds great, right? Dodecanese is waiting, the sea is calling, and we take care of every little detail: The yacht has been located, insurance has been arranged, and a taxi is waiting for you. Request a quote, fill out the form below and head to the sunny bays – an unforgettable experience is guaranteed!