The best sights of the Dodecanese archipelago in one route: Rhodes, Simi, Kos and others.
Day 1: Rhodes - Simi (23 NM)
Rhodes is a wonderful place to start your trip over Greece. On the first day, you’ll have an opportunity to see the best-known sights of the city, but arrival at the marina will be the main event. Be sure to discuss the route with the manager and check the weather forecast.
Day 2: Simi - Nissyros (32 NM)
Nisyros, a satellite-island of Kos, can be seen in a single day. You can comfortably visit all three populated towns and two uninhabited ones, stroll the local beaches, dine at seafood restaurants, and even visit the mineral springs and steam cave. Nisyros has one particularly unique attraction that draws tourists to its shores--it’s home to an active volcano. Well, to be more precise, not an active but a dormant one. The last time the volcano “woke up” was in the early 21st century. Now the island’s guests are taking enthusiastic advantage of the opportunity to see with their own eyes all five of its craters, the largest and most famous of which is Stefanos. The two coastal towns, Mandraki and Pali, are suitable for a visit while in Nisyros. Yachtsmen tend to prefer Pali for its strong winds and powerful waves, and prefer Mandraki for its multiple ferries.
Day 3: Nissyros - Kalymnos (28 NM)
Though it shares the same mountainous terrain and cove-dotted coastline as its northern neighbours in the Dodecanese Islands, the island if Kalymnos is unique in its own special way. Kalymnos, situated between Kos and Leros, is also a whole chain of islands of the same name. It has plenty of churches, a few museums, and dozens of fantastic beaches. The population is sparse and in the past, the local residents crafted handmade sponges. The history of Kalymnos has the same history of governing bodies as the nearby Southern Sporades: from the Byzantines to the Venetians, the Knights of Malta, the Turks and the Italians. Yet, it does have one standout feature that sharply distinguishes the island from its counterparts, and that’s mountain climbing. The terrain of Kalymnos is so mountainous and yet so varied that it manages to pack in more than 1,500 climbing routes of varying difficulty. Once every two years, it’s the scene of the Kalymnos International Mountain Climbing Festival. Aside from alpinists, the island also draws diving enthusiasts. Kalymnos boasts Greece’s only state-run scuba diving school.
Day 4: Kalymnos - Pserimos (7 NM)
The small island of Pserimos, situated between Kalymnos and Kos, is part of the Dodecanese Islands. It has only one population center, nestled in a quiet cove and shielded from the wind. Yachtsmen will be pleased with its nice harbour, charming beach with a gentle slope into the water, and the few tavernas serving traditional Greek fare. Take it all in in an atmosphere of complete tranquility and peace.
Day 5: Pserimos - Kos (10 NM)
Situated in the south-eastern part of the Aegean Sea, Kos is the third-largest island in the Southern Sporades after Rhodes and Karpathos. The two main descriptors commonly used in referring to Kos are “garden of the Aegean Sea” and “birthplace of Hippocrates.” Both are true. The island’s natural terrain is highly varied with cliffs, ravines, coniferous forests and beaches to suit any taste. Kos is filled with the springtime scent of blossoming lilies swirling into summer where it then gives way to the aroma of ripe citrus fruit. The main attraction on Kos is its large temple complex, built in honour of Asclepius the Healer. Its three stories used to house a medical school, a museum of anatomy, thermal-water baths, and a shrine. Today, the ruins of the Asclepion serve as a theater stage. Kos’ other attractions include its Joanite fortress, Hippocrates museum, ancient Agora, and the old mosques in the capital city of Kos. The entire island is also sprinkled with numerous monuments, fortresses, and basilicas. The island’s main cities are concentrated along the northern and southern coasts. Yachts most commonly enter the Kos marina from the north and maintain course towards the south. You can even sail around the whole island if you wish, stopping in the port of Kardamaina, the Kefalos bay, and in the northern villages of Marmari, Mastichari, and Tigaki with its 10-kilometer-long beach.
Day 6: Kos - Tilos (35 NM)
The island of Tilos is one of the smallest in the Dodecanese Islands. Its three villages have a combined population of just 300 inhabitants, making Tilos a truly secluded spot. Nineteen beaches, twelve mountains with natural springs, seven medieval castles, a Byzantine monastery, two hundred churches, a cave with traces of past digs, and sixteen conservation areas make Tilos a modern wonder. The island’s main port is Livadia. Here you’ll find Tilos’ most popular beach and a handful of perfectly lovely cafes and restaurants. Not far from the city is the old settlement of Micro Chorio. From there the road north leads to Megalo Chorio, the present-day capital of Tilos, and the road west leads to the island’s most beautiful beach – Eristos. Agios-Antonios is the island’s second port. Situated nearby is the beautiful sandy beach of Plaka. From there the road leads to the Monastery of St. Panteleimon – the island’s protector.