13 days adventure and sailing across the Dodecanese Islands, Greece
Experience the diversity and beauty of each Island in the Dodecanese. You’ll be guided by some of the most dedicated and friendly staff while a new twist to your adventure gets added every day.
The Highlights
- Activities: Cultural tour, Hiking, Scuba Diving, Climbing, Yoga and Horse riding, Sea kayaking
- Majestic harbour of Symi Town and its music and food culture
- Volcano Island of Nisyros, where you will walk the crater of this active mythical giant in the morning and laze about in the quant villages in the afternoon
- Beaches in Lipsi, Arkoi, Marathi and Halki with the crystalline waters and abundant local seaside cuisine will bring you close to Greek Island life
- Enjoy the experience and rejuvenation of natural thermal pools
- Breathtaking bays of Patmos during the day, and the opportunity to hit the dance-floor after the sunset
The Details
Vessel Type: Standard Sailing Catamaran
Capacity: up to 8 travellers
Services: Skipper + Activity Guides
Extra inclusions: Cultural Guided tour, Scuba diving, Climbing, Mountain Bike tour, Hiking
Recommended Period: April to June, September to November
Samos (Start)
Agathonisi
Arkoi
Marathi
Patmos
Lipsi
Makronisi
Leros
Kalymnos
Telendos
Pserimos
Kos
Nisyros
Tilos
Halki
Alimia
Symi
Rhodes (Finish)
Additional Activities & Services
sea kayaking, cycling, horse riding, watersports, kitesurf, windsurf, yoga, local food and wine tasting, onboard hostess, onboard yoga instructor, watersports gear.
We have planned this trip for people who have plenty of time for a sweeping exploration of the Dodecanese and love outdoor sports! Providing experienced certified guides and offering a variety of activities suitable for different levels and age, this trip will cover 250 nm with an average of 3 hours sailing per day and allows the traveler to visit and explore the best spots around Samos, Patmos, Leros, Kalymnos, Kos and more islands of iconic beauty!
Day by Day
Day 1 > Samos & Agathonisi
Meet your skipper at the port of Pythagoreio and after a short briefing and last preparations set sail to Agathonisi, a small island with less than 200 inhabitants and a lovely, quiet port. Enjoy your first dinner under the stars in the peaceful atmosphere of the island.
Sail of approximately 15NM
Anchorage for the night: Agathonisi secluded bay
Day 2 > Arkoi, Marathi & Patmos
After a morning swim and breakfast follows a light sailing to the beach of Tiganakia, in the nearby island of Arkoi. Enjoy your swim and underwater selfies in this magnificent beach with its crystalline waters and let us move to Marathi, an islet with a population of 12, falling to 3 people in winter. Have your lunch in the ambience of this hospitable place and continue with an 1hr sail to the island of Patmos. Overnight anchorage at its port will give you the opportunity for a beautiful dinner in one of the town’s traditional taverns, and endless evening strolls along the pier.
Optional: Hiking
Sail of approximately 24NM
Night anchorage: Patmos port
Day 3 > Lipsi
On this morning you can either visit the castle-built Monastery of Saint John the Theologian in Chora, a UNESCO world heritage site with strong cultural connotations or indulge in a sea kayak session along the east coast of the island until afternoon. Meet the boat on the southernmost part of the island and sail to our next destination, the island of Lipsi. We will moor in Katsadia beach, where a fine restaurant and lively bar complete the setting for another great summer night.
Activity: Cultural Guided Tour
Optional: Yoga, Sea-kayaking, Hiking, Climbing
Sail of approximately 10NM
Night anchorage: Katsadia beach
Day 4 > Makronisi & Leros
Take a refreshing morning swim and breakfast and let’s move to Makronisi, a narrow islet at short distance with spectacular cliff formations, large caves and an underwater arc, ideal for cliff diving or deep-water soloing, while abundant marine life including wide lobster population offers an exciting opportunity for snorkeling. After lunch repose on-board while sailing to the island of Leros, where the port of Panteli will be our overnight spot.
Sail of approximately 15NM
Night anchorage: Panteli port
Day 5 > Leros & Kalymnos
The seabed of Leros is home to wrecks of warships and aircraft frames dating back to WWII, which make scuba diving an exhilarating choice for this morning. Alternatively, you can go for a mountain bike tour as the mostly gently rising terrain of the island creates relatively flat trail surfaces with limited climbs and descents. Meet the boat in Xirokampos beach for a swim and lunch on-board and later in the evening sail to the island of Kalymnos with the sun setting on your horizon. Overnight anchorage at Palionisos bay.
Activity: Scuba diving
Optional: Cycling, Hiking, Cultural guided tour
Sail of approximately 15NM
Night anchorage: Palionisos bay
Day 6 > Kalymnos & Telendos
After a morning swim and breakfast we sail to Vathis, a small village located in a narrow, fjord-likened bay, ideal for sea kayak. Also, climbing is the ultimate activity in Kalymnos! A climbing instructor will lead you to the many climbing routes and levels around the island. Later on, laze about on-board in the nearby (less than a mile away) islet of Telendos or hit the bar at Masouri for some post-adrenaline shots!
Activity: Climbing
Optional: Horse riding, Cycling, Yoga, Sea-kayaking
Sail of approximately 20NM
Night anchorage: Vathy port
Day 7 > Pserimos
Today let’s split this day between Kalymnos and Pserimos. A light morning sail towards the rocky islet Nera and later on sail to Pserimos, an island with very few inhabitants, a rudimentary road net, a scout camp and numerous eye-catching beaches which we will explore before we moor for sunbath and beach tennis at the central bay. Surrender to the calmness of this place and get lost in a timeless summer mood.
Sail of approximately 15NM
Night anchorage: Pserimos village
Day 8 > Kos
Enjoy a morning swim before sailing to Vathy bay in Pserimos. Later on reach Kos to explore its rich culture and beautiful surrounding bays. Stay on anchor at Kos port for the night,
Activity: Mountain bike tour
Optional: Hiking, Horse riding, Kitesurfing, Windsurfing, Watersports, Cultural tour
Sail of approximately 15NM
Night anchorage: Kos port
Day 9 > Nisyros & Tilos
Today set sail to Nisyros. Enjoy Mandraki port and walk around the village. Get a chance to visit the monastery, its historical museum and castle. Later on, a transfer is arranged to get you to the volcano area wherfrom a 2 hour walk begins to Nikia village. Visit the Volcanological Museum before you move to Avlaki seaside village, by taking a short path toward its abandoned city with unique settlements built deep in the ground (known as ''spiladia''). Your boat will wait for you there ready for a relaxing sunset sailing to Tilos where Tholos beach will serve as an anchorage for the night.
Activity: Hiking
Optional: Cycling, Cultural tour, Local food & wine tasting
Sail of approximately 20NM
Night anchorage: Ag. Antonios beach
Day 10 > Tilos
After morning swim and breakfast, get a chance to visit the beautiful village and the Museum of Paleontology and Geology with exhibits on the unique ''elephas tiliensis'' famous dwarf elephant of Tilos. Explore all the history and culture of this beautiful destination and enjoy a relaxing evening on Tholos bay which will also serve as an anchorage for the night.
Optional: Hiking, Cultural guided tour
Sail of approximately 25NM
Night anchorage: Tholos bay
Day 11 > Halki & Alimia
Enjoy morning swim and breakfast and get ready for a 2 hour sail to Halki. Halki islet offers a lots of caves surrounded by a very wild scenery full of cliffs, seals by its rocks and beautiful crystal clear water. Make a few stops to explore all its natural beauties and later on sail to its picturesque and quite port to visit the castle and stroll around. Later on, a half hour sailing will get you to Alimia, a unique island with a very protected bay, an old village and lots of historical remnants from the war. Enjoy a magnificent view up from the top of its castle. Afternoon sail to Symi and moor to a secluded beautiful bay.
Sail of approximately 20NM
Night anchorage: secluded bay
Day 12 > Symi
Today the program is ideal for travelers that admire heights. Transfer by car and after a short walk reach a unique spot where a 300 meter cliff stands that hosts a base jumping event every summer. The rappel along with the beautiful view of Agios Georgios and emerald waters underneath is breathtaking. Swim and relax until you start a short sail to Symi. Explore the beautiful harbor and town of Symi before you choose a traditional tavern to taste some local delicacies.
Optional: Scuba diving, Climbing
Sail of approximately 20NM
Night anchorage: Agios Vasilios bay
Day 13 > Rhodes
Today, sail around the island to reach the best beaches to enjoy swimming and the beautiful surroundings and get the chance to visit a unique spot with spectacular cliff views. Later on, a short sail will get you to Mandraki port in Rhodes which is the disembarkation point of this trip.
Sail of approximately 25NM