Sailing in the Dodecanese islands

GENERAL INFO

Hidden in the very South- East corner of Greece and hugged by the Turkish coast the Dodecanese complex of islands wait to be discovered. Their strategic position, in the middle of the most important East-West trade routes, made many seafarer powers fight for dominance. Thus, today there are traces of everyone from Greeks and Romans to crusading medieval knights, and from Byzantine and Ottoman rulers to 20th-century Italian bureaucrats. The result is a diverse group of islands with fascinating archaeological sites, ancient walking trails , medieval castles, and charming whitewashed villages.
On top of that, the Dodecanese complex encompasses varied landscapes of immense beauty, unforgettable coastal scenery and tranquil, turquoise waters providing the ideal setting for our style of guided walking tour: a mix of glorious land and seascapes, little-used walking trails, friendly people, wonderful cuisine, and the luxury and romance of traveling by private yacht. And what a yacht! We have a gorgeous 32-meter (103 feet), all-wood, two-mast gullet with a crew of four to cater your every need. This trip offers the perfect balance between relaxation and activity, as we will have plenty of time to relax on board, enjoy the warm waters of the Aegean and explore the islands of Kós, Nisyros, Chalki, Tilos, and Symi.
All you need to do is lay back on the cushioned rear deck and enjoy the beauty of the Greek archipelago!

DAILY ITINERARY

Arrive in Bodrum, Turkey and meet the group at the gullet in the city’s grand harbor. Welcome drinks await us aboard and we are ready to disembark! First stop is Kos’ bustling port. This is the second largest island of the Dodecanese after Rhodes with a rich history reflected in its architecture and historic monuments: the harbor is guarded by the imposing castle of the Knights of St. John, in the town 17th century Ottoman mosques stand next to austere Italian public buildings, built during the fascist period while extensive Hellenistic and Roman remains lay amongst public gardens. After a short walking tour in the city’s historical center, we will have lunch and set out for a 3.5 -hour sunset passage to the island of Tilos. Tonight, we moor in a quiet cove and dine at a wonderful local taverna in Tilos town.

Overnight in Athens, Tilos (L,D)
Cruise time:
Bodrum to Kos 2 hours
Kos to Tilos 3h / 30min

Enjoy a Mediterranean breakfast that includes fresh fruits, olives and some of the best yogurt in the world and disembark for a hike to one of the smallest and least inhabited islands in the country. We walk across the coast for stunning views of the Aegean Sea. On first sight, the island seems to be bare and barren but as we follow the old stone trail to the inland, it soon becomes apparent that the dramatic landscape is less hostile than expected. We hike amongst ancient terraces of olive, walnut, and carob trees. The footpath winds uphill to the abandoned medieval settlement of Mikro Chorio. Today out of the 220 houses of the village, only the ruins of impressive stone houses can be seen. Round threshing circles, olive pressing stones and cisterns stand witness to Tilos’ intense agricultural past activity. We loop back down to Tilos town to rejoin our yacht. It is time to swim and enjoy Greece’s azure waters! In the afternoon we travel to the island of Chalki.

Overnight in Chalki (B,L,D)
Hiking distance:
7 km / Hiking Duration: 3 hours
Sailing distance:
Tilos to Chalki 3 hours

Forget Tilo’s cubic whitewashed houses, the town of Chalki  is brightly colored with 19th-c. Neoclassical houses and ceramic-tiled roofs. Some of these houses are right on water, and residents dive from their front patios right into the port’s crystal-clear waters. We walk through the town and then climb up to the imposing ruins of a castle built by the Knights of Saint John, once an important bastion during the Crusades. From this vantage point you can look over to the massive bulk of the island of Rhodes, and you may also catch a glimpse of our yacht as it cruises around to a quiet cove to pick us up after our descent. Have a refreshing swim and then lunch on board before setting “sail” once again to the island of Symi. Tonight we moor in a serene, isolated cove to sleep under the stars.

Overnight in Symi (B,L,D)
Hiking distance:
6 km  / Hiking Duration: 3 hours
Sailing distance:
Chalki to Symi 2h / 30min

Wake up with a morning swim and get ready for today’s spectacular hike which is the most challenging but perhaps the most rewarding one in our trip. Our dinghy will take us on the beach to start our hike which initially ascends steeply on a narrow cliff. Soon we reach at the top and the sea views are breathtaking. Symi is the first island we visit which has a forest. So, as we traverse across the island towards the colorful town of Symi the landscape alternates between stark limestone mountains, the deep blue sea and the green of the cypress tree forest. Our flagstone path gradually descends taking us to the town. The first sight of Gialos harbor is unforgettable.
Two-story, pastel-colored neoclassical houses, with tall windows and doors are built amphitheatrically on the slopes rising on all sides. And above all, today we are having a fabulous seafood lunch overlooking at the sea. In the afternoon you are free to wander around and do some shopping at the numerous boutiques in town since we’ll be moored in the port.

Overnight in Symi (B,L,D)
Hiking distance:
6 km / Hiking Duration: 3 hours

A short morning cruise takes us to the starting point of today’s hike. We walk through a fragrant pine forest to the Archangel Michael Monastery on the southern end of the island. Built in the early 18th century, the monastery overlooks the bay in a truly magical setting surrounded by green hills. Visit the historical chapel which stands as one of the most important pilgrimage destinations of the country before getting picked up by our gullet. It is time for a swim and we circumnavigate the island to reach the spectacular Ai-Giorgis beach. Surrounded by sheer cliffs that make access by land impossible, this natural bay has gorgeous waters, small pebbles and a little church that gave it its name. Around 5 p.m. we return back to Symi town for our cooking lesson.  The traditional home of Smaragda is outs of town in a neighboring bay so we walk on a quiet road that follows the coast. We learn how to make tzatziki sauce, stuffed tomatoes and spinach pie all baked in a wood oven. Just step back in time and feel the warmth of Greek hospitality in all its generosity.

Overnight in Symi (B,L,D)
Hiking distance:
2 km / Hiking Duration: 1 hour

Weigh anchor this morning and cruise to the island of Nisyros which is Greece’s youngest volcano. This tiny, round island has only four villages: Mandraki and Pali are on the coast, while Emporeio and Nikia are perched on the edge of the volcano’s crater. Upon arrival, we are shuttled to Emporeio for lunch at Katina’ s restaurant, a family taverna with stunning view overlooking the volcanic crater and local delicacies such as pythia (chickpea fritters) served with an almond-and-garlic sauce. After lunch, we are transferred to the floor of the 4-km wide caldera to walk inside Stefanos crater. Such visits are a once-in-a-lifetime opportunity, given that craters are rarely accessible and feels like you are walking on the moon! We depart on foot to climb out of the caldera, up to the whitewashed village of Nikia. This short but beautiful hike will reward us with extraordinary views. Enjoy a cool drink in the picturesque square before we head back to Mandraki port where we will rejoin the boat. We dine tonight in the village but this time we experience a modern version of Mediterranean cuisine.

Overnight in Nisyros (B,L,D)
Hiking distance:
3 km / Hiking Duration: 2 hours

Disembark this morning for a walk through the narrow and colorful streets of Mandraki town, past whitewashed houses with brightly painted balconies and shutters. We gradually climb up to the massive walls of a 7th century BC Doric fortress with dominating views over the town below. Return to the yacht for a short cruise to the uninhabited island of Gyali, which has been mined for its pumice for centuries. We moor here for lunch and a swim before eventually cruising back to the port of Kós to clear customs and then back to Boldrum Turkey. Tonight we will enjoy our farewell dinner on board for one last meal with our shipmates.

Overnight in Bodrum (B,L,D)
Sailing distance:

Kos to Bodrum 2 hours
NIsyros to Kos 2 hours

We have to disembark by 8 a.m. this morning, so you can schedule onward travel any time after that. If you need to get out earlier, there is usually a 6:45 a.m. flight back to Istanbul, we can help you get an early taxi.

(B)

 

CHOOSE YOUR DATE

SELECT A DATE BELOW TO BOOK YOUR TRIP

OR

WHAT'S INCLUDED

PRICE INCLUDES

  • Seven nights accommodation on a 32-meter, all-wood, two-masted gulet with a crew of four to look after every need
  • All costs related to the boat charter and operation, such as fuel, port fees, and custom fees
  • All transportation during the trip
  • All activities mentioned in the program
  • Entrance fees to the Nisyros volcano
  • Tourist guide for the Nisyros volcano
  • Services of a guide throughout the tour
  • Transport and handling of one reasonably sized suitcase and one carry-on per person

NOT INCLUDED

  • International air fare
  • Transfer to and from the airport/port
  • Medical expenses
  • Travel or emergency evacuation insurance
  • Gratuities for leader/guide or driver
  • Alcoholic beverages and meals other than outlined in itinerary
  • Extra boat provisions (beer, wine, soft drinks etc)
  • Visas if needed
  • Other items of a personal nature
  • Anything not mentioned in above program

INCLUDED MEALS

  • Breakfast
  • Lunches and dinners as indicated in the itinerary
  • Snacks during activities

ITINERARY CHANGES

We are constantly updating our unique itineraries based on new information and experiences available. The walks, accommodations, and visits listed may be adjusted. The itineraries presented are subject to modification and change by Tripin Adventures. We reserve the right, without penalty, to make changes in the published itinerary whenever, in our judgment, conditions warrant, or if we deem it necessary for the comfort, convenience, or safety of participants, anything not mentioned in above program.

TRIP NOTES

Want an in-depth insight into this trip?
Your trip notes provide a detailed itinerary, visa info, how to get to your hotel, what's included
- pretty much everything you need to know about this adventure and more.

REQUEST A RESERVATION

Request a reservation for this trip or build your own.

Receive our latest travel offers straight to your inbox.

FOLLOW US

CONTACT

ADRIANOU 3, 14341
ATHENS, GREECE
info@tripin.gr
+30 6973 989 552
+30 6946 526 542

SUPPORTED BY

POLO CENTER

AMBASSADOR OF

HIKERS FRIENDLY

LICENSED BY

GREEK NATIONAL TOURISM ORGANISATION
AUTHORIZED LICENSE NUMBER:
0206 E 60000520201

MEMBER OF

HELLENIC ASSOCIATION OF TOURISM
ENTERPRISES IN OUTDOOR ACTIVITIES

OUR GUIDES ARE CERTIFIED BY

IFMGA/UIAGM
MOUNTAIN GUIDE

HFMC
MOUNTAIN GUIDE

TOP