• English
    • Greek

Tour overview

Island Hopping in the Dodecanese is a unique 9 day hiking trip on 4 Greek Islands.

Get the most out of the Dodecanese islands with this idyllic island hopping tour. Indulge yourselves in cosmopolitan Rhodes, enjoy magnificent views on charming Symi and explore the more untouched and undeveloped islands of Tilos, Halki and Alimia.

Our Island Hopping in the Dodecanese tour starts and ends on the cosmopolitan island of Rhodes. From here we embark on a short voyage with a small local ferry to the tiny island of Tilos. Based in the charming hotel Ilidirock, we visit remote “ghost” villages, monasteries and medieval castles. We hike along the coastline which boasts spectacular sea views and we enjoy great swims at wonderful secluded beaches. Our next destination is colourful and laid-back Halki, the smallest inhabited island of the Dodecanese listed by UNESCO as the island of Peace and Friendship. Having explored the trails of Halki and enjoyed amazing views of the surrounding islands we set off to discover the uninhabited island of Alimia before heading back to Rhodes. Back in Rhodes town we spend time in the charming Medieval town of Rhodes and explore the most beautiful parts of its coastline with two days of thrilling sea kayaking.

Highlights of Island Hopping in the Dodecanese:

  • Four hikes (including two coastal hikes on Tilos and Alimia)
  • Medieval castles
  • Deserted villages
  • Excursion to an uninhabited island
  • Two days of sea kayaking in Rhodes
  • Visit the Medieval Town of Rhodes and the Acropolis of Lindos

Trekking Hellas offers a variety of activities and tours on Rhodes and the Dodecanese Islands, which can be added to your itinerary in order to customize it according to your personal tastes.  If you enjoy hiking in less visited and more traditionally authentic islands we highly recommend our  Hiking Karpathos Tour or our Sailing & Hiking in the Dodecanese Islands if you wish to explore the islands through the eyes of a sailor.

Tour Summary


9 days

Period of Operation: April – May & September – October


  • 2290€ for 4-7 participants
  • 2840€ for 2-3 participants

Tour Details

Tour inclusions
  • Bed and breakfast for 8 nights in boutique hotels
  • Boat tickets (Rhodes to Tilos, Tilos to Halki, Halki to Rhodes)
  • All necessary local transfers for the operation of the trip
  • Meals:  breakfast (days 2-9), lunch (days 2-8) & 2 dinners (days 1 & 8)
  • 4 hiking tours (days 2,3,4 5)
  • 1 walking tour  (day 7)
  • 2 sea kayaking activities (days 7 & 8)
  • Entrance fees to the archaeological site of Lindos
  • Day excursion to the deserted island of Alimia
  • English speaking Trekking Hellas guide


Day 1 of Island Hopping the Dodecanese sees your arrival in Rhodes and transfer to the port. After meeting your Trekking Hellas Guide, we embark on the boat to Tilos! We christen the beginning of our exciting adventure by enjoying a delicious welcome dinner. Overnight stay in Tilos http://www.ilidirock.gr/

Today’s part of our Hiking and Kayaking Tour is a hike which combines all you have ever dreamed of when thinking about Greece. We start from the beautiful seaside village of Livadia and the trail leads us along the coastline to lovely beaches, including a red beach – due to the colour of its sand. Thereafter, having reached Lethra Beach, a green tree-lined paradise, we begin the ascent towards Mikro Chorio (meaning small village in Greek). Once a highly populated village, it is now deserted. Houses have been abandoned and they remain along with the narrow alleys, green courtyards and its few present inhabitants – goats. During the summer months a bar operates here from which customers can stroll around this unique “ghost” village. Picturesque as it may be, we are forced to leave it behind, in order to start our descent back towards our starting point, Livadia.

Distance: 7 Km

Actual Hiking Duration: 3 hours.

Overnight stay in Tilos http://www.ilidirock.gr/

Today we start our Island Hopping the Dodecanese tour from the village of Livadia, and again follow the coast line, walking along by the beach, towards the end of the gulf, to the main port of Tilos.

The trail was once built on the ridge of a mountain slope and connected the port with the now abandoned village of Gera. Here, only a few houses and some threshing floors remain, overlooking the Aegean Sea which stretches as far as the eye can see. We continue our walk, and start our climb up through a riverbed full of trees to reach the highest point of our hike. With great views of the nearby islands, we then descend again towards Livadia.

Distance: 8.5Km

Actual Hiking Duration: 4 hours

Overnight stay in Tilos http://www.ilidirock.gr/

Today our Hiking and Kayaking Tour takes us to Agios Panteleimonas, a monastery built in 1531 AD by a sailor, who survived a shipwreck and had a vision of Saint Panteleimon in his dreams. As a result he decided to build the monastery to honour the saint who had saved him. And, as the myth goes, he discovered a natural spring at the spot where he decided to build the monastery! Nowadays, Agios Panteleimonas stands imposingly on top of a mountain slope, surrounded by maple trees, a juxtaposition to its harsh surroundings and a rare sight for an island. The trail starts on the outskirts of the Monastery and leads to Agios Antonios – the second harbour of the island, offering fantastic views of the nearby island of Nisiros.

We arrive at Agios Antonios, and then ascend to Megalo Chorio (which means Big Village in Greek). Megalo Chorio is now the capital of Tilos. Built under the protection of a medieval castle, Megalo Chorio, stands proudly overlooking Eristos, the biggest and most famous beach of the island.

Distance: 7.5Km

Actual Hiking Duration: 3 hours.

We take a boat to Halki in the afternoon and enjoy some sightseeing in the main town.

Overnight stay in Halki at Aretanassa Hotel https://www.facebook.com/aretanassa.hotel/

Day 5 of Island Hopping the Dodecanese starts from the capital of Halki, Nimporios which is also the main village and port of the island. From here we gradually walk uphill through a fertile valley that leads up to the Medieval Castle of Chorio. The village of Chorio, in the west of Halki, was once the only settlement on the island. It is built around the hill upon which the fort stands, with its traditional style of stone houses. The village of Chorio was slowly abandoned and today is deserted. The views from the Castle are magnificent, and on a clear day, Rhodes, Nisiros, Karpathos and Tilos are all visible, all happily surrounded by the endless blue of the Aegean sea. On the way back, we stop at Pondamos Beach for a refreshing swim and a nutritious homemade lunch at a seaside taverna.

Distance: 6.5 Km

Actual Hiking Duration: 3 hours

Overnight stay in Halki at Aretanassa Hotel https://www.facebook.com/aretanassa.hotel/

Today our Hiking and Kayaking tour let us explore a deserted island, called Alimia. We set off from the port of Halki, and sail till we reach its first wide bay, where the main town once stood. This village was declared a protected settlement in 1978. There,we disembark in order to hike among its untouched treasures. We find ourselves wandering along forgotten trails as the island has been uninhabited since the Second World War. In Hellenistic times, Alimia was used as a point of anchorage and an observation point for the Rhodian fleet. At the time, a tower was constructed on the highest peak of the island, on its eastern side and still survives to this day. Part of this Hellenistic tower was used for the construction of a Medieval Castle in 1475 by the Knights of Saint John, who had conquered The Dodecanese Islands in that era. Once we arrive at the second significant bay of the island, we have the chance to swim in its crystal-clear blue waters, and then enjoy a BBQ on the beach. In the early afternoon, we sail back to Halki.

Distance: 6 Km

Actual Hiking Duration: 2.5 hours

Overnight stay in Halki at Aretanassa Hotel https://www.facebook.com/aretanassa.hotel/

On day 7 of Island Hopping in the Dodecanese we leave picturesque Halki, and take the boat back to Rhodes, the biggest of the Dodecanese islands. After a quick transfer to our hotel and briefly settling into our rooms, we set off for our first day sea kayaking. We will paddle close to famous bays, swim in turquoise-blue waters, discover hidden caves and feel like real explorers! As we start paddling away from the shore and out to sea along the east coast of Rhodes moving south, our guide will share important facts about the history of Rhodes. Throughout the tour you will enjoy panoramic views of beautiful islets and stunning rock formations before venturing into secret sea caves along the coast. We also have the option of swimming and snorkelling in the crystal-clear blue waters of Anthony Quinn’s Bay if we wish. Having enjoyed all this and more, we arrive at Traounou beach, where we can relax and rejuvenate with refreshments and a delicious traditional Greek picnic lunch.

We spend approximately two and a half hours paddling along the coastline of Rhodes on this unforgettable day trip.

Afterwards, we transport you back to your hotel, and then take in a walking tour of the Medieval Town of Rhodes – A UNESCO World Heritage Monument. The narrow alleys, historic monuments and mysterious atmosphere of olden times all contribute to a truly unforgettable visit!

Distance: 6 N.Miles

Actual Paddling Duration: 2.5 hours.

Overnight stay in Rhodes Town at Elakati Boutique Hotel http://www.elakati.com/el/

Today we start our second day of sea kayaking on our Hiking and Kayaking Tour, and this time it is a rather longer day. After a transfer through more rural parts of Rhodes, we arrive at Vlicha Beach – located on the east side of the island, near the village of Lindos. We paddle along the coastline, passing by beautiful rock formations and hidden caves, and reach famous Lindos, with its small quaint whitewashed houses. Before we complete our exploration of Lindos and all it has to offer, however, we paddle towards St Paul’s Bay, well- known for its unique beauty and protective surroundings. We paddle through an amazing “Sea Canyon” which leads us to stunning and secluded Navarone Bay where we snorkel before heading back to enjoy a tasty nutritious lunch at a seaside taverna. What could be better than sitting on the beach sampling delicious, homemade Greek dishes! We then start our ascent to the main village, wandering through its small, picturesque alleys. We soon reach the archaeological site of Lindos, where we learn about and visit the Temple of Athena. The experience of arriving at Lindos by sea kayak is one-of-a-kind, due to the beauty of its crystal-clear waters and views of the castle which stands imposingly on the top of the hill, protecting its town.

Distance: 9 N.Miles

Actual Paddling Duration: 4 hours.

After your transfer back to Rhodes town we enjoy a final farewell dinner.

Overnight stay in Rhodes Town at Elakati Boutique Hotel http://www.elakati.com/el/

Day of departure and transfer to airport.


Book now

Covid-19 Protection Measures. Read More