Dodecanese Island Hopping

You are here

Period of operation :April - May & September - October
Price :2050€ for min 4 participants (for less or more participants please contact us)
Duration :9 days / 8 nights
Minimum attendance :2 participants
Level requirements :Good physical condition

The ideal way to get the most out of the Dodecanese islands is to join an island hopping trip.

Our experienced guides will take you to remote islands, and reveal their secrets, we will explore forgotten sites and go of the beaten track on bigger islands. 


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

Day 1

Arrival in Rhodes, transfer to the port, meet your Trekking Hellas Guide, embark the boat to Tilos and the adventure begins! Welcome dinner. O/N Tilos

Day 2

First hike of the trip:


This hike combines all you have ever thought of Greece. Starting from the seaside village of Livadia, the trail leads us – following the coast line – to lovely beaches, including a red one – due to its soil. After reaching Lethra Beach, a green full of trees paradise, we begin the ascent towards Mikro Chorio – small village in Greek. Once a highly populated village, now a deserted one. Houses abandoned, narrow alleys, green yards and only inhabitants a few goats. During the summer months a bar operates here were customers can stroll around this one of a kind “ghost” village. Picturesque as it can be, we leave it behind, while starting the descend towards our starting point, Livadia. Km: 7,5 / Actual Hiking time : 3 hours

Picnic lunch, O/N Tilos

Day 3


Starting from the village of Livadia, we follow the coast line, walking by the beach, towards the end of the gulf that features the main port of Tilos. The trail was once upon a time built at the ridge of the mountain slope and connected the port with the now abandoned village of Gera. A few houses and some threshing floors overlook the endless Aegean Sea. Continuing our walk, we ascent a riverbed full of trees to reach the higher point of our hike. With great views to the nearby islands, we then descend again towards Livadia. Km: 8,5 / Actual Hiking time: 4 hours, Lunch in a tavern at Livadia Beach, O/N Tilos

Day 4


Agios Panteleimonas is a monastery built on 1531 AC by a sailor, who survived a shipwreck and had a vision of Saint Panteleimon on his dreams. He decided to build the monastery on the favor of the saint that saved him and as the myth goes, at the milestone of the building he discovered a fountain! Nowadays, Agios Panteleimonas stands proudly on the harsh environment of a mountain slope surrounded by maple trees – rare thing for an island. The trail starts at the outskirts of the Monastery and lead us to Agios Antonios – the second port of the island, giving us fantastic views of the nearby Nisiros. Once arrived at Agios Antonios, we ascent to Megalo Chorio – large Village in Greek – the nowadays capital of Tilos. Built under the shadow of a medieval castle, Megalo Chorio, stands proudly overlooking Eristos, the biggest and most famous beach of the island. Km: 7,5 / Actual Hiking Time: 3 hours. Lunch in a tavern at Megalo Chorio.

Boat to Halki at the afternoon time, sightseeing at the main town of Halki,


Day 5


Today’s hike will start from the capital of Halki, Nimporios which is also the main village and port of the island. The trails goes uphill gradually from a fertile valley that leads up to the Medieval Castle of Chorio. The village of Chorio, west of Halki, once the only settlement on Halki, is built around the hill upon where the fort stands and has old style stone houses. The village of Chorio was abandoned gradually and today is deserted. The views from the Castle are magnificent, and on a clear day, Rhodes, Nisiros, Karpathos and Tilos are visible into the endless blue of the Aegean sea. On the way back, we will have a worthy stop to Pondamos Beach for a refreshing swim and a homemade nutritious lunch at a seaside tavern. Km: 6,5 / Actual Hiking Time: 3 hours


Day 6


Time to explore a deserted island, called Alimia. We set off from the port of Halki and we 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 through its untouched treasures. We wonder through forgotten trails, since the island is uninhabited since the Second World War In the Hellenistic times, Alimia was used as an anchorage and observatory for the Rhodian fleet. A tower was constructed that survives till today on the eastern side of the tallest peak of the island. 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 Dodecanese that time. Once arrived to the second significant bay of the island, we have the chance to swim to its crystal clear waters, and then enjoy a barbeque on the beach. At the early afternoon, we sail back to Halki. Km: 6 Actual Hiking time: 2,5 hours


Day 7


Time to say goodbye to picturesque Halki, and take the boat back to the biggest of the Dodecanese islands, Rhodes. After a transfer to your hotel, and quick settling into the rooms, we set off for our first paddling day. We will paddle close to famous bays, swim in turquoise waters, discover hidden caves and feel like real explorers! As we will start paddling away from shore into the sea and along the east-southeast coast of Rhodes, your guide will share important facts of the past. Enjoy panoramic views of beautiful islets and stunning rock formations before venturing into hidden sea caves along the coast. We will even have the option to swim or snorkel in the clear blue waters of the Anthony Quinn’s Bay. Once arrived at Traounou beach we can relax and rejuvenate our energy with refreshments and a nutritious traditional greek pic nic lunch. We will spend approximately two and a half hours paddling along Rhodes’ coastline on this unforgettable journey (6 N.Miles). Afterwards, transfer to hotel, and then walking tour of the Medieval Town of Rhodes – An UNESCO Heritage Monument. Narrow alleys, historic monuments and a mysterious atmosphere contribute to an unforgettable visit!


Day 8


Today is our second day of sea kayaking, and quite a longer one. After a transfer through Rhodes countryside we arrive at Vlicha Beach – located on the east side of the island, next to the town of Lindos. After paddling across the coastline, passing by beautiful rock formations and hidden caves we reach Lindos, with its small cubic whitewashed houses. We enjoy a tasty nutritious lunch at a sea side tavern on the beach consisted by natural, homemade Greek dishes and then we start hiking uphill wandering through the city’s small and picturesque alleys. When reaching the archaeological site of Lindos, we will learn about and visit Athena’s Temple and then paddle towards the bay of St Paul’s, known for its unique beauty and protected environment. The feeling of reaching Lindos and its unique beauty by sea kayak, is priceless, due to the beauty of crystal clear water and the view to the castle that proudly stands on the top of the hill, protecting its town. 9 N.Miles, Actual paddling time 4 hours. Transfer back to Rhodes town, farewell dinner.


Day 9

Departure day, transfers to airport. 

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


Rhodes Outdoors Store
Your info point
Stylish boutique
stay in Rhodes