Famous for its shimmering coastal resorts and vibrant islands, Greece has long been a destination for sun worshippers and partygoers but our walking holidays in Greece let you uncover its more authentic side. Greece is a fascinating destination and a hidden treasure in the heart of the Mediterranean where a true trekker’s paradise is waiting to be explored. Our self-guided and guided hiking tours of the Greek Islands steer you in the direction of archaeological gems, traditional whitewashed villages and tavernas where you can hang out with the locals.
If you want to avoid the summer crowds, it’s the perfect off-season destination in Europe where you can enjoy the world-famous sunset of Santorini or the authentic hospitality of the little-known island of Evia. While history buffs should head to the island of Kythnos, nature lovers will be in their element exploring the mountains.
Island hopping is one of the best ways to explore Greece as you’ll get to experience the unique charms of each one, from the irresistible scenery of Santorini and the Venetian Castello town of Hora on Naxos to the Cycladic and medieval villages of Paros. And, of course, you can sample the local food and wines along the way. Tuck into a traditional Souvlaki and baked Greek Moussaka or devour some of the ginormous olives that are dripping in olive oil. Greece is also renowned for its wonderfully fresh fish and seafood that is caught each day.
Top 5 Islands to Explore when Walking Greek Islands
Kythnos: Boasting everything from ancient archaeological sites to stunning landscapes, Kythnos is a paradise for hikers. It may be one of the less popular destinations but it sure packs a punch with its incomparable scenery. Our guided hiking tours in the Greek islands also introduce you to its fabulous culture and friendly locals. Discover the most idyllic views as you follow a series of hiking trails past ancient sites, along the coast and through the untamed countryside, or explore the fabulous Byzantine castle ruins that lie on top of the headland.
Evia: Although Evia is the second largest island in Greece, its beautiful mountain villages and heavenly beaches remain much less crowded than other islands. As well as taking you off the tourist paths, Evia will charm you with its picturesque landscapes that wrap around country lanes and goat trails. Discover authentic mountain villages, Byzantine churches and fascinating Roman sites, perhaps resting for a cool drink at one of the traditional Greek tavernas or ouzo-meze bars along the way. Hiking through the valley of Mili is especially scenic and as you wind among citrus trees, cypress trees and olive groves, the most dramatic views across the Aegean Sea unfold.
Santorini: Arguably the most famous island in Greece, and in the world, owing to its stellar sunsets and Cycladic whitewashed houses, Santorini is every paradise seeker’s dream. It’s hard to believe that the entire island was created from a gigantic volcanic eruption circa 1650 BC, forming its distinctive crescent shape that you see today. The villages of Oia and Fira are equally as captivating and give you a glimpse into the culture and history of Santorini. You’ll also find world-class restaurants and bars on the island where you can try traditional Greek food and enjoy a drink as you look out over the Mediterranean. If you prefer to escape the busier parts of Santorini, there are plenty of secluded walking trails and ancient sites to explore.
Paros: Hike along Byzantine paths that connect the ancient villages of Paros and uncover the incredible past of this beguiling island. Its famous white marble put Paros on the map when it was used to carve the Venus de Milo and Napoleon’s tomb. The beaches of Paros are undoubtedly beautiful but it’s the historic villages and towns that really let you get under its skin. Head to the capital and port town of Paroikia where medieval and neoclassical buildings line the streets or follow the centuries-old Byzantine path from Leftkes to the east coast of Paros.
Naxos: This is the largest of the Cyclades islands and its diverse landscape plays host to pretty walking trails, ancient sites and mountain villages. The main town of Hora is made up of higgledy-piggledy streets, fortified Venetian mansions and a vibrant waterfront but if you prefer to go off grid, you won’t have to go far before you find yourself at an historic site or a remote mountain village. As you explore, you’ll also notice a blend of Classical, Venetian and Byzantium influences throughout the island. Because of its fertile landscapes, Naxos is home to some of the finest produce in the country, including olives, corn, grapes, figs and citrus fruit.
Great small group, bonded quickly and the guide was fantastic. Hotels comfortable and clean and in great locations.
Jacob the guide was very informative both before each days hike and during the hikes providing lots of local information.
Jacob was also more than happy to provide additional guidance for any local hikes outside of the planned daily ones.
We were on the Exodus trip that left on May 24, 2025. The hiking, hotel, meals, hospitality and guide were all excellent. We could not ask for more.
We would highly recommend this trip and the other 4 Exodus trips we have taken to our friends.
The hotel room was spotless and the staff so very accommodating. The breakfast had everything you could ask for. The packed lunches had 3 options for sandwiches plus all the chocolate, fruit and nuts you wanted. The 4 course dinners were amazing, with 3 options prepared by the in house chef.
This trip is the perfect balance of a short break that feels like you have been away for a month, in a good way. You are completely at one with nature and in the wild, the days are demanding and you are often leaving at 0730 each day and not getting back until around 1630/1700. You have a long time on your feet with big ascents and descents, all whilst surrounded by incredible mountains. I went the first week of September and we had a mixture of weather, which really gave us the full hiking experience, instead of being upset that it was raining with zero visibility, you were happy to be out in the elemensta and conquering cols. You will have switchbacks for breakfast and sore legs for dinner, however, if you are up for a challenge and enjoy the outdoors, good food and comradery then this trip is absolutely for you! 1 peiece of advise, pack light, and then if you think you have packed light enough, pack even lighter than that!