Hiking & Trekking Tours & Trips in Greek Islands
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10 best hiking & trekking Greek Islands tours
Compiled by
MelissaGreek Islands travel expert at TourRadar
- Geluxe: Greece: Walking in the Greek Islands
- Walking in Crete
- Secret Cyclades: Hiking Holidays on Kythnos island
- Walking on the Greek Islands
- Andros & Tinos Walking Holidays, Cyclades,Greece
- The Cyclades, Serifos, Sifnos & Milos Hikers’ Paradise Self-Guided
- Andros Cyclades Walking Holidays
- Cretan Odyssey - Guided Hike
- Crete: Mountains and Coast Guided Walk
- Island Hopping in the Dodecanese
Ancient paths wind through Tinos Castle, Byzantine routes traverse Naxos's historic Tragea Valley, while the dramatic Fira to Oia trail hugs Santorini's caldera rim. Moderate difficulty paths reveal hidden churches and ancient settlements.
Duration 8 days Destinations Athens, Rafina, Tinos, Naxos, Paros, Oia, Santorini Age Range up to 90 year olds Physical Rating Moderate Distance 183 mi Operator G Adventures From
- US$3,999
Walking in Crete
43 Reviews by TourRadar travelers“The walks were amazing, particularly walking through the gauges and along the coastline.”
Michele, traveled in September 2023
A challenging 15km descent through Samaria Gorge features steep paths and river crossings. Paths wind through White Mountains to Omalos Plateau and along coastal trails to remote Loutro village. Highly rated itinerary (4.5/5) includes Zaros Gorge hiking and traditional taverna experiences.
Duration 8 days Destinations Chania, Crete, Samaria Gorge, Loutro, Hora Sfakion, Zaros, Heraklion Age Range 16 to 85 year olds Distance 252 mi Operator Explore! From
- US$1,590
Secret Cyclades: Hiking Holidays on Kythnos island
11 Reviews by TourRadar travelers“We had a blast staying in Ms. Zoe's guesthouse/pension. It was very comfortable, clean and a nice play to chill out after a very active day.”
David, traveled in April 2019
Ancient trails link Vryokastro ruins and Castle of Oria, with daily hikes ranging 6-13km. Paths lead to Kolona beach's unique sandbar and through pine forests to Kanala monastery. Four nights in traditional guesthouses, averaging 4-5 hours hiking daily.
Duration 5 days Destinations Athens, Kythnos Age Range 8 to 89 year olds Physical Rating Moderate Distance 110 mi Operator Trails Beyond From
- US$657
Walking on the Greek Islands
23 Reviews by TourRadar travelers“Walks, accommodations, food, views, fellow travellers were all top notch. The day to day pace of the tour was spot on.”
Beth, traveled in April 2023
The spectacular 6-mile Cliff Trail in Santorini rises 1,310ft above the volcanic caldera. Naxos's lush Tragea Valley unfolds through ancient olive groves and citrus orchards. A 1,000-year-old Byzantine path from Lefkes village in Paros passes through medieval settlements and Cycladic villages.
Duration 8 days Destinations Athens, Rafina, Santorini, Oia, Naxos, Paros Age Range 16 to 99 year olds Physical Rating Moderate Distance 355 mi Operator Exodus Adventure Travels From
- US$2,325
Andros & Tinos Walking Holidays, Cyclades,Greece
1 Review by TourRadar travelers“The ferry tickets - where and how to get them - would be helpful.”
Kirsi, traveled in May 2024
Greek Island paths stretch from Pythara waterfalls to Volax plateau. Daily 10-12km hikes reveal Dipotamata gorge's watermills and dovecote trails. Expert guides lead walks through medieval settlements and coastal landscapes.
Duration 9 days Destinations Rafina, Gavrio, Andros, Ormos Korthiou, Tinos, Vólax, Panormos Age Range 25 to 80 year olds Operated in English, Italian, French Physical Rating Moderate Distance 197 mi Operator One Foot Forward From
- US$1,460
The white canyon of Sarakiniko in Milos leads to ancient paths reaching Sifnos's Chryssopigi monastery. Perseus's hill rises to Serifos's Chora village (+250m elevation), with stunning monopati between Kastro and Faros. Routes range from 5-14km daily, with moderate +300m ascents through Mediterranean vegetation.
Duration 10 days Destinations Athens, Piraeus, Serifos, Sifnos, Milos, Kimolos Age Range 12 to 90 year olds Operated in English, German, French Physical Rating Moderate Distance 221 mi Operator Grand Angle From
- US$1,419
Ancient paths connect Andros' mountain villages to protected beaches. Daily 12km routes climb to Vourkoti at 620m and follow coastal walks to Achla Bay's unique ecosystem. Expert guides ensure safe navigation through challenging terrain while exploring hidden coves and Byzantine monuments.
Duration 9 days Destinations Rafina, Andros, Mpatsi, Ormos Korthiou, Gavrio Age Range 17 to 99 year olds Operated in English, Italian, French Physical Rating Moderate Distance 126 mi Operator One Foot Forward From
- US$1,356
The Greek Islands' most impressive landscapes include the 16km Samaria Gorge and coastal paths to marble beaches. Oleander-filled Aradena Gorge and palm groves of Preveli await. Daily guided walks average 3-4 hours with moderate 200-450m elevation gains.
Duration 8 days Destinations Heraklion, Argyroupoli, Plakias, Rethymnon, Loutro, Agia Roumeli, Samaria Gorge, Knossos Age Range 15 to 99 year olds Physical Rating Easy Distance 242 mi Operator Grand Angle From
- US$2,399
Samaria Gorge stretches 17km as Europe's longest, while Mount Gigilos rises to 2080m, and Agia Irini gorge showcases pine forests. Eight days of diverse hiking includes coastal paths from Sougia to Loutro, crossing Arathena's Gorge, with daily distances between 6-14km and elevation gains up to 850m.
Duration 8 days Destinations Chania, Sougia, Samaria Gorge, Loutro, Anopoli, Hora Sfakion Age Range up to 99 year olds Physical Rating Easy Distance 64 mi Operator UTracks From
- US$1,950
The Dodecanese archipelago reveals its secrets through daily 6-8.5km walks. Paths wind from Tilos' endemic flower trails to Chalki's medieval castle, with stops at uninhabited Alimia's Hellenistic ruins. Moderate routes feature spectacular Aegean views and swimming breaks.
Duration 7 days Destinations Rhodes, Tilos, Chalki, Alimia, Kámeiros Skála Age Range 10 to 80 year olds Physical Rating Moderate Distance 103 mi Operator Trekking Hellas Rhodes From
- US$1,909
What people love about Hiking & Trekking Tours in Greek Islands
- Secret Cyclades: Hiking Holidays on Kythnos island
The Secret Cyclades walking tour was a really great experience. The service provided by my Trails Beyond guide, Danae was very prompt and professional from my first enquiry through to post tour contact. The Kythnos accommodation was in a delightful family owned guesthouse in the port of Merichas. Danae and local guide George led different walks to different parts of the island each day providing a wealth of local insights and historical information. The program was adapted to suit the weather, maximising swimming opportunities and to ensure the best possible Kythnos experience. All the food from Zoe's fantastic breakfast spreads to that available in restaurants and cafes was fresh, tasty and beautifully prepared. A very authentic Greek experience peppered with interesting conversations and warm companionship.
- Walking on the Greek Islands
Fabulous trip --- walks, accommodations, guide, food, views, fellow travellers were all top notch. Thanos, our guide was just amazing. His knowledge of the islands, as well as the history of ancient and modern Greece, was incredible. The day to day pace of the tour was spot on -- a good balance of structured and unstructured time to explore each destination.
- Walking the Corfu Trail (North)
Excellent trekking holiday which I would recommend to anyone