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
- Walking on the Greek Islands
- Secret Cyclades: Hiking Holidays on Kythnos island
- Hiking Crete: Gorges & Coastal Walks
- Hiking in Greece: Self-Guided Trip in the Cyclades
- Walking in Crete
- Geluxe: Greece: Walking in the Greek Islands
- Sifnos, Milos and Kimolos : Cyclades dream - Guided hike
- Andros & Tinos Walking Holidays, Cyclades,Greece
- Andros Cyclades Walking Holidays
- Island Hopping in the Dodecanese
Walking on the Greek Islands
23 Reviews by TourRadar travelers“The walks are easy/intermediate. Food was good. Hotels were satisfactory & the people were great company.”
Saqib, traveled in November
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 Ages 16+ Physical Rating Moderate Distance 355 mi Operator Exodus Adventure Travels From $3,407
10% Off- NZ$3,080You save $327
Secret Cyclades: Hiking Holidays on Kythnos island
11 Reviews by TourRadar travelers“It was well planned, with easy booking, and great transportation. Each hike was different and went to the scenic areas of the island.”
Peggy, traveled in October
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 Ages 8+ Physical Rating Moderate Distance 110 mi Operator Trails Beyond From
10% Off- NZ$1,253
Hiking Crete: Gorges & Coastal Walks
20 Reviews by TourRadar travelers“This was a great tour!”
Sydney, traveled in September
The narrow Agia Irini Gorge winds through ancient trees and mountain flora. The 16km Samaria Gorge trail, Europe's longest, leads to coastal paths from Agia Roumeli to Loutro village, with stops at secluded Mediterranean beaches.
Duration 7 days Destinations Chania, Loutro Age Range Ages 12+ Distance 43 mi Operator G Adventures From
10% Off- NZ$1,999
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 Ages 12+ Operated in English, French Physical Rating Easy Distance 221 mi Operator Grand Angle From
10% Off- NZ$3,072
Walking in Crete
43 Reviews by TourRadar travelers“Fantastic scenery in the gorges despite the rain! Friendly group.”
Libby, traveled in April
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 Ages 16+ Distance 252 mi Operator Explore! From $2,750
20% Off- NZ$2,200You save $550
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 Ages 12+ Physical Rating Moderate Distance 183 mi Operator G Adventures From
20% Off- NZ$6,579
Trails connect hiking paradises: Sifnos's paths to Profitis Ilias Monastery (682m), Milos's volcanic Sarakiniko coastline, and Kimolos's Skiadi Rock formation. Daily routes range 6-12km with elevations up to 470m.
Duration 10 days Destinations Athens, Piraeus, Sifnos, Milos, Kimolos Age Range Ages 15+ Physical Rating Moderate Distance 221 mi Operator Grand Angle From
20% Off- NZ$7,138
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
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 Ages 25+ Operated in English, Italian, French Physical Rating Moderate Distance 197 mi Operator One Foot Forward From
20% Off- NZ$2,843
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 Ages 17+ Operated in English, Italian, French Physical Rating Moderate Distance 126 mi Operator One Foot Forward From
20% Off- NZ$2,585
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 Ages 10+ Physical Rating Moderate Distance 103 mi Operator Trekking Hellas Rhodes From
20% Off- NZ$3,638
What people love about Hiking & Trekking Tours in Greek Islands
- Walking on the Greek Islands
We were thrilled with the overall walking experience…it was beyond our expectations
- 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 the Mountains & Villages of Evia
The trip offered a blend of hiking, cultural, historical and gastronomical experiences and therefore exceeded my expectations. Besides being a very experienced guide, Thanos did everything to meet our needs and offer us the best of Southern Evia. If there is a similar trip organised in Northern Evia, I would sign up without hesitation.
What our customers ask about Hiking & Trekking Tours & Trips in Greek Islands
What is the best time of year for hiking in the Greek Islands?
The Greek Islands welcome hikers from April through October with spring and fall proving most comfortable for outdoor activities. During April and May Crete's temperatures hover around 20-25°C making it perfect for exploring the White Mountains and Samaria Gorge. The Cycladic islands of Andros and Tinos show off carpets of wildflowers in spring while autumn brings reliably clear weather. A TourRadar traveler noted "We really lucked out going in May because the whole island was covered in a sea of wild flowers. The temperature was good a little windy but comfortable."
Where do I sleep on multi-day hikes in the Greek Islands?
Greek Island hiking tours offer a mix of lodging options from modern hotels to family-run guesthouses. Crete features properties like the Orpheas Resort in Georgioupolis and traditional accommodations in Loutro village. Travelers on Andros can stay at the sea-view Vassiliki Studios while Tinos offers spots like the Aeolos Bay Hotel near Agios Fokas Beach. According to one TourRadar traveler "Our room was lovely and overlooked the harbour. Every morning we enjoyed breakfast on the terrace so relaxing!"
What are the best hiking trails in the Greek Islands for various skill levels?
From coastal walks to mountain paths the Greek Islands serve up trails for every ability. Crete's Samaria Gorge stretches 16km through Europe's longest gorge while Kythnos offers easier routes like the seaside path connecting Loutra to Chora. Andros boasts European Hiking Trail certification with paths ranging from the beginner-friendly 12km Hora to Gialia Beach route to advanced tracks in Tinos' rocky terrain. One TourRadar traveler shared "The hiking is just fantastic! The views were breathtaking and many are not in easy to find places. The walking itself was pretty easy as long as you're used to hills and uneven terrain."
How physically demanding are hiking tours in the Greek Islands?
The physical challenge depends on your chosen island and route. Crete's Farangi Imbros Gorge takes about 3 hours with 625m elevation gain while Corfu offers gentler coastal walks of 8-10km per day. Andros presents more challenging options with some paths extending 12km over 4-4.5 hours. A TourRadar traveler commented "George was considerate thoughtful and patient. The hikes were a great mix of history culture and wildlife."
What kind of weather conditions should I expect while hiking?
Weather patterns shift across seasons and locations. Spring hikers find temperatures between 18-25°C with some rain especially suitable for Crete's gorges. Summer brings heat to Crete and Corfu with temperatures up to 35°C. The Cyclades experience regular winds that can help cool hikers on Andros and Tinos. One TourRadar traveler reported "Our weather for early spring was a little chilly but with clear skies so although we wore all of our clothes we were happy."
What safety measures are in place during guided hikes?
Greek Island hiking tours maintain strict safety protocols. Guides hold certifications in first aid and CPR. On demanding trails like Crete's Samaria Gorge guides carry emergency gear and stay connected with local emergency services. Cyclades tours provide backup vehicles and daily transfer support. A TourRadar traveler confirmed "George was an expert guide who knew every person on the island making us feel completely safe and supported throughout the journey."