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Cyclades walking holidays in Greece

Cyclades walking holidays in Greece

A gently active holiday in the Cyclades
From £1,599£1,279 to £1,899 8 days ex flights
Small group travel: 2026: 22 Mar, 12 Apr, 4 May, 17 May, 24 May, 27 Sep, 11 Oct, 25 Oct
2027: 21 Mar, 28 Mar, 11 Apr, 18 Apr, 3 May, 16 May, 23 May, 26 Sep, 10 Oct, 24 Oct
Up to £360 off selected dates.
Late availability on these dates: 22 Mar
Naxos and the small Cyclades walking holiday, Greece

Naxos and the small Cyclades walking holiday, Greece

Walk and discover Naxos and the unspoilt Small Cyclades
From £744 to £1,097 10 days ex flights
Small group travel: 2026: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Greece walking holiday, Kythnos

Greece walking holiday, Kythnos

Hiking holiday on Kythnos, a beautiful Greek island in the Cyclades group
From €585 6 days ex flights
Small group travel: 2026: 31 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Kythnos Hiking is offering 2026 bookings made before the year-end at 2025 prices. The offer applies also for Serifos and Sifnos tours. Single supplements will be frozen at already reduced 2025 rates for the whole of 2026.
Self drive holiday in Northern Greece, hike & tour

Self drive holiday in Northern Greece, hike & tour

Macedonia & Epirus - sightseeing & walking in ancient Greece
From £575 to £795 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
Walking and painting holiday in Crete

Walking and painting holiday in Crete

Walking and Painting in unspoilt picturesque areas of Crete
From €1,120 to €1,150 8 days ex flights
Small group travel: 2026: 10 May, 15 Sep, 29 Sep
Cyclades sailing & walking holiday in Greece

Cyclades sailing & walking holiday in Greece

Combine a sailing & hiking adventure around the Cyclades
From £788 to £1,045 7 days ex flights
Small group travel: 2026: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Hiking in Greece holiday, Zagori & Meteora

Hiking in Greece holiday, Zagori & Meteora

Ultimate hiking adventure in the Greek mountains & Meteora!
From €1,250 to €1,290 7 days ex flights
Small group travel: 2026: 29 Mar, 25 Apr, 23 May, 13 Jun, 12 Sep, 10 Oct
Evia walking holiday, Greece

Evia walking holiday, Greece

Walk well worn stone pathways & visit sleepy villages
From £1,369 to £1,599 8 days ex flights
Small group travel: 2026: 15 Mar, 5 Apr, 26 Apr, 10 May, 31 May, 27 Sep, 4 Oct, 18 Oct, 1 Nov, 22 Nov, 20 Dec, 27 Dec
2027: 14 Mar, 4 Apr, 25 Apr, 9 May, 30 May, 26 Sep, 3 Oct, 17 Oct, 31 Oct, 21 Nov, 19 Dec, 26 Dec
Up to £70 off selected dates.
Late availability on these dates: 15 Mar
Sifnos walking holiday in Greece

Sifnos walking holiday in Greece

Guided walking on clean trails to historic sites, beaches
From €565 5 days ex flights
Small group travel: 2026: 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
Kythnos Hiking is offering 2026 bookings made before the year-end at 2025 prices. The offer applies also for Serifos and Sifnos tours. Single supplements will be frozen at already reduced 2025 rates for the whole of 2026.
Menalon Trail guided walking holiday in Greece

Menalon Trail guided walking holiday in Greece

Epic hike experience along the 75km Menalon trail
From £697 to £789 7 days ex flights
Small group travel: 2026: 2 May, 16 May, 30 May, 13 Jun, 27 Jun, 12 Sep, 26 Sep, 10 Oct, 24 Oct
Easy walking holiday in Crete

Easy walking holiday in Crete

Relax and explore wonderful, unspoilt rural areas of Crete
From €1,060 to €1,090 8 days ex flights
Small group travel: 2026: 10 May, 15 Sep, 29 Sep
Naxos & the Small Cyclades holiday in Greece

Naxos & the Small Cyclades holiday in Greece

Walk & island hop Naxos, Iraklia & Amorgos, Small Cyclades
From £674 to £858 10 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Greek cruise and island walking holiday

Greek cruise and island walking holiday

Explore Evia on this walking and cruise trip
From £1,285 to £1,385 8 days ex flights
Small group travel: 2026: 7 Jun, 14 Jun, 28 Jun, 30 Aug
Greece guided walking holidays, Tinos and Andros

Greece guided walking holidays, Tinos and Andros

Walkers’ paradise in the northern Cyclades
From £2,529 to £2,959 15 days inc UK flights
Small group travel: 2026: 7 May, 21 May, 10 Sep, 24 Sep
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
Greek island hiking holiday in Serifos

Greek island hiking holiday in Serifos

Hike to hill-top villages, a monastery, a winery
From €575 5 days ex flights
Small group travel: 2026: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Kythnos Hiking is offering 2026 bookings made before the year-end at 2025 prices. The offer applies also for Serifos and Sifnos tours. Single supplements will be frozen at already reduced 2025 rates for the whole of 2026.
Mount Olympus and Meteora Walking holiday, Greece

Mount Olympus and Meteora Walking holiday, Greece

Conquer Mt Olympus & explore the gigantic rocks of Meteora!
From £875 to £972 7 days ex flights
Small group travel: 2026: 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep
Walking holiday in Crete

Walking holiday in Crete

Hike the Samaria Gorge and enjoy the beaches and simple life
From £1,285 to £1,295 8 days ex flights
Small group travel: 2026: 9 May, 16 May, 23 May, 6 Jun, 5 Sep, 12 Sep, 26 Sep, 3 Oct
Greek Islands Walking holiday in West Crete & Santorini

Greek Islands Walking holiday in West Crete & Santorini

Walk & explore the natural wonders of West Crete & Santorini
From £1,097 to £1,220 10 days ex flights
Small group travel: 2026: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Self guided walking holiday in Santorini and Naxos, Greece

Self guided walking holiday in Santorini and Naxos, Greece

Discover the world famous Santorini & Naxos at your own pace
From £550 to £614 7 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Santorini walking short break, Greece

Santorini walking short break, Greece

Walk and discover all Santorini has to offer in 4 days
From £352 to £447 4 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Andros and Tinos walking holiday, Greece

Andros and Tinos walking holiday, Greece

Walk the greenest, most diverse yet undiscovered islands
From £808 to £1,154 10 days ex flights
Small group travel: 2026: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Walking holiday in the West Cyclades, Greece

Walking holiday in the West Cyclades, Greece

Walk & explore the authentic Serifos, Sifnos & Milos islands
From £744 to £1,098 10 days ex flights
Small group travel: 2026: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Cyclades walking holiday, Greece

Cyclades walking holiday, Greece

Walk ancient paths and enjoy stunning Cycladic sceneries
From £744 to £1,097 7 days ex flights
Small group travel: 2026: 4 Apr, 18 Apr, 2 May, 16 May, 12 Sep, 26 Sep, 10 Oct, 24 Oct
Kefalonia, Lefkada & Ithaki walking holiday

Kefalonia, Lefkada & Ithaki walking holiday

Walk with us and explore the lush, green Ionian islands
From £779 to £1,197 10 days ex flights
Small group travel: 2026: 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
North Corfu Trail walkng holiday, Greece

North Corfu Trail walkng holiday, Greece

Take in the highlights of northern Corfu
From £1,085 to £1,245 8 days ex flights
Small group travel: 2026: 2 May, 16 May, 30 May, 19 Sep, 3 Oct, 10 Oct, 17 Oct
West Crete self-guided walking holiday

West Crete self-guided walking holiday

Self-guided walking adventure in stunning West Crete
From £770 to £854 9 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Ionian Islands sailing and walking holiday

Ionian Islands sailing and walking holiday

Sail and walk around the Ionian islands, Greece
From £946 to £1,049 7 days ex flights
Small group travel: 2026: 6 Jun, 13 Jun, 20 Jun, 27 Jun, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct
Crete self-guided walking holiday, Greece

Crete self-guided walking holiday, Greece

Selfguided trekking in Samaria Natural Park & South coasts
From €655 to €720 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Walking the traditional paths of Mani, Greece

Walking the traditional paths of Mani, Greece

History and nature collide in Southern Peloponnese
From €1,050 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Mount Athos walking holiday in Greece

Mount Athos walking holiday in Greece

Hiking for men only in Mount Athos
From £800 to £870 5 days ex flights
Small group travel: 2025: 18 Dec
2026: 3 Jan, 15 Jan, 22 Jan, 5 Feb, 12 Feb, 19 Feb, 5 Mar, 12 Mar, 19 Mar, 26 Mar, 2 Apr, 16 Apr, 26 Apr, 30 Apr, 9 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 10 Sep, 8 Oct, 15 Oct, 5 Nov, 12 Nov, 3 Dec, 10 Dec
2027: 3 Jan, 15 Jan, 11 Feb, 4 Mar, 18 Mar, 9 Apr, 22 Apr, 13 May, 20 May, 3 Jun, 17 Jun
Late availability on our winter walking departures between now and February 2026 - enquire now!
Photo credits: [Page banner: Aidan Meyer]