Greece Adventure Holidays

Showing 7 out of 312 trips

On a walking or cycling holiday in Greece with Headwater you will experience the more undiscovered corners that seem to sum up everything quintessentially Greek: remote monasteries and churches, ancient myths and legends, traditional mountain villages, remains of old buildings and hidden coves for swimming.

Our cycling holiday in Greece is based in the Peloponnese, a peninsula that will transport you right back in time to your schooldays when you learnt about the ancient Greek mythology. Whilst our walking holiday is based on the tranquil island of Evia, a place where the Greek people themselves holiday.

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Greece : Corfu

Walking North Corfu: The Corfu Trail, Porto Timoni and Kassiopi

£1079

NEW FOR 2027

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Self-guided walking

7 nights,
hotel-to-hotel

Activity level: 4

Activity level: 4

Bed and
breakfast

Greece : Crete

Cycling the Coast of Eastern Crete

£1279


4.6 (7 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Activity level: 5

Activity level: 5

Bed and
breakfast

Greece : Crete

Walking the Wonders of Crete

£1309


4.0 (4 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Activity level: 5

Activity level: 5

Bed and
breakfast

Greece : Peloponnese

Cycling in the Peloponnese

£1439


4.8 (12 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Activity level: 4

Activity level: 4

Bed and
breakfast

Greece

Walking the Mountains & Villages of Evia

£1424


4.8 (4 reviews)

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Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Greece

Walking on the Greek Islands

£1871

 
 

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Guided group walking

7 nights,
hotel-to-hotel

Printed route
directions

Operated by
Exodus Travels

Greece

Cycling in Greece

£2183

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Printed route
directions

Operated by
Exodus Travels

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