Cyclades walking holidays in Greece

The Greek islands of Paros, Naxos and Santorini provide relaxed walking on good paths against an Aegean backdrop fringed with sandy beaches and white washed villages.
Athens Paros Lefkes Prodromos Marpissa Pisso Livadhi Ekatontapiliani Cathedral Santorini Thira Oia Naxos Tragea Valley Acrotiri Filoti Apiranthos volcanic calderas picturesque seaside villages olive and citrus groves sandy beaches
£1875To£2195including UK flights
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8 Days
Small group
More info
From £1445 - £1595 excluding flights.
Optional single supplement from £300 - £330.
Minimum age 16.
Make enquiry

Description of Cyclades walking holidays in Greece

Step foot onto the islands of Greece on a Cyclades holiday and you'll instantly be transported to an ethereal world of myths, legends and white-washed buildings juxtaposed against clear blue skies and the white tipped waves of the Aegean. Walking is one of the best ways to fill your day in the Cyclades with a range of cultural, archaeological and naturally beautiful treasures combining to stunning effect.

This one week walking holiday in the Cyclades features many of the region's most iconic islands. Paros, Santorini and Naxos are all a short ferry journey from Athens and the mainland. Santorini on foot is an absolute highlight of any Cyclades holiday with caldera trails and volcanic foothills providing a rugged backdrop. This must be one of the most breathtaking islands in the Mediterranean.

Island hopping in Greece simply doesn't get any better with a good choice of lazy walks through fertile valleys from one small village to the next providing ample exercise prior to afternoons spent at the beach or enjoying fish suppers at sunset.


Price information

£1875To£2195including UK flights
Convert currency:
From £1445 - £1595 excluding flights.
Optional single supplement from £300 - £330.
Minimum age 16.
Make enquiry

Check dates, prices & availability

Travel guides

Greece walking
There’s just something about walking in Greece that expands the sensual appetite. Maybe it’s the ocean breeze; goat bells in the mountains; perhaps th...
The Cyclades translate as ‘a circle of islands’ and the Greek gods must have had a perfect view from up there on high to see this lovely layout of isl...

Holiday information

Small group tour, ideal for solos & couples:
Small group travel is not large group travel scaled down. It is modeled on independent travel – but with the advantage of a group leader to take care of the itinerary, accommodation and tickets, and dealing with the language. It’s easy to tick off the big sights independently – but finding those one-off experiences, local festivals, travelling markets and secret viewpoints is almost impossible for someone without the insider knowledge gained from years in the field. For those with limited time, a small group tour will save valuable time in planning, and on holiday.
Our top tip:
Temperatures can rise, especially in the summer months, with little or no shade or breeze. Pack accordingly with sun block, floppy hats and day sacks for carrying plenty of water.
Trip type:
Small group. Maximum size 18. Minimum age 16.
Activity level:
Leisurely. Island hopping and 3-4hrs walking per day.
Small family-run hotels with en-suite facilities.
Accommodation, transport, listed activities and tour leader.
All breakfasts. Lunch and dinner at different local venues.
Independent walkers welcome. Single room supps apply.


8 Reviews of Cyclades walking holidays in Greece

4.5 out of 5 stars

In depth story review

“I really enjoyed Naxos. It is the first island we went to and I loved it. We had a lovely hotel there, which was like a boutique hotel.”

Reviewed on 08 Oct 2019 by

A M A Z I N G! It was very well organised, nothing was too much trouble for our guide. We were able to go at our own pace when walking, which was good, as there were so many scenes to stop and photograph. Read full review

Reviewed on 17 Apr 2019 by

The area is very beautiful and fascinating to explore. The whole thing was the best bit! I would go again. Read full review

Reviewed on 14 May 2018 by

We thoroughly enjoyed all aspects and thought everything well thought out and organised. Loved the ferry journeys. So nice it was all taken care of. 10 out if 10. Wished we could experience it all again. Onwards and upwards maybe try out some more walking hols! Read full review

Reviewed on 17 Apr 2018 by

The highlight was the walks in the countryside surrounded by spring flowers and wild herbs. The three islands were very different, but each were magical in their own way. It was a very good group with a very enthusiastic leader and it gave me a taste of what the Greek islands can offer. Read full review

Reviewed on 29 Oct 2018 by

Thanos, the extremely knowledgeable guide. And the unexpected interesting-ness of Naxos! Less tourists yet much more to see. Read full review

Reviewed on 21 May 2018 by

The highlight was entering the caldera on the ferry and seeing the spectacular views. Thannos was an excellent guide. The holiday did exactly what it said. Well planned. Read full review

Reviewed on 20 Oct 2015 by

Our guide gave us all good instructions and confidence and we had a fantastic time paddling over a sunken city and seeing turtles. The coastline is stunning and colours are amazing. Read full review

Reviewed on 03 Nov 2014 by

That walks amazing a must do Read full review

Responsible Travel

As the pioneers of responsible tourism, we've screened this (and every) holiday so that you can travel knowing it will help support the places and people that you visit, and the planet. Read how below.


As a walking holiday, this trip has very limited detrimental impact upon the environment, residents and communities in the regions we visit. Adverse effects like pollution and threatening wildlife are not an issue and although erosion on popular paths can be problematic, guides can advise pre-planned routes to avoid this. Trekking also allows for flexibility and allows for easy access to the local population, shops and restaurants, which facilitates cultural exploration. We use local transport and taxis throughout the trip, having a positive effect on infrastructure and small transfer companies. By operating consciously with a ‘leave no trace’ policy, we are able to raise local awareness for a kind of tourism which refuses to sacrifice the environment and real connections with local people.

UK Office:
It all starts at home so we have first worked at reducing our carbon footprint in our UK Offices. Through energy conservation measures and recycling policies, we are proud to be actively reducing the waste produced and our impact on the environment. We support various projects all over the world to try and give something back to the places we visit.


Accommodation and Meals:
We spend the week in local hotels, using family-run accommodation on the islands and therefore ensuring that our visit benefits local communities. The hotels use a range of environmental regulations to minimise impact on their surroundings e.g. solar panels provide clean energy and separation and recycling of rubbish is thorough. Produce used at the hotels is locally sourced wherever possible as there is so much on offer and this is a way to support local suppliers. Different tavernas and restaurants are also frequented throughout the trip, where clients can sample authentic Greek specialties like Evian gnocchi, rabbit stew, bean soup, olives, fresh grilled fish or meat, seasonal vegetables and regional cheeses.

Local Craft and Culture:
The Greek Islands have a rich history and culture as well as dramatic landscapes and beautiful coastlines. The week starts in the ancient city of Athens, before heading towards the beautiful islands of Naxos, Santorini and Paros. We pass through a number of coastal villages, Cathedrals, and architectural ruins. At Naxos, clients may wish to explore the market area with its small restaurants, chapels and crafts shops selling handmade ceramics and traditional woven textiles. Money spent at these various locations on souvenirs, entry fees and donations goes towards preserving local crafts, culture and heritage sites.

Group Size:
This small group tour has a maximum of 16 participants, meaning that we have a low impact on the environments and communities we visit and are able to ensure that we do not disrupt or lead to the displacement of local people. The small number also allows us to stay in unique, family-run hotels that cannot benefit from coach tours and other mass tourism due to their limited sizes.

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