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  • Monday - Friday9am - 5pm
  • Saturday9am - 1pm
  • SundayClosed
  • Bank HolidaysClosed

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Walking holidays in Santorini

Book early and pay less: save £40pp when you book six months ahead

The stunning island of Santorini is one of the Cyclades islands in Greece. Santorini is famous for its volcano, which created the island's shape and features through a huge eruption thousands of years ago. The top activity on Santorini is to walk the caldera edge and take in the stunning views. At night, the pretty whitewashed buildings on the cliff look beautiful with sunset views over the Aegean Sea.

Why choose a Santorini hike?

Santorini is home to various scenic walking routes suitable for all types of travellers. At Ramble Worldwide, we offer a self-guided walking tour where you travel around Naxos and then to Santorini.

On this walking trip, you can explore the colourful cliffs of this ancient volcanic island and the whitewashed villages perched on top. The perfect walking holiday that experiences a vast mixture of villages, vineyards and stunning caldera.

The walking tour includes stops in Perissa and Akrotiri, and also includes the famous walk from Fira to Oia. Your route follows a well-maintained mule path, offering breathtaking views of the lagoon and the dramatic, sheer cliffs.

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Popular Santorini walking holidays

Self-Guided
Island Hopping in the South Aegean: Naxos & Santorini (Self-Guided)

Island Hopping in the South Aegean: Naxos & Santorini (Self-Guided)
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Departure dates

  • 2025: Apr - Oct

Experience the beauty of two Cyclades gems in one trip: Santorini and Naxos. Santorini, shaped by ancient volcanic activity, captivates with its dazzling whitewashed houses, vivid sea, and stunning sunset-lit caldera.

Grade Moderate
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Our holiday walking grades

Moderate

Grade 4

Usually, your walk will take up the whole day at a moderate pace. Terrain will often be hilly and paths generally good. Note that on holidays in mountainous areas, expect some rougher paths. An average walk length is 6 miles but expect this to vary from as little as 3 miles on a sightseeing day and up to 10 miles on a full day dependant on the amount of ascent and decent required.

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Usual daily walks - Distance: 6 miles; Ascent/Descent 500m; Terrain: sometimes hilly and undulating on good paths and tracks; Walking Time: Day walks. 

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Coast & Islands
From £719
7 Nights
Tour only
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Why book a walking holiday with Ramble Worldwide?

Travelling with Ramble Worldwide ensures that no detail is missed. You can enjoy everything at your own pace and we are here to guide you to the best paths and landmarks on the island. We can tailor the experience to your preference, whether you enjoy a leisurely stroll or a more difficult hike.

All travellers are welcome on our walking tours, whether you are part of a group or travelling solo. After all, the world is more beautiful on foot. View our walking holiday packages and book your getaway today.

Ways to explore Santorini

Frequently asked questions about Santorini walking holidays

  • When is the best time of the year to go to Santorini?

    Santorini has amazing weather most of the year, especially from June to August. Spring and fall seasons are good times to visit the Greek island, especially for walking. You can enjoy the beauty of the island during the months of April to June and September to October. The temperatures are comfortable and there are fewer people around during these times.

  • Why is Santorini a good place for a hike?

    Santorini is one of the most stunning Greek islands, especially for its views of the Cyclades. These landscape views make Santorini perfect for hiking and walking tours. There are many walking routes that you can explore that will lead you through the villages, beaches and cliffs.

  • How difficult is a self-guided walking tour?

    Our self-guided walking tours allow you to explore your chosen destination at your own pace.

    We handle your accommodation, route plans, and luggage transfers. This allows you to fully enjoy your trip. We do all the research and provide maps and notes to assist you along the way. We provide 24-hour support for any questions or concerns you may have.

  • What does the Santorini self-guided walking tour include?

    Santorini is a destination included in our Island Hopping in the South Aegean. This self-guided holiday includes: Seven nights accommodation (bed and breakfast) - Transfers from Airport and port - Transport - Detailed maps and route descriptions in English. Please check what is included before booking.

    We offer 24-hour telephone assistance so you are not completely on your own, if you need any further assistance.

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