ON FOOT · SANTORINI HIKING TOURS

7 Santorini Hiking Tours Worth Flying For

7 hikes  ·  from $117 a head

This is the shortlist you would send a walking friend: 7 santorini hiking tours that justify the airfare, each with its price, its distance and the one thing to know before you commit.

Santorini: Caldera Trail Guided Hike and Sunset Viewing - Starting in Fira and moving above the caldera
Evening Experiences, Greece Hiking Tours, Guided, Guided Day Hikes, Guided Day Hikes in Greece, Hiking Tours, Santorini Hiking Tours, Sunset Hikes, Sunset Hikes in Greece, Tour Reviews, Volcano Hikes

Santorini: Caldera Trail Guided Hike and Sunset Viewing

1.Santorini: Caldera Trail Guided Hike and Sunset Viewing

★★★★★★★★★★4.9 · 110 reviews · 4.5 hours · from $229Our pick

Walk nearly 10 kilometers from Fira through Firostefani and Imerovigli toward Oia, with caldera views, churches, Skaros Rock, local plants, and a picnic stop. Guides such as Panos, Sophia, Lea, and Wendy add island history and help with the rougher sections. The sunset ends the hike from a hilltop viewpoint away from Oia’s busiest crowds.

“Our guide, Wendy was great!! It was a hot day so all the other participants canceled. My daughter and I had a private tour of the island! She explained much of the history of how the island formed and the various volcanic eruptions through the centuries. She taught us about the churches and how they are run and maintained by families. We had a delicious smoothie and yogurt snack and continued on out of the city on a quiet nature trail to our final spot alongside a church for the sunset. Wendy was friendly, accommodating and informative. We thoroughly enjoyed this activity!”

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Santorini: 4hr Small Group Caldera Hike from Fira to Oia - Starting at Fira’s cable car area
Greece Hiking Tours, Hiking Tours, Santorini Hiking Tours, Small-Group Hikes, Tour Reviews, Volcano Hikes

Santorini: 4hr Small Group Caldera Hike from Fira to Oia

2.Santorini: 4hr Small Group Caldera Hike from Fira to Oia

★★★★★★★★★★5.0 · 75 reviews · 4 hours (approx.) · from $120Best guided

Walk about 9.5 kilometers from Fira to Oia along rocky, hilly caldera paths with a local English-speaking guide. You’ll pause in Firostefani, Imerovigli, and Oia for history, photos, and views. Groups are capped at 12, with snacks and water provided. Good shoes, sun protection, and moderate fitness are essential.

“Challenging but energizing, unbeatable unique views. Great guide, very nice, knowledgeable and funny.”

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Santorini's Famous Fira to Oia Hike: A Private tour Adventure - Starting in Fira, Santorini’s busy capital
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Santorini’s Famous Fira to Oia Hike: A Private tour Adventure

3.Santorini’s Famous Fira to Oia Hike: A Private tour Adventure

★★★★★★★★★★5.0 · 49 reviews · 3 to 4 hours (approx.) · from $132

Walk Santorini’s famous Fira to Oia trail with a private English-speaking guide such as Panos, George, Sergiu, or Arsenios. Expect 3 to 4 hours of caldera views, local history, photo stops, snacks, and a flexible pace. Pickup and one transfer are included, and a van may help if the full route feels too demanding.

“fun knowledgable guide. very simple but beatiful hike. be smart. go early. tue views good. learning about geology too.”

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Santorini Caldera Walk Hiking Experience Fira-Oia - Imerovigli adds height and more uphill work
Greece Hiking Tours, Hiking Tours, Santorini Hiking Tours, Tour Reviews, Volcano Hikes

Santorini Caldera Walk Hiking Experience Fira-Oia

4.Santorini Caldera Walk Hiking Experience Fira-Oia

★★★★★★★★★★4.5 · 41 reviews · 4 hours (approx.) · from $161

Walk about 10 km from Fira to Oia on paved lanes and dirt trails, passing Firostefani and Imerovigli. Guides including Arsenios, George, Panos, Vaios, and Nick share local history and help with the steeper sections. Hotel pickup, drop-off, and bottled water are included, with groups capped at eight.

“We had a wonderful time! Our tour guide was amazing and pointed out all kinds of cool stuff to us that we would’ve never known or saw if we weren’t with him”

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Santorini: Night Hike, Wine Tasting, and Greek Dinner - The route from Fira toward Imerovigli
Dining Experiences, Dinner Experiences, Evening Experiences, Food & Drink, Greece Hiking Tours, Hiking Tours, Night Hikes, Santorini Hiking Tours, Tour Reviews

Santorini: Night Hike, Wine Tasting, and Greek Dinner

5.Santorini: Night Hike, Wine Tasting, and Greek Dinner

★★★★★★★★★★4.5 · 40 reviews · 3 hours · from $182

Meet your English-speaking guide in Fira for a 1.5 to 2-hour evening walk toward Imerovigli. You will watch the sunset above the Caldera, see Santorini light up, taste four local wines including Assyrtiko and Vinsanto, then enjoy a traditional dinner before returning to your hotel.

“The tour was a great experience with a very friendly guide. For us it was the best activity and the best meal (4 excellent courses with delicious wines) of the whole holiday! We wouldn't want to miss it and can recommend it to anyone who wants to have a good time.”

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Santorini: Fira to Oia Caldera Hike with Guide - Meeting at Fira’s upper cable car station
Greece Hiking Tours, Guided, Hiking Tours, Santorini Hiking Tours, Tour Reviews, Volcano Hikes

Santorini: Fira to Oia Caldera Hike with Guide

6.Santorini: Fira to Oia Caldera Hike with Guide

★★★★★★★★★★5.0 · 20 reviews · 4 hours · from $117Cheapest way up

Walk from Fira to Oia with a local guide in a group of no more than 10. You’ll pass Firostefani and Imerovigli, learn about Santorini’s volcano and daily life, and follow a scenic but sometimes rough trail. Guides including Agatha, Agathe, Agethe, and Kathryn have led especially well-regarded outings.

“We had a great hike with Agatha. She gave us great information on the history of Santorini, pointed out landmarks and iconic photos. She was a joy to spend the morning with!”

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Santorini: Cooking Class and Easy Hike - An easy hour through vineyards and deserted chapels
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Santorini: Cooking Class and Easy Hike

7.Santorini: Cooking Class and Easy Hike

★★★★★★★★★★5.0 · 11 reviews · 4 hours · from $182

You’ll walk for about an hour with an English-speaking guide through Akrotiri’s old vineyards and deserted chapels, then swim at Mesa Pigadia before joining a local chef for a Greek cooking lesson and lunch. Guides such as Sofia, Stratos, and Kosta have helped make this a personal look at quieter Santorini.

“We had a wonderful guide and a wonderful cooking class! Lunch was delicious too.”

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Other ways to spend the day on foot

Mountain & Summit Hikes356Volcano Hikes196Waterfall Hikes166Guided Day Hikes261Glacier Hikes90National Park Hikes123
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Rock, ice, forest or crater rim.

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