Santorini


DAY HIKES · WORLDWIDE

10 Best Santorini Hikes

The trails worth the early start.

The 10 santorini hikes worth lacing up for. A short list of the trails hikers finish grinning about, with the distance, the price and who guides them.

10 Best Santorini Hikes

Santorini: Caldera Trail Guided Hike and Sunset Viewing - Your Route: Fira to Oia via Firostefani, Imerovigli, and Skaros
Santorini, Tour Reviews

Santorini: Caldera Trail Guided Hike and Sunset Viewing

1.Santorini: Caldera Trail Guided Hike and Sunset Viewing

Hike Santorini’s caldera rim on a guided trail through Fira, Firostefani, Imerovigli, and Oia, then watch sunset from a 360° hill.

Most Popular★ 4.9

“I could have done this hike alone but guided by Eva and with other people made it so much more enjoyable. Warning: wear your most comfortable hikers, the path is solid and hard on feet and knees. Tremendous Caldera views the whole way.”

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Santorini: 4hr Small Group Caldera Hike from Fira to Oia - The Hike Itself: What the Path Feels Like and How to Prepare
Santorini, Tour Reviews

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

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

Hike the Santorini caldera rim from Fira to Oia in a small group of up to 12, with snacks, water, and an English guide.

★ 5.0

“My husband and I booked this hike to see such amazing sceneries, little did we know, it’s only us and our tour guide Kathrin, who i would recommend, if people are trying this kind of activities. She was very knowledgeable and accommodating. Good vibes and lots of interesting stuff we learned from her about Santorini.”

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Santorini's Famous Fira to Oia Hike: A Private tour Adventure - Fira: where the hike begins with caldera views and city energy
Santorini, Tour Reviews

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

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

Private Fira-to-Oia hike with a certified English guide, snacks, and pickup. Pass Firostefani and Imerovigli for epic caldera views.

★ 5.0

“This was a wonderful experience! Panos was the best guide. He was so knowledgeable about the island and showed us everything. He was so pleasant and we really really enjoyed ourselves. We were able to see so much of the island and get amazing photos together. I would Highly recommend this to anyone !”

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Santorini Caldera Walk Hiking Experience Fira-Oia - What the hike feels like: 10 km, mixed terrain, and real uphill moments
Santorini, Tour Reviews

Santorini Caldera Walk Hiking Experience Fira-Oia

Santorini: Night Hike, Wine Tasting, and Greek Dinner - What the night trail really solves: crowd pressure and timing
Santorini, Tour Reviews

Santorini: Night Hike, Wine Tasting, and Greek Dinner

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

A guided night hike from Fira toward Imerovigli, then 4 Santorini wines and a traditional Greek dinner with hotel transport.

★ 4.5

“A great tour, felt like a perfect small group and we were regularly checked in with as to how we were getting along! Very informative and interesting throughout. An engaging tour guide who both led and harboured conversation. Delicious meal and wines to finish off too, with a range of fantastic dishes to share.”

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Caldera Private Cruise & Volcano Hike - Stop One: Santorini Volcano Hike, Snorkeling, or Shade-and-Sips Time
Santorini, Tour Reviews

Caldera Private Cruise & Volcano Hike

6.Caldera Private Cruise & Volcano Hike

Private cruise from Ammoudi with a Santorini volcano hike, hot springs, snorkeling, and swims—plus a comfortable boat with towels and gear.

★ 5.0

“We had a wonderful time exploring and learning about the different spots along the water. The day was customized to our interests and we could not have enjoyed it more. The host Dimitri and captain Petros were the best!”

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Santorini: Fira to Oia Caldera Hike with Guide - Firostefani and Imerovigli: the Santorini postcard stops
Santorini, Tour Reviews

Santorini: Fira to Oia Caldera Hike with Guide

7.Santorini: Fira to Oia Caldera Hike with Guide

Guided hike along Santorini’s caldera from Fira to Oia, passing Firostefani and Imerovigli with snacks, water, and expert local stories.

★ 4.9

“The tour guide was excellent. Very knowledgeable and friendly. Yes, you can easily do this hike on your own, but it was so wonderful having someone explain all that we were seeing the entire time. Would definitely recommend.”

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Santorini : Caldera Trail Hike and Sunset - Getting From Your Hotel to the Old Mule Path (and Why Timing Matters)
Santorini, Tour Reviews

Santorini : Caldera Trail Hike and Sunset

8.Santorini : Caldera Trail Hike and Sunset

Sunset hike from Fira to Oia along Santorini’s caldera rim, with monasteries, a picnic stop, and panoramic village views.

★ 5.0

“Great tour with great guides and great participants! Just a delightful experience. Everything was well thought through and executed. We did the hike in flip flops!!”

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Santorini: Cooking Class and Easy Hike - The easy hike: 1 hour, low difficulty, and caldera views on both sides
Santorini, Tour Reviews

Santorini: Cooking Class and Easy Hike

9.Santorini: Cooking Class and Easy Hike

Hike Akrotiri’s vineyards, swim at Mesa Pigadia, then cook and eat Santorinian dishes with a local chef and guides.

★ 5.0

“enjoyable hike, quick swim then a cooking class where you can learn to make some simple Greek dishes. Not an overly interactive cooking class as you watch more than cook, but it was great just the same. We really enjoyed it.”

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Santorini : Cooking Class & Easy Hike - The Easy Hike Along Santorini’s South Coast (And Why It Feels Worth It)
Santorini, Tour Reviews

Santorini : Cooking Class & Easy Hike

10.Santorini : Cooking Class & Easy Hike

Santorini’s south-coast hike to Mesa Pigadia beach plus a hands-on Greek cooking class with hotel pickup, lunch, and swim time.

★ 5.0

“The guides were absolutely wonderful and knowledgeable. The hike was easy and the refreshing swim at the end was simply perfect. Then we went to cook and it was so much fun, easy delicious dishes and my new favorite - tomato frittersRead more”

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Day hikes worth the early start, region by region.