Santorini · SANTORINI HIKING TRAILS
16 reviewed
This is the shortlist we’d hand a friend: the 15 santorini hiking trails tours worth booking, each with its price, its traveller verdict, and the one thing to know before you commit.
Walk Santorini’s caldera rim on a guided hike from Fira to Oia, then enjoy a 360° sunset view. Picnic included.
“Great. Our guides were super helpful, particularly Lea, and we had a lot of fun, even if we were tired by the time we finally made it to the sunset point! Snacks were nice too.”
4-hour small-group hike from Fira to Oia along Santorini’s caldera rim, with snacks, water, and real guide context.
“Amazing your guide. She was extremely knowledgeable, kind and made the experience great! I really appreciated the tour and the history we learned along the way”
Private Fira to Oia hike with pickup, snacks, and an English guide, passing Firostefani and Imerovigli for big caldera views.
“Crossing the path from Fira to Oia was a very good decision.The views are breathtaking, and you can see everything from another point of view.The path is easy to medium.Get your hat and prefer shoes instead of flip flops. All these great things become greater with this cool guy Panos!! Very positive and nice energy full of smile. He likes what he does!! I totally recommend!! Thanks for the experience Panos and keep enjoying life!! Peace and love ✌️”
Walk the Santorini caldera rim from Fira to Oia with hotel pickup, small-group pacing, free water, and cliff views through Firostefani and Imerovigli.
“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”
Santorini night hike from Fira to Imerovigli, sunset Caldera views, guided wine tasting with Assyrtiko and Vinsanto, and a Greek dinner.
“The food and drinks were great! Guide was very informative and helpful throughout the tour. We loved the interaction with restaurant owner/chef and servers. Made us feel welcome! Would highly recommend this tour!”
Private Santorini cruise from Ammoudi with a volcano hike, snorkeling stops, and hot springs at Palea Kameni. Cozy, uncrowded, 3 hours.
“Last minute booking but an awesome experience! Great boat, great crew and amazing time! We went swimming in 4 different locations including the Caldera volcano waters and a cave in one of the rocky beaches! Great way to spend the afternoon in Santorini.”
Hike Santorini’s caldera from Fira to Oia with a small-group guide, snacks and water included, plus time to explore Oia.
“Katherine was excellent! Very friendly and kind- we didn't get turn around drive back- we opted to stay in Oia for lunch but she pointed the way to the three domes and tavern we planned to eat at later in day. She was great guide!”
Late-afternoon hike from Monolithos to a secluded red-sand bay and Monolithos Castle, ending with Aegean sunset.
“It was such a nice tour, not too easy, not to hard. Manuela was super kind- we liked her so much! And had beautiful views.”
Guided hike from Fira to Oia along Santorini’s caldera rim with monastery stops, local picnic, and sunset views.
“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!!”
Santorini hike past old vineyards and chapels, then cook and eat Greek dishes with a local chef, plus hotel transfers and swim time.
“A great experience for all, the hike wasn’t hard at all but very enjoyable, even tho the sea was a bit rough the swim was lovely and the cooking (which I was a bit apprehensive about) was great fun, very basic yet delicious recopies. A big thank you to our two guides for being so welcoming and for sharing their knowledge. Highly recommend it.”
Santorini cooking class plus an easy south-coast hike to Mesa Pigadia. Vineyards, caldera views, local lunch, swim time.
“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”
Santorini night hike from Fira toward Imerovigli, then wine tasting and traditional dinner with hotel pickup and drop-off.
“Our guide, Panos, was excellent! The hike was a little more difficult than we expected but the views were amazing and dinner was great!”
Hike the Santorini caldera from Fira to Oia on a small-group trail with big cliff views, town strolls, and hotel pickup included.
“George took us on the hike from Fira to Oia. It was amazing! He was very knowledgeable about the history of the area; he made sure we were hydrated and even gave his good snacks! The views were awesome; we would missed so many fun facts had we not done this hike. I highly recommend George as your guide for this hike!”
Private Santorini motorboat cruise with volcano hike, hot spring swims, and calm caldera views, priced per group up to 4.
“Great 2 hours Very relaxing, Pedros took us to some incredible spots). Fabulous.”
Private Santorini morning hike from Imerovigli with Greek coffee, mezedes, volcanic-stone beer, caldera photos, and local tastings.
“Gus was an amazing tour guide and this was a great way to kick off our stay in Santorini! He walked us around, taught us about the history of the island, and took us to some great local joints. His company was fantastic as well. Thank you, Gus and Rebecca!”
