Category Santorini Hiking Trails

Santorini · SANTORINI HIKING TRAILS

15 Santorini Hiking Trails Tours Actually Worth Booking

16 reviewed

Santorini: Caldera Trail Guided Hike and Sunset Viewing

Santorini: Caldera Trail Guided Hike and Sunset Viewing - From pickup to Fira: start times shaped by sunset

1.Caldera Trail Guided Hike and Sunset Viewing

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

Guided Santorini caldera rim hike with village strolls, picnic lunch, and a hilltop sunset view over Oia for about 4.5 hours.

“This is a MUST. This hike was the highlight of my trip. I was a solo female traveler and booking this hike was the best thing I did, the instructors were knowledgeable and extremely attentive! We had a very exclusive view to the sunset at the end with no crowds. Book this tour!”

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

Santorini: 4hr Small Group Caldera Hike from Fira to Oia - Your start point and the 9:00am rhythm at Fira’s cable car

2.4hr Small Group Caldera Hike from Fira to Oia

★★★★★★★★★★5.0 · 75 reviews · 4 hours (approx.) · from $120Top rated

Small-group caldera hike from Fira to Oia with expert-led history stops, snacks and water, and big Rim views in about four hours.

“Our guide was incredibly knowledgeable and made the excursion so much fun. I would wholeheartedly recommend this and would definitely do it again!”

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From Thera: Thirasia Cruise w/ Volcano Hike and Hot Springs

From Thera: Thirasia Cruise w/ Volcano Hike and Hot Springs - Getting From Central Thera to Athinios: Don’t Wing It

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

Santorini's Famous Fira to Oia Hike: A Private tour Adventure - Imerovigli and Skaros: the fortress spot on the cliff

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

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

Hike Santorini’s famous Fira-to-Oia trail with pickup, snacks, and an English guide. Great views, smart pacing, and flex to enjoy Oia.

“Panos was an excellent guide. The walk from Fira to Oia was a great way to experience Santorini. The hike was a little more adventurous than we expected, but the views were amazing. Panos stopped along the way to give us some history and information about the island. He also gave us the opportunity to finish the trip to Oia via a van, which we did. He helped us explore Oia and helped us return to Fira. Even though we didn’t complete the hike we were glad that we booked this tour!”

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Santorini Caldera Walk Hiking Experience Fira-Oia

Santorini Caldera Walk Hiking Experience Fira-Oia - The 4-hour rhythm: distance, pacing, and what the time really means

5.Caldera Walk Hiking Experience Fira-Oia

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

Walk the Santorini caldera rim from Fira to Oia with a local guide, free water, and hotel pickup. Mix of trails and village views.

“George was absolutely fantastic! The hike was exquisite! Absolutely amazing! The views were breathtaking! Highly recommend!”

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Santorini: Night Hike, Wine Tasting, and Greek Dinner

Santorini: Night Hike, Wine Tasting, and Greek Dinner - The sunset moment: Caldera and volcano views without the daytime crowd

6.Night Hike, Wine Tasting, and Greek Dinner

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

Santorini at night: a guided Fira–Oia trail hike for Caldera sunset views, then wine tasting and a Greek dinner in Imerovigli.

“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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Caldera Private Cruise & Volcano Hike

Caldera Private Cruise & Volcano Hike - Price and value: what you’re paying for (and what you still pay)

7.Caldera Private Cruise & Volcano Hike

★★★★★★★★★★5.0 · 31 reviews · 3 hours (approx.) · from $330

Private Santorini caldera cruise from Ammoudi with volcano hike, hot-spring stop, snorkeling, and islet swim. Drinks and gear included.

“2 hour trip is not enough. We didn't get the chance to see the volcano properly (walking up takes about 25 min, and we were given 30 for overall) and neither had time to get even close to the thermal waters, the crew took us there pointed finger and sailed away. Although we were 15 min late (which we take full responsibility of) additional quarter of hour would not make any difference in the very disappointing experience. We felt deceived. The crew felt irritated or unpatiant.”

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Santorini: Fira to Oia Caldera Hike with Guide

Santorini: Fira to Oia Caldera Hike with Guide - Meeting at Santorini Cable Car Upper Station in Fira

8.Fira to Oia Caldera Hike with Guide

★★★★★★★★★★5.0 · 20 reviews · 4 hours · from $117

Hike Santorinis caldera from Fira to Oia with a small-group guide, plus snacks and water. Learn volcanic stories and island life.

“This was a great excursion. While you can we it without guide and see the beauty, you won't get the insights, history, stoeirs a guide can share. Our guide, Agetha, was fantastic. She told us about each of the villages and where to take the best pictures. I highly recommend this tour.”

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Santorini : Caldera Trail Hike and Sunset

Santorini : Caldera Trail Hike and Sunset - Stopping in Imerovigli and the St. Nicholas Firostefani Area

9.Caldera Trail Hike and Sunset

★★★★★★★★★★5.0 · 13 reviews · 5 hours (approx.) · from $234

Fira to Oia sunset caldera hike with hotel pickup, a light local picnic, and sweeping Aegean views from the rim.

“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

Santorini: Cooking Class and Easy Hike - Meeting near the Church of the Dormition of Holy Mary (outside Akrotiri)

10.Cooking Class and Easy Hike

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

Walk Akrotiri vineyards on an easy hike, swim at Mesa Pigadia, then cook and eat Santorini classics with a local chef.

“Had an amazing time on this excursion with Stratos! We started with an easy 1 hour hike across Akrotiri, where Stratos taught us a lot of history of the village and island. We stopped at Black Sand Beach for about an hour to relax before the cooking class, which was so much fun and much more authentic than any other experience in Santorini, where tourist experiences are less about the authentic Greek life. The lunch was delicious and overall would highly recommend!”

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Santorini : Cooking Class & Easy Hike

Santorini : Cooking Class & Easy Hike - 9:00 AM Pickup and the Start of Your South-Island Day

11.Cooking Class & Easy Hike

★★★★★★★★★★5.0 · 9 reviews · from $178

Escape Santorini crowds on an easy south-coast hike, then cook and eat Greek classics at Mesa Pigadia Beach with time to swim.

“It was a wonderful experience and highly recommended! Hike is what we would call moderate vs light. The food was delicious!”

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Santorini : Night Hike, Wine Tasting and Dinner

Santorini : Night Hike, Wine Tasting and Dinner - The 7:30 pm plan: pickup, meeting, and pacing

12.Night Hike, Wine Tasting and Dinner

★★★★★★★★★★4.5 · 8 reviews · 3 hours (approx.) · from $240

A 7:30 pm Santorini night hike from Fira toward Imerovigli, then wine tasting and traditional dinner with pickup and drop-off.

“The views were fantastic, and we found out some interesting facts about parts of the island. Tour guides were very friendly”

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Santorini: Private Motorboat Cruise and Volcano Hike

Santorini: Private Motorboat Cruise and Volcano Hike - The Motorboat: Comfortable, Shaded, and Practical

13.Private Motorboat Cruise and Volcano Hike

★★★★★★★★★★5.0 · 7 reviews · 3 - 4 hours · from $648

Private Santorini motorboat cruise with volcano hike, hot-springs swim, and snorkeling in the caldera for up to 4 people.

“Thanks Dimitris and Captain Petros. Our short time on board Oia was perfect. Even though the sea was more unsettled than we’d hoped, we were never uncomfortable - we were made to feel very welcome”

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Santorini: Private Vistas Morning Hike inc. tastings

Santorini: Private Vistas Morning Hike inc. tastings - Meeting point at the Church of Panagia Malteza in Imerovigli

14.Private Vistas Morning Hike inc. tastings

★★★★★★★★★★5.0 · 7 reviews · 4 hours · from $153

Private Santorini morning hike with coffee, mezedes, volcano views and tastings through Imerovigli, Firostefani and Fira.

“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!”

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Santorini: Caldera Hike from Fira to Oia

Santorini: Caldera Hike from Fira to Oia - The trail itself: 10 km, caldera rim vibes, and mixed surfaces

15.Caldera Hike from Fira to Oia

★★★★★★★★★★5.0 · 7 reviews · 4 hours · from $165

Hike Santorini’s caldera rim from Fira to Oia with a small English-speaking group, hotel transfers, and big-time viewpoints along the way.

“Petros was an excellent guide and told us many interesting stories about his experiences in Santorini. Thank you, Petros!”

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