Discovering Santorini: A Long-Awaited Hike to Oia
For more than three decades, Gabriel Morris has explored the enchanting landscapes of Santorini, Greece. Despite countless visits, there was one exhilarating experience he had yet to tackle—the breathtaking hike from Fira to Oia. In this video, titled I’ve Wanted to do This Crazy Hike for Decades, join Gabriel as he finally embarks on this iconic trek, taking in the stunning views and vibrant landscapes that the island has to offer.
Filmed using a DJI Osmo Action, the video captures the essence of the journey, showcasing not only the stunning vistas but also the spirit of adventure that accompanies rigorous outdoor activities. The accompanying music, including “Love Explosion” by Silent Partner and “Island Dream” by Chris Haugen, perfectly complements the serene yet exhilarating atmosphere of the hike.
In addition to sharing his hike, Gabriel invites viewers to connect with him on various platforms, whether it’s supporting his work on Patreon, engaging with him on Offreel, or accessing valuable travel tips and free ebooks through PayPal. Fans of travel literature can also explore his ideas in various essays and stories on Medium or delve into his books, including Following My Thumb.
As a passionate budget traveler and outdoor enthusiast, Gabriel’s journey resonates with anyone looking to embrace nature and adventure. Whether you’re planning your own trek in Santorini or simply dreaming of island escapes, this video is a must-watch.
Don’t forget to like, subscribe, and join Gabriel on Instagram for even more travel inspiration. Ready your walking shoes—it’s time to explore Santorini like never before!
Watch the video by Gabriel Traveler
Video “I've Wanted to do This Crazy Hike for Decades” was uploaded on 09/29/2026. Watch all the latest Videos by Gabriel Traveler on Gretopia



































In Greek, there are 4 letters that make an "ee" sound, as well as 3, I think vowel combinations, one of which is "oi". Loving studying Greek, so much more that I see on the screen in these videos, like names on maps, signs on the road, and menus, makes more sense. 😀
Hallo Gabriel! in greek language there are five different "es".
οι,ει,η,ι,υ.So Οία pronounced "Ea".
Thanks Gabriel! Love Greece and was lucky to backpack Europe for five months. Ended up spending three of the months in Greece 1977. So fun seeing Santorini again. I think it was $12.00 US a night, for a cave-like room overlooking the Volcano vent. Kittens were everywhere and each day I’d buy a few fish for the ones living there. Haha, when I had to move on, the nice lady of the house wanted me to take a kitten. She and her family took me in practically, they couldn’t believe my parents would let me travel alone at 19.
So grateful for your channel Gabriel! Travel on! ☮️
I really enjoyed doing this hike too back in 2024 in late May and had almost the exact same weather – sunny when I left Fira but a bit overcast by the time I got to Oia so wasn't much of a sunset but still stunning views all the way and really not too taxing.
hey brotha! regarding how you pronounce OIA , in greek oia sounds like ia . Oi is basically i . In grammar sense thats how its spelled, but for convenience some signs just spelll it wrong 😛 Keep grinding our favorite traveller!
Love that you love your travels Gabriel. I’ve been travelling since I was 18 & still doing it into my 60’s. Will be back in Greece for a long stint next year for my retirement. Thank you for what you do ✈️🇦🇺🦘
Gab, you’re thinking in English, in Greek oi is pronounced i, as is ei, i, η 😉
I was just thinking the same thing today about when is the cutoff between kalimera and kalispera. I think it's around 1pm that you switch over.
My first and only time there was in 1977. I was 14. We went up on mules on dirt paths. There were no cars.
Tevas are indeed excellent for hiking.
Many cultures believe in the Evil Eye and have devised methods of warding in off.
Oia is unforgettable! I spent a month there 10 years ago, and the caldera view is permanently imprinted on my mind…I also did the amazing hike plus a kayak tour from Oia to Fira. I completely agree that September is the absolute best time for Greece. I tried August once—horrible idea, avoid it at all costs!
Gabriel, ei,oi, are pronounced e (as in heat) in Greek
In Greek when you see 'oi' it is pronunced ee. It's a kind of diphthong.
Kalimera means good morning , you wouldnt say good norning at 2.00 in the after noon. So kalispera means good afternoon and evening. Kail nichta is used for good night. Mostly when you or someone is leaving for the the night.
The o and the i together is pronounced e…..
Your the best.
6:21 Gabe ❤ great picture ❤
3:16 😍
The evil eye is all over in Turkey, they even have evil eye trees in uricher next to the castle…I’m surprised you didn’t remember all the evil eyes when you visited Cappadocia.
Gabe, it SO good to see you back in Santorini.
This video brings back memories of my time there. Santorini, such a special place. 🙏❤️✨
I hope it’s Naxos next 🙏
Another great video, did the hike a few years ago, and it’s still the most spectacular walk I’ve ever done.👌
Up & over Black Sands in view
Thank you for being so respectful with your church visits – just having that in the video lets others in on how to do it, so very valuable, regardless of whether one believes or not. Another wonderful video of my homeland 🙏
I stay in Santorini, Σαντορίνη now. It is cold…My last time in 2006, the island in very different
After 12 at noon we say kalispera!
Gabriel, you really must go and spend a day or 2 on Thirassia. Manolas, may have a bit more than when I was last there a few years ago. If you walk down south east side of island there is a church, abandoned cave buildings and a monastery at end. In middle of island there is an abandoned village where I think you can now stay in a renovated building. There is an old quarry at north tip and on west coast an abandoned petrol station (last time I was there, there was no petrol station). You can get a small boat from Ammoudi (small port below Ia) to port at north of Thirassia – last time I was there it ran 3 times a day. A big boat does also run for locals to Fira ports – they don’t promote it to visitors(I caught it back to Fira once)
Kalimera – Good Day. Kalispera – Good Evening. ( You can start using it after midday (around 1:00 PM) until late evening or night. )
Kalinihta – Good Night. As for Oia "Oi" in Greek is pronounced as "ee" so Oia would be said as EEA… Cool video Big Fella. Safe Travels 🙂
between ΚΑΛΗΜΕΡΑ and ΚΑΛΗΣΠΕΡΑ, there is ΚΑΛΟ ΑΠΟΓΕΥΜΑ (good afternoon)
What a beautifull island!! Wow! 😊
I've only been to Greece once and I did the Fira to Oia hike in early June. I found the worst part was dealing with the huge crowds in Oia for the sunset and getting a seat on the bus back to Fira.