Santorini: Sunset Walking Food Tour with Tastings & Drinks

Walk Santorini’s caldera path, taste souvlaki and volcanic wine as the sun sets

You’ll meet your guide at Santorini’s Agios Nikolaos Monastery before strolling cliffside footpaths from Firostefani to Fira at sunset. Taste local sweets, volcanic wine in an underground canava, fresh souvlaki, and sample five drinks along the way. Expect laughter over Greek words you can’t quite pronounce and golden hour views you’ll want to remember long after you leave.

What’s included

Your evening includes pickup from your hotel or port if booked privately, all entry fees along the route, tastings of seasonal dishes like seafood or souvlaki paired with volcanic wine and local beer, several Greek spirits or liqueurs (five drinks total), desserts made by locals—plus plenty of stories from your passionate guide as you walk cliffside paths between villages before returning after sunset.

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Step-by-step itinerary

Day 1 — Santorini sunset food and drink tour

• Meet guide at Agios Nikolaos Monastery
• Stroll along Caldera footpath
• Sample local sweet and Greek liqueur
• Enjoy local beer with tapas
• Savour seasonal dish with volcanic wine
• Taste Santorini’s best souvlaki
• Drink in underground Canava
• Capture photos of Santorini sunset

The Experience

Maria was waiting outside the Agios Nikolaos Monastery when I arrived — she waved like we’d already met before. I was still catching my breath from the bus ride up (those roads!), but she handed me a tiny biscuit dusted with something sweet and said, “Try this, it’s made by the nuns.” It tasted like almonds and honey, kind of soft but not crumbly. The air smelled faintly of wild herbs and someone nearby was burning incense; I’m not sure if it was for the monastery or just someone’s house. Either way, it felt right.

We started walking along the caldera footpath toward Fira, passing little white houses clinging to the cliffs. Maria pointed out a blue-domed church that looked almost fake against the sky — you know those places that look photoshopped in real life? That. We stopped at a tiny bar where I tried an “explosive” local beer (her words), paired with these salty little olives and something called fava dip. I probably ate too much bread but no one seemed to mind. The path was quiet except for some laughter drifting up from a terrace below us. At one point Maria tried to teach me how to say “cheers” in Greek — I completely butchered it and she just laughed.

The sun started slipping lower and everything turned gold for about ten minutes. We ducked into this underground canava — cool stone walls, kind of echoey inside — for a glass of volcanic wine that tasted almost smoky? Hard to describe but good with the tomato fritters they served. There was a guy behind the bar who barely spoke English but he grinned every time someone liked his homemade liqueur. By then my phone was full of photos but none really caught how it felt standing there with everyone, half-tipsy and watching the light change over the caldera.

Last stop was this souvlaki place Maria swore by (“best in town!”) — honestly, she wasn’t wrong. The meat was juicy and came wrapped in paper with fries tucked inside (never had that before). We finished with another sweet thing and a shot of something strong; I forgot what it’s called but it burned in a good way. Walking back through Fira after dark felt different — more locals out, less selfie sticks everywhere. I still think about that view from the canava sometimes, especially when I catch a whiff of oregano at home.

Top questions

Where does the Santorini sunset walking tour start?

The tour starts at Agios Nikolaos Monastery between Firostefani and Imerovigli.

Are food tastings included on this Santorini tour?

Yes, you’ll sample local sweets, tapas, souvlaki, seasonal dishes, and more during the walk.

How many drinks are included on this food tour?

The tour includes five drinks: local beer, volcanic wine, three Greek spirits or liqueurs.

Is hotel pickup provided for this Santorini walking tour?

Yes, private tours include pick-up and drop-off at your stay or port.

Is this Santorini food tour suitable for vegetarians?

Yes, vegetarians are welcome on all tours; most dietary needs can be accommodated unless very complex allergies or veganism apply.

How long is the walk from Firostefani to Fira?

The footpath stroll covers scenic sections between Firostefani and Fira along the caldera cliffs.

Will we visit any underground cellars or canavas?

Yes, you’ll enjoy a unique drink inside an underground “canava” during the tour.

Are tips expected for guides on this Santorini food tour?

Tipping isn’t compulsory but is appreciated by guides if you’re happy with their service.