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Hash

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Here is information about Santorini and things to do, don't know how many would be practical in winter months
 
The wine tasting tour looks lovely, great way to learn about the agriculture culture and tourism history
 
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Thanks for sharing! Here is another great guide about Santorini to take a look at as well:

 
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Great Walking Paths on Santorini?

I’ve been thinking about Santorini specifically as a place for walking, and I realized it’s something I don’t hear Greeks talk about as much as food, wine, or sunsets. I’m curious how people who know the island well think about walking it, not just as visitors passing through but as a lived landscape.

So I wanted to ask: what are some great walking paths on Santorini? Beyond Fira–Oia, are there routes you’d actually recommend for the views, the quiet, or the feeling of the island itself? I’m especially interested in paths through villages, near vineyards, or stretches that feel more local and less performative. Are there walks that feel better early in the morning, in the wind, or outside peak season?

I’d love to hear which paths you return to or remember most, and what made them stand out for you.

Which Santorini villages still feel quiet and traditional now?

I’m thinking of visiting Santorini next year, but I keep hearing that the island has changed a lot — especially with how crowded Oia and Fira have become. I love the idea of seeing the caldera views, but I’m also hoping to experience the quieter, more traditional side of the island.

Are there still villages that feel peaceful and authentic, where you can wander through narrow streets, talk to locals, and maybe enjoy a meal at a family-run taverna without the crowds?

I’ve heard names like Megalochori, Pyrgos, and Emporio mentioned, but it’s hard to tell from online photos which places still hold onto that “old Santorini” charm. What do you think?

How many days in enough is Santorini?

I’ve been to Santorini before and absolutely loved it—but this time, I’m going back with friends who have never been. We’re planning a bit of an island-hopping trip, and I’m trying to figure out how many days we should dedicate to Santorini without feeling rushed, but also leaving time for other islands.

I remember there’s a lot to enjoy even just soaking in the views, but I also don’t want them to miss out on the key experiences—Oia sunsets, the hike from Fira to Oia, maybe a winery, and some beach time. We’re not big into overly scheduled days, more go-with-the-flow types.

What would you recommend for first-timers? Is 2 full days enough to get the full experience, or is 3–4 ideal? Would love to hear how long others stayed and whether you felt it was just right or too short!

How was the airport experience in Santorini?

I’ve been to Santorini a few times, but I’ve always arrived and departed by ferry, never by plane. For my next trip, I’m thinking about flying in or out, depending on how the itinerary shapes up, and I’d love to hear from those of you who’ve actually used the Santorini airport.

How was your experience? Is it as chaotic as some reviews make it sound, or does it just depend on the time of year? I’m curious about everything, check-in lines, baggage claim, the size of the terminal, transportation to and from hotels, even how early you’d recommend arriving before a flight.

I’d also love to know if there’s a big difference between domestic and international departures. Is it worth paying extra for a direct flight, or are the Athens connections smooth enough? Any first-hand details would really help me plan ahead for next year’s trip.

Guy's Night Out in Santorini?

A few of us are planning a guys’ trip to Greece next summer (still tentative, but Santorini is definitely on the list), and we’re trying to figure out what a proper guys’ night out would look like there. One of the guys will be celebrating a birthday, so we’d like to make it special without going too over the top.

We’re not looking for the super touristy spots packed with honeymooners—more interested in something authentic, fun, and memorable. Maybe a taverna with great food and live music, or a bar where locals actually hang out? A good view wouldn’t hurt either.

Has anyone here done a birthday or a group night out in Santorini with a bunch of guys? Is Fira better for nightlife than Oia? Any recommendations for tavernas, bars, or even local experiences we could include in the evening would be really appreciated.
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