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kosta_karapinotis

Active member
Thank you to your advice, I am looking into staying in Pyrgos or other inland place that is slightly "off the beaten track" in Santorini to minimize some of the frustration of being in the crowds. We will be traveling during peak season.

Does anyone have an advice as to where to stay? As mentioned in a previous post, my wife is pushing for a Caldera hotel - but they're so expensive and we're traveling with the whole family. If I can find a compelling hotel that is more inland, it might work out for us to stay there. It doesn't have to be Pyrgos - but something similar would be good...

pyrgos-santorini.jpg
 
Unfortunately I have never stayed overnight here, only in Oia. It was in early May when I stayed so it was off peak enough for Oia not to be overrun by tourists. The weather went in and out, thought. It was very windy during that time of year, but it was still lovely. The villa we stayed in had a view of the caldera.
 

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.

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.

Is Santorini Walkable?

It has been a while since I’ve been to Santorini, and I’m thinking about going back in the early summer next year. One thing I’m trying to remember is how walkable the island really is.

I know places like Fira, Firostefani, Imerovigli, and Oia are good for walking around once you’re there, but I’m wondering how practical it is to rely on walking for a larger part of the trip. I remember there being some hills, narrow roads, and areas where walking between places might not be as easy as it looks on a map.

For those who have been recently, how much walking did you actually do? Did you find that you still needed buses, taxis, or a rental car most days? I’d especially love to hear from anyone who stayed around Fira or Imerovigli and explored from there.

Is May a Good Month for Santorini?

I’m considering a trip to Santorini and would love some firsthand insight on visiting in May.

I’m hoping for a balance between pleasant weather, fewer crowds, and a more authentic feel of the island before peak summer tourism takes over. I’ve read that May can be warm but not too hot, with flowers still in bloom and restaurants starting to fully open for the season, but I’m curious how this plays out in reality. Does the island still feel calm, or is it already busy with cruise traffic? That's my main concern.

If you’ve visited Santorini in May, I’d love to hear what stood out, both the pros and any drawbacks you noticed.

Santorini at Christmas - worth the trip?

I’ve visited Santorini before, but always during the warmer months when the island is buzzing with energy. Lately I’ve been thinking about going off-peak, specifically around Christmas, and I’m curious if anyone here has done it.

Is Santorini in winter worth it? I know many hotels, restaurants, and shops close for the season, but I’ve heard mixed things — some say it’s peaceful and magical, others say it’s too quiet and the weather can be unpredictable. I’m not expecting beach days, but I do wonder what it actually feels like to walk around Oia and Fira in December. Are there still good food options? Do any wineries stay open? Is the sea too rough for boat trips?
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