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toniiv

Active member
I will be going to Greece next year and someone I am traveling with is obsessed with photos of Santorini and wants to go.

From what I can gather, most people say just to spend a few days and then move on, but this person is pushing for a longer stay.

Is there enough to do on Santorini so that spending a week or more makes sense? She wants to enjoy the sunsets, the food (I heard the food is better in other parts of Greece), and beaches (I also heard that there aren't as many beaches).

Don't get me wrong, I think it looks lovely, I just feel deep down that a week might be too long.
 
It is possible to stretch the days out to a week in Santorini, but you should rent a car or check the bus schedule so that you can visit the vineyards and all of the villages in the interior. The archeological digs and museum are definitely worth more than a glance. There are boat trips out in the Caldera to Therasia. The cliffside walk from Fira to Oia is lovely, especially in the early morning before the tourists are awake and the cruise ships have arrived. Ammoudi (below Oia) is lovely for a swim off the rocks and a fish lunch or dinner. The beaches generally are pebble. You could stay at a place like the Arassana Hotel near the Cathedral, that has a swimming pool - or - a luxury villa with horizon pool right on the cliffs.

I guess that the answer really depends on the time of year you are going and your tolerance for high temperatures and crowds. Staying overnight does allow you some relief from the masses that exit the cruise ships and staying multiple overnights will give you a better chance of being recognized in your favorite tavernas and getting to interact more with the locals. The answer also depends on your budget; Santorini is a more expensive island both there, and getting there if you fly.

Santorini is definitely a must-see in Greece, but after a few days if your main interest is good beaches and food, I would be tempted to move onto another quieter Cycladic island, or my favorite ….. Chania, Crete….. where there’s so much to do, you’d never want to stay less than a week.
 
It is possible to stretch the days out to a week in Santorini, but you should rent a car or check the bus schedule so that you can visit the vineyards and all of the villages in the interior. The archeological digs and museum are definitely worth more than a glance. There are boat trips out in the Caldera to Therasia. The cliffside walk from Fira to Oia is lovely, especially in the early morning before the tourists are awake and the cruise ships have arrived. Ammoudi (below Oia) is lovely for a swim off the rocks and a fish lunch or dinner. The beaches generally are pebble. You could stay at a place like the Arassana Hotel near the Cathedral, that has a swimming pool - or - a luxury villa with horizon pool right on the cliffs.

I guess that the answer really depends on the time of year you are going and your tolerance for high temperatures and crowds. Staying overnight does allow you some relief from the masses that exit the cruise ships and staying multiple overnights will give you a better chance of being recognized in your favorite tavernas and getting to interact more with the locals. The answer also depends on your budget; Santorini is a more expensive island both there, and getting there if you fly.

Santorini is definitely a must-see in Greece, but after a few days if your main interest is good beaches and food, I would be tempted to move onto another quieter Cycladic island, or my favorite ….. Chania, Crete….. where there’s so much to do, you’d never want to stay less than a week.

You paint a lovely picture as to how Santorini can be realizing for a longer visit. I can vouch for the amazing-ness of the beaches on Crete. I would personally enjoy Santorini for what it is, but then encourage everyone to be open to moving on to Crete for beach days. There's a beach that's pretty good on Santorini (Red Beach) but the beaches on Crete are just as good, if not better. The "sand" on Red Beach, as I recall, is very coarse and doesn't feel very good to walk on, and the beaches on Crete that I've visited are sand.
 

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.

Considering Pyrgos in Santorini to Stay?

I’m considering spending some time in Pyrgos during my next trip to Santorini, and I’d love to hear from people who have visited. I’ve been looking for places that feel a little different from the busier parts of the island, and Pyrgos looks like it could be a great place to explore for a few hours.

For those who have been, what did you enjoy most about Pyrgos? Are there particular streets, churches, viewpoints, shops, or places to eat that you would recommend? I’m especially interested in wandering around, taking photos, enjoying the views, and getting a feel for the village rather than rushing through a list of attractions.

How much time would you suggest spending there? Is half a day enough, or would you stay longer? I’d also love to know whether you think Pyrgos is best visited during the day or closer to sunset.

Is Summer Travel to Santorini Worth It?

I’ve only ever been to Santorini in May, and I absolutely loved it, the weather was perfect, and it felt busy but still manageable. Now I’m considering a trip to Greece this summer, and someone in my group is really pushing for Santorini again.

I’m a little hesitant, though. I’ve heard that in peak summer months the crowds can get pretty intense, especially in places like Oia and Fira. Part of what I loved last time was being able to actually enjoy the views without feeling packed in.

For those who have been in July or August, is it still worth it? Or does the crowd level take away from the experience? Are there ways to do Santorini in summer that still feel enjoyable, or would you recommend choosing a different island instead?

Wine Tasing Tips in Santorini

I’m Greek, but I’ve never actually done a proper wine-tasting tour in Santorini. I might finally go next year, and I want to make the most of it. I’ve always heard that the volcanic soil gives Santorini wines a special character, especially the Assyrtiko—and I’m very curious to try the famous Vinsanto in the place where it’s made.

For those of you who have been, do you have any tips? Are there wineries that really stand out for their atmosphere, history, or even just amazing caldera views? Do most tastings require reservations, or can you drop in?

I’d also love to know if there are lesser-known varietals besides Assyrtiko that I should look out for. And when it comes to exploring, do you recommend booking a guided wine tour with transport included, or is it simple enough to visit wineries on your own?

Hidden Gems in Santorini?

I’m heading back to Santorini this year, and even though I know it’ll be peak season, I’m still really excited. I’ve visited before and already done most of the classic tourist experiences, Oia sunsets, the volcano tour, Red Beach, winery visits, all of that. This time, I’d love to experience a different side of the island and find some quieter or lesser-known spots.

I know Santorini gets crowded in the summer, but I’m hoping there are still hidden gems if you know where to look. Maybe a peaceful village, a taverna locals love, a secluded swimming spot, or even just a scenic place that most visitors skip.

I tend to enjoy slower experiences more than packed itineraries, especially places where you can really feel the atmosphere of the island. For people who know Santorini well, what are your favorite hidden gems or underrated experiences? I’d love recommendations beyond the usual lists.
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