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toniiv

Active member
Being the most touristic island in Greece, Santorini has amazing and unique boutiques and shopping opportunities. The only downside is that the shops can get a bit pricy especially if the items are handmade in Greece. You will be able to find some of the best stores in Oia. I can spend hours walking up and down the cobblestone streets browsing the wonderful stores and grabbing small souvenirs for my friends.

Here are some of the most famous and popular stores...
 
The boutique hotels on Santorini are fantastic. The island draws a lot of tourists, but the hotels are on the smaller side. I always thought that this was a charming thing on Santorini, but I also suspect that it is practical - the island doesn't seem to have the resources or infrastructure to support larger hotels.
 

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.

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?

Hiking in Santorini?

I’ve been to Santorini quite a few times over the years, but somehow I’ve never done any real hiking there. On my next trip, I’d love to change that and experience the island from a different perspective.

The obvious choice seems to be the Fira-to-Oia hike, but I’d love to hear from people who have actually done it. How difficult is it, how long did it take you, and what time of day would you recommend starting? Are there particular sections of the trail that are especially scenic?

I’m also curious whether there are other hikes or walking routes on Santorini that don’t get as much attention. I’ve already seen many of the major sights, so I’m especially interested in something that feels a little different from the usual sightseeing.

Any advice about shoes, water, transportation back afterward, or the best season for hiking would be greatly appreciated!

Avoiding Santorini Crowds?

I’m starting to think about a trip to Santorini this year. It’s been a while since I’ve been, and I’d really like to go back, but I keep hearing how crowded it’s gotten.

I’m not expecting it to be empty or anything, but I’d love to time it so I can still enjoy the views, walk around without feeling packed in, and actually get into restaurants without a huge wait.

For those of you who have been recently, when do you think is the best time to go? I’m trying to balance decent weather (warm enough for walking, maybe even the beach) with fewer crowds. Is late spring a good window? Or is early fall better?

Best Place to Swim on Santorini?

I'm curious where people think the best place to swim on Santorini is. The island is obviously famous for its views and sunsets, but I don't hear as much discussion about the actual swimming.

I've seen recommendations for Perissa, Kamari, Red Beach, Vlychada, and even swimming from boat excursions around the caldera. They all look beautiful in photos, but I'm wondering which spot people enjoyed the most once they were actually in the water.

Do you prefer the black sand beaches, the more dramatic scenery around Red Beach, or some lesser-known location that visitors often miss? I'm also interested in places with particularly clear water, good snorkeling, or a relaxing atmosphere where you can spend several hours.

If you've been to Santorini, where was your favorite swim? Was it a beach, a hidden cove, or somewhere reached by boat? I'd love to hear your recommendations and why that spot stood out.
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