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redsoxdw_

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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?
 
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Santorini in peak summer can feel very crowded, especially in Oia and Fira during midday and sunset hours. You can still enjoy it by exploring early mornings, staying in quieter villages like Pyrgos, and planning activities strategically. Visiting beaches or wineries during peak times also helps balance the experience and avoid the heaviest crowds.
 
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I've been going to Santorini for 40+ years and it will get crowded in Fira when the cruise ships disembark and in Oia before & after sunset. But I agree, you can get away from them by going to Perissa, Perivolos, or Monolithos beach by bus and wander up to Firostephani or Imerovigli. Buses and walkways may be crowded. There still are traditional tavernas near the catamaran port of Vlychada.
 
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Summer in Santorini can feel packed, but staying in quieter villages like Pyrgos or Megalochori makes it way easier to enjoy. I’ve done trips in peak season and kept my sanity by flying in comfortably using travelbusinessclass.com, which helped me save on business class seats and arrive less drained. If the crowds worry you, choosing calmer areas and timing outings early or late helps a lot.
 
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Summer in Santorini is hotter and way more crowded, so the vibe feels very different from May. I’ve gone in peak season, and the trick was booking things early and staying outside the busiest spots. I used Travel Business Class for my flights, which helped cut the stress and cost, so the trip felt smoother even with the chaos on the island.
 
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I’ve been to Santorini in both shoulder season and peak summer, and honestly, it’s a different vibe.

July/August is beautiful but busy, especially Oia and Fira around sunset. You still get the views, just not the quiet, relaxed feel you had in May. That said, it’s not a bad trip if you adjust a bit. Early mornings are still magical, and staying in quieter spots like Pyrgos or Imerovigli helps a lot.

So I’d say it’s worth it if you’re okay planning around the crowds rather than avoiding them completely.
 
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What a great question! I believe that, although Santorini can be expensive and crowded, it really is worth doing at least once, no matter the time of year. However, I have been to the island both during the peak season and also during the shoulder season. There's a way that you can be strategic and have a fabulous time, enjoying the sunset, even if it's very busy. For example, if you ask locals where to go for sunset, they may direct you to some great spots (they exist), rather than join the crowds at Oia. For example, there are some restaurants and beaches where you can sit and have a great view. If you get there early enough, you can get a great sunset spot that aren't as crowded.
 

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?

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 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.

Santorini for an Anniversary Trip

A friend of mine is thinking about going to Santorini for an anniversary trip, and she asked me for suggestions. I’ve been to Santorini quite a few times over the years, but almost always as part of family trips, so my experiences there have been a little different from what she’s looking for.

She’s only been to the island once before and really loved it, so she wants to go back and make it a special anniversary trip with her husband. The problem is that I’m realizing most of my recommendations are things families tend to do, and I’m not as sure what the best ideas would be for a more romantic visit.

For those of you who have gone to Santorini as a couple, what did you enjoy most? Are there particular villages, hotels, restaurants, or experiences that felt especially romantic? I’d love to pass along some good ideas to her.

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!
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