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AlexiaTravels

Active member
I’m heading to Santorini for three days on my next trip, and I want to make the most of my time there! Since it's a short visit, I’d love recommendations on the absolute must-see sights and experiences that I shouldn’t miss.

Of course, I plan to catch at least one famous Oia sunset, but beyond that, I’m torn between exploring villages like Pyrgos or Megalochori, hiking from Fira to Oia, or doing a caldera boat tour to the volcano and hot springs. Are these worth it, or would you prioritize something else?

I also love good food and wine, so if you have restaurant recommendations for authentic Greek meals or a winery with an amazing view, I’m all ears!

Basically, if you had only three days, what would be your top experiences? Any hidden gems or tips for making the most of my time? Looking forward to your suggestions!
 
If I had only three days in Santorini, I’d focus on a mix of breathtaking views, unique experiences, and amazing food!
  • Day 1: Start with the Fira to Oia hike in the morning—it’s stunning and lets you take in the caldera views at a slower pace. Relax in Oia afterward, explore its charming streets, and end the day with the famous sunset.
  • Day 2: Take a caldera boat tour—it’s totally worth it! Hiking the volcano, swimming in the hot springs, and sailing around the island give you a unique perspective of Santorini.
  • Day 3: Explore Pyrgos for a quieter, traditional vibe and visit Santo Wines for a tasting with a fantastic view. For food, try Metaxi Mas (amazing Greek cuisine in Exo Gonia) and Ammoudi Fish Tavern for fresh seafood by the water.
Hidden gem: The sunset from Skaros Rock in Imerovigli—less crowded but just as magical!
 
My post-grad girls trip to Santorini was absolutely unforgettable. We started our mornings at Galini Café—sipping coffee with the most breathtaking caldera views. Afternoons were for soaking up the sun at Perissa Beach, where the black sand and chill atmosphere were just perfect. Watching the sunset from Amoudi Bay over a seaside dinner felt straight out of a dream. And wine tasting at Santo Wines? Stunning views, delicious wines, and the best way to toast to summer. I put together this Santorini itinerary to make the most of our time—it might be helpful if you're planning your own island adventure!
 

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?

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.

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?

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.

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?
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