Momsies and I visited Santorini on our mother daughter Euro trip in May 2019. We had each picked a couple of places we’d always wanted to go for our Europe trip. On this trip, we visited Rome, Positano, Athens, and finished the trip in Santorini. We stayed in Oia, Santorini, which is at the Northern tip of Santorini. This is the best place to watch the sunset and is one of the most chill, beautiful, and photogenic places in Santorini.
We flew into Santorini airport, and I’d arranged a driver to come pick us up from the airport via our airbnb. The airport is just about 30 mins from Oia. The driver was great in that he not only took us to Oia, but helped carry Momsies bag up and down all of the stairs – and my god, there are A LOT of stairs in Oia. It was warm outside, the sun was strong, and the stairs would just not quit. It took us probably another 30 mins to get to our Airbnb via numerous stairs.
Once we arrived at the Airbnb, we were greeted with the most adorable, private, light blue CAVE ROOM. Yes, we stayed in a cave! A lot of the accomodation in Santorini is in caves, as it helps keep the room cool. We fell in love with our little cave house right away, and the hot tub outside didn’t hurt either. The sun roof and the outside patio also sweetened the deal.
The cave is away from the hustle and bustle of Oia, but still central enough to easily get to any of the restaurants or main part of the town. This cave is absolutely stunning – I’d highly recommend. It is an Airbnb, which I use all of the time – I’ve found some real gems on there (ex where we stayed in Dominical, Costa Rica). If you want to try Airbnb for yourself, get $40 off your booking.
We spent our four days in Santorini eating, drinking rosé with lunch, exploring the tiny town of Oia, and watching the sunset from our hot tub or sun deck.
Where We Ate in Santorini
My favorite restaurant in Oia – which we went back to nearly every day – was called Kyprida. It’s a small, family owned restaurant, and the food is just simple, fresh, and amazing. They have vegetarian options and can make lots of vegan options as well!
I recommend getting a bit of their organic rosé with lunch or dinner. They have amazing espresso as well, but they are only open for lunch and dinner.
Another restaurant that we really loved was Pelekonos, which has amazing views of the ocean and a super chill, relaxing ambiance. The food was incredible as well!
We had a little afternoon rosé at a restaurant called Sunsets, which is a popular place for watching the sunset as it is on the northernmost part of the island and faces the sea. It is really cute and a great place for a little break after a day of walking in the Santorini heat.
On our last day, we also stopped at a tiny little local restaurant called Lotza for lunch – definitely recommend! They have an amazing vegan soup if you’re looking for something a bit lighter after endless gelato and wine. If you’re in the mood for something a bit more filling, they had a full menu of greek dishes as well.
Places You Must Visit in Oia, Santorini
I also loved the local bookstore, called Atlantis Books. It’s a great place to pick up something to read for those long days in under the umbrella.
This bookstore is an adorable place, but if you are going to go and take tons of photos, make sure you support this small local business by buying a book or at least a postcard. I bought both. 🙂
How Long To Stay in Santorini
Four days in Santorini is long enough to see one little town (like Oia), but there are a few tiny towns in Santorini. I wish we could have stayed on the island for a week or so, and we could have visited some of the other places on the island. Nonetheless, I loved Oia and am so happy we stayed there.
Where to Stay in Santorini
We stayed in Oia, but I was also considering Thira, as it also has a lot going on and is a bit less pricey than Oia. It was a hard decision as it’s easier to get things like two beds, bigger rooms, and more space in Thira. However, Oia was my dream destination, so we just splurged for a beautiful cave room in the best place in Santorini. It was completely worth it and I wouldn’t change a thing.
What is In Oia
Oia is small, but it has multiple grocery stores, lots of restaurants, wine shops, and a few places to get gelato. For gelato, our favorite was Lolitas – they had a MANDARIN GELATO. Do not miss this if you’re visiting Oia!
Let me know in the comments – is Santorini on your bucket list?