Travel Guide: Santorini, Greece

Good morning everyone!! I’m back today with another travel guide from our honeymoon, this time to SANTORINI, Greece! When you picture Greece in your mind, you probably are imagining Santorini (with or without knowing it). White little houses all stacked on a hill, with a smattering of blue domes and the glittering Aegean Sea in the background – it truly is a breathtaking sight to behold! Like I said in my Mykonos Travel Guide, if Mykonos is where you go to party, then Santorini is where you go to relax. And it truly was one of the most relaxing places I’ve ever been!
Like usual, I’m rounding up some photos from Santorini (with all of our outfits!), but scroll down to the bottom for the full travel guide.
The view from Alali Restaurant – this restaurant is actually located at our hotel! Ask for a table right next to the edge for the prettiest view.
The sunset from Alali Restaurant – it was THE most beautiful sunset I’ve ever seen in my life!
We went on a sunset boat cruise while in Santorini! They took us on a little tour around the islands and stopped by the hot springs so we could swim in the warm water.
 on Chris: striped shirt, similar HERE // white swim trunks
Another shot from the catamaran!
  on Chris: white swim trunks
One of my favorite parts of our hotel – every morning they would set up an amazing breakfast for you on your patio! Every night we would fill out a sheet of what we wanted for breakfast the next morning and what time we wanted it delivered. The options were ENDLESS! Of course, I went for anything with nutella in it. 🙂
 on Chris: similar fedora // beige t-shirt (less than $10) // jersey shorts in gray
Another activity we did was wine tasting! The wine tastes really different in Santorini because the grapes grow in the volcanic soil.
my dress // Chris’s shirt // Chris’s shoes
The view from the entrance to our hotel.
We went into Oia one afternoon, the picturesque and most famous town in Santorini! This was the “Kastro Oia House” – I have seen so many photos taken here so I knew we had to get one too!
 gingham dress (still available in every size!) // Chanel bag, similar HERE & HERE
Our view from dinner in Oia, from Ambrosia Restaurant.


One last picture of Oia! Oia is most known for the blue and white domes you see in the background.
striped dress, similar HERE // Chanel bag, similar HERE & HERE
Like Mykonos, there are two ways to get to Santorini: by land or by water. You can either take a ferry to Santorini’s port (you can get a ferry from pretty much any neighboring island, as well as Athens), or you can fly into Santorini’s airport. We took a two-hour ferry from Mykonos. It was a pretty miserable experience, because you have to stand out in the blazing hot sun waiting for the ferry to arrive, and then everyone makes a mad dash up the ramp with all of their suitcases. Once we were on the ferry, it was fine – the air conditioning was much needed! We booked the ferry ahead of time using this website (just be sure to print your ferry tickets ahead of time or they charge you!). We had arranged transportation with our hotel beforehand, so they picked us up from the port and took us to our hotel.
This is the most difficult thing you’ll have to decide when you visit Santorini! It all depends on whether you are wanting privacy and the opportunity to truly relax, or if you would rather be in the middle of bustling streets and nightlife. To start with, I would recommend looking at a map of Santorini. At the top of the island is Oia, the most picturesque and famous town in Santorini (it has the beautiful white houses with blue domes!). Oia is absolutely breathtakingly gorgeous, with (supposedly) the best view of the sunset in Santorini – and it’s filled with restaurants and shops. The only downside is that it’s so, incredibly crowded. In the middle of the island is Fira – it has a lot going on with restaurants and nightclubs, but is not quite as picturesque as Oia. At the bottom of the island, you’ll see Akrotiri, which is far away from everything else but is a great place to stay if you’re looking to truly relax.Chris and I chose to stay in Akrotiri because we wanted privacy and to truly relax. We had just come from Mykonos where we were on-the-go constantly, and we welcomed the opportunity to laze around all day at our hotel in Santorini. We stayed at Astarte Suites in the Private Infinity Pool Suite #2. We LOOOOOOOVED our hotel and our room at Astarte! Since our hotel was far away from everything else, we ended up spending a lot of time in our room, which was great. The room itself was incredibly cozy – the bed was so comfortable and the robes they were provided were soft and fluffy (I wanted to steal them hahah). We woke up every morning and had breakfast out on our patio, then came back in the room to lounge around. We watched a bunch of movies, but we had the door to our room open so that we could look out on the incredible view at the same time. Sometimes we drank mimosas in bed. Sometimes we laid out by our pool and read books. Honestly, we were so so lazy haha but it was absolutely GLORIOUS. We really loved the staff at Astarte too – it is a small boutique hotel and everyone that works there is sooo nice! The owner George and his mom are the best – they even gave us a tour of some new rooms with cave pools that they are currently building. Banos and Alex were amazing too and took great care of us!

If you’re looking for a little more activity (and don’t want to be quite as lazy as us!), then I recommend staying in a hotel or VRBO in Oia. We visited Oia one afternoon/evening and it really is absolutely beautiful. The only thing we didn’t like about it was the crowds – we could barely walk through the streets there were so many people! People’s elbows and purses would hit you when they walked by, because people were jammed in so tightly. However, there were same places in Oia where the crowds weren’t allowed – if you stayed in a nice hotel in Oia then I’m sure you would have a better experience than we did.

Since we stayed at our hotel for most of our time in Santorini, we ate a LOT of meals there! We ate breakfast in our room and either ordered room service for lunch or went to the hotel pool for lunch every single day. For that reason, we don’t have a ton of meal recommendations for Santorini! We went into Oia for the afternoon/night one day, so we did grab a drink there and ate at a really great restaurant. See below for our recs.
Dinner & Drinks:
  • Alali: This is the restaurant at our hotel, but even if you aren’t staying there, I would still HIGHLY recommend making a reservation for dinner at this restaurant! The view is breathtaking (and so is the sunset), but the food is also delicious. Chris and I ate at Alali two nights during our stay in Santorini. Be sure to order the bread appetizer – it comes with a feta dip and olives – I ate probably 10 lbs worth of the dip while we were there!
  • Kastro Oia Restaurant: We stopped by this restaurant for drinks when we were in Oia. It’s so cute and has the PERFECT view of the little white houses on the hill. We wish we could have stayed for dinner because the menu looked amazing!
  • Ambrosia Restaurant: We had heard a lot of good things about this restaurant in Oia – especially the view. Make a reservation for 7 p.m. here for a magical view of Oia and the sunset! We loved everything about this restaurant. We thought the food was DELICIOUS (albeit expensive). Chris and I had a shrimp appetizer, and we both had pasta for our main entrees. My pasta dish was flavored with lemon and sooo good. We also split a bottle of rose.
  • Lolita’s Gelato: This gelato place is a staple in Oia! I had the pistachio and lemon flavors mixed together – mmmmmm so good.
  • Visit Ammoudi Bay (and if you’re brave, go cliff jumping!). You can hike here from Oia, I believe! There are a bunch of restaurants situated right on the water (we heard Sunset was the best), and you can also swim in the water. I dare you to swim out to the big rocks and jump off (don’t worry, lots of people do and it’s perfectly safe).
  • Go to the beach. Although Mykonos is more known for it’s amazing beaches, Santorini does have a few beaches and we heard they weren’t bad. There’s a Black Beach, Red Beach and even a White Beach – just be sure to bring water shoes because we heard they’re quite rocky!
  • Take a boat ride. We went on a semi-private sunset cruise with Vista Yachting with some of our friends we met in Greece and had SO MUCH FUN. The catamaran left at 3p.m. and took us by all of the beaches and some pretty amazing cliffs. The crew members were all incredibly knowledgeable and fun, and told us about the island as we sailed around. They also took us to the hot springs so we could swim around the warm water (I didn’t do it because the water contains sulphur and it will permanently dye your bathing suit, so if you plan to swim then wear a suit you don’t care about!). For dinner, they made an amazing meal with kebabs, shrimp, and a few vegetable and rice dishes. It was just as good as the restaurants we visited, maybe even better. OH and the entire cruise had unlimited beer and wine!
  • Visit a winery. There are a few different wineries in Santorini. We went to Santo Winery which was supposed to be the best! The wine in Greece is very distinctive, since the grapes are grown in volcanic soil. Chris and I went with another couple and did a tasting paired with a cheese and meat platter.
  • Explore Oia (and bring your camera). You will definitely want to take pictures of the sunset and the beautiful white houses adorning the hill.
  • Take a donkey ride. In both Oia and Fira, you can take a donkey ride! That is originally how people would get up and down the hill in the old days.
  • Shop! There are a ton of local boutiques, gift shops and art stores in both Oia and Fira that are really fun to peruse.


Santorini in June has really great weather – it fluctuated between 75 and 85 degrees every day. Chris and I pretty much lived in swimsuits because we spent every day laying out at our pool! I think that Santorini was a little “fancier” than Mykonos – I dressed up and wore heels every night for dinner. During the day, I wore these TKEES sandals (in the color “cocobutter”) to walk around in. If you visit Oia, definitely pack a blue dress so that you can take a picture with the matching domes!

If you’ve been to Santorini before and have any recommendations, let us all know in the comments!


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  1. This is my dream vacation! Everything looks so gorgeous! It looks like you guys had an amazing time. I hope to make use of these recommendations one day!

  2. I definitely keep seeing pictures of Santorini and it is definitely on my list of international travel now.

  3. So dreamy! I love this and I so love your overall style!


  4. I have been to Santorini twice. I would also recommend a tavern Katina in Oia with simple Greek food (honestly speaking finding a good food in Santorini is almost mission impossible since it’s sooo touristic and they don’t bother too much about quality and quantity). But Katina was actually good, not fancy at all. As for the stay, if you are running on a tight budget but still want to stay on Caldera, then Fira-Firostefani-Imerovigli is your choice. Still it’s difficult to find something cheap (and I’m talking about 100 eur/night) and decent, but you can give it a try. Oia- forget about it, it’s crazy expensive, although most picturesque of all.

  5. Prefect place to take a honeymoon at.

  6. This was so informative!! I can’t wait to visit Santorini next summer! Thank you for this post. Loved it!! ❤️❤️

  7. Great blog but let’s clarify some comments. We stayed in Oia around the same time as this trip. I’d recommend Oia for the amazing sights and food. Okay it maybe busy when people are walking the streets during the day but you wouldn’t notice the crowds at your hotel. If you stay in Akrotiri you might as well rent a car as you are far off the beaten path of “Santorini.”

    We met a number of people who did the sailboat tour with the stop to the hot springs. Everyone literally said there is no difference in the water temperature. Buyer beware.

    We stayed in Oia and it was fabulous. Tried to cliff dive but the water was super cold and nobody was jumping off cliffs so to be a foreigner without direction, you’re only asking for trouble.

    Not trying to rain on this post but people should see other inputs.

  8. I fiscovered your blog a few weeks ago and I’m soooo in love with it!!! My favourite post are the book review !!! But it’s kinda frustrating cause I live in Paris and most of the book you are talking about are not translate yet ! But i keep an eye open for them ^^
    I would love a blog post (or a youtube vidéo) about à ordinary day in the life of a mode blogeur ! How do you sprint your day when you are not travelling ?
    Anyway, I’m really happy I discover you, and i have some reading to do to see everything^^

  9. I was looking for somewhere to go for my birthday. Now, I know! This place looks amazing. Thanks for the tips.

  10. Absolutely wonderful photos as always Cait, Santorini looks and sounds like a dream! Thanks for sharing!

    I hope you have a wonderful Wednesday!


  11. Wow that is very beautiful place and you look stunning and so romantic with your hunbby

  12. My boyfriend and I visited Santorini last year and we both loved it. The views are incredible on the entire island, it doesn't matter where you stay. Our favorite activity was renting an ATV and drive around the island. We found it to the easiest and funniest way to get around. We stayed in Perissa which is located in the south next to the Black Sand Beach. It wasn't crowded at all, there were really nice restaurants and it is true that the beach is rocky but it was clear and beautiful. Visiting Santorini is a dream.

  13. Santorini looks unbelievable!! Loved all of your photos! <3

  14. Your pics are beautiful and all your recommendations are great!
    I'd only say that it's best to skip a donkey ride–in my experience a lot of the animals really didn't get enough care from their owners. I wouldn't want to reward that/give them money to ride an overworked donkey that's out in the hot sun all day.

  15. Can you post the link to your brown/tan halter dress from the picture above? It didn't get linked 🙁

    Great pictures and looks like a dream trip!

  16. Gorgeous pictures, I love the pool float!

    Alice xo |

  17. Love everything about this post! Santorini is a dream vacation for me and your outfits are to die for!

  18. good post

  19. I took the tour to the hot springs in August and it was pretty amazing – there was a temperature difference. You jump off a plank of sorts and that was an adventure in itself. Also, we took the donkeys down and back up to board the ship. That was insane – so glad I did it but to be honest it was scary! Also, we adored our hotel, The Santorini Princess.” It was amazing – great food, perfect pool, and just luxury all around! Finally, the red, black, and white sand beaches were a must see! I’d definitely go back for that experience!

    My favorite island we visited was Rhodes! We’ve been twice and visited 7 islands as well as the mainland and I loved every minute of it. We did the flying dolphin ferries as well as the direct flights – both were great!

    Enjoyed Greece and enjoyed the post! Thank

  20. Gorgeous photos! Adding Santorini to my bucket list. Thank you for sharing! Love that adorable “wifey for life” bathing suit!

  21. Amazing! Love it!

  22. Elizabeth Paul

    If you had to choose one place for your honeymoon, would it be Mykonos or Santorini? Asking for my honeymoon in May 2020 🙂

  23. Angela

    I honestly hope that one day I will go there and have a great experience as you did!
    Planning on going next year Septembrr, fingers crossed!

  24. Martha

    Which airline did you fly out there? I’m currently planning a trip to Santorini, and I’m using your guide as my main source of information!

  25. Alyssa

    I just made a reservation for Ambrosia restaurant for my husband and I in June. Would he be allowed to wear shorts, a nice button down, and boat shoes or does he need to be fancier. Thank you! Love your recs <3

    • Yes! He should be fine in that because my husband wore the exact same thing! 🙂

  26. Sarah

    Beautiful pictures and post!!

    For the catamaran, did you book in advance or while in Santorini? Thank you!

  27. Jeannine J

    In Santorini now with a group of girlfriends. Decided to try the semiprivate sunset cruise you mentioned, so looking forward to it! Any suggestions or comments for us?

  28. Tara S

    Love your blog and have been following you on insta for a while! Hoping to go to Greece for my honeymoon someday as well 😍 Will definitely keep your blog in mind when looking for things to do! Question though: for the pic at Kastro, did you have to use a drone or was your husband able to stand somewhere to get that angle?

  29. Candace

    Hey!! My husband and I are going to Santorini in a few weeks. Did you have to bring an adapter/converter for hair dryers, phone chargers, etc?