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Exploring Greece: Oia, Santorini – Part 1

It took me a long time to decide on a destination for Jorge’s surprise 40th birthday trip in October. The main criteria: Must still be warm that time of year, must be relaxing, must be close enough to make the most of five days, must be near the ocean, must have good food, must have hotel with a pool. And for me, not much of the above really mattered, but it must be inspiring for photos.

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

And so, with the world at our fingertips, I eventually narrowed it down to Greece, and from there to an island, and from there to Santorini which was still busy enough mid-October for shops and restaurants to be open, but not so busy it was crowded with cruise ship crowds. Once I chose Santorini, I researched the island. Oia was the obvious choice for somewhere picturesque, quiet-but-not-too-quiet and with the opportunity to indulge in a little bit of luxury.

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

We were greeted in darkness late at night by the lovely staff at Oia Suites and shown to a beautiful room with a private hot tub on the terrace. The hotel has about eight rooms and is located just at the edge of the village.

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Across the street is a wonderful family-run traditional Greek tavern with outdoor seating. It’s cheap and cheerful and the staff great you with your country’s flag for your table marker when you arrive. There’s live music every evening and on the first night we even got to witness some shouting of “Opa!” accompanied by some intentional plate smashing and subsequent cheers of the guests. It’s cheap and cheerful and friendly and we enjoyed the experience there so much that we went back two more times before we left.

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Back in the room, Jorge realized that he had the whole bottle of complimentary champagne that they left us all to himself seeing as I’m pregnant. We settled in, excited to wake up in the morning and see what view awaited us. We weren’t disappointed.

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Our breakfast was delivered to our terrace in the morning and, finally with the light of day, we stepped out for a better look. We had loungers overlooking the ocean, the volcano and the pool. The sun was already making its way over the island and we had no plans ahead but to go out and explore, eat Greek food and enjoy a swim and some sunshine.

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia (pronounced “ee-ah”) is a small village with one main pedestrianized pathway to follow. The views are stunning. I stopped every few steps to take it all in and snap some photos. Everything whitewashed with accents of blue paint and the occasional green cacti, all with a constant view of the ocean and the drop of the caldera below.

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

Oia, Santorini, Greece by Stephanie Sadler, Little Observationist

But more on the actual village and how we spent our days next week!

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21 Comments

  • Reply
    Kimberly
    November 16, 2016 at 11:19 am

    Your photos of Santorini are breathtaking! Love this post. Sounds like you had a lovely time on your vacation.

  • Reply
    Jessica Lancia
    November 16, 2016 at 1:32 pm

    I’ve always wanted to visit Greece and this post encourages me to insert it in the next trip!
    Really, these pictures are awesome šŸ™‚ Will check out your next post about Santorini!

    Jessica | http://www.traveltobealive.com

    • Reply
      littleobservationist
      November 16, 2016 at 3:14 pm

      I’d definitely recommend it. This was my first trip to the islands, but I’ve also been to Athens a few times and olive picking in Kardamyli. Every visit to this country has been unforgettable. It’s one of my favourite places.

      • Reply
        Jessica Lancia
        November 16, 2016 at 7:31 pm

        Will surely keep this in mind, thank you šŸ™‚

  • Reply
    Fatima Zehra
    November 16, 2016 at 2:27 pm

    AH! I always wanted to go to Santorini and these pictures are just gorgeous! Hopefully I get to visit soon!

  • Reply
    Candyce
    November 16, 2016 at 2:46 pm

    Wow Steph! You outdid yourself this time. These are gorgeous photos. I will be looking at them again and again.

    • Reply
      littleobservationist
      November 16, 2016 at 3:15 pm

      Thanks Candyce! I had a very photogenic subject to work with and took way too many. It was too hard to narrow them down so I have to do a second post. Haha. Glad you enjoyed them!

  • Reply
    bitesofflavor
    November 16, 2016 at 2:57 pm

    These pictures are unbelievable! They capture the beauty of the island so well. I am dying to go to Greece and these pictures just push my dream even more over the edge!

    • Reply
      littleobservationist
      November 16, 2016 at 3:16 pm

      Thanks so much! I hope you make your dream come true one day. Greece is an amazing place to visit!

  • Reply
    Aliza Biorn
    November 16, 2016 at 4:50 pm

    Your photographs are amazing! They definitely make me want to visit. Sounds like your visit was so fun!

    • Reply
      littleobservationist
      November 16, 2016 at 6:41 pm

      Thanks Aliza! I hope you do get to travel there one day. It was definitely a fun trip.

  • Reply
    The Pink Caboodle
    November 18, 2016 at 3:26 am

    I want to go there so bad! So beautiful!

    • Reply
      littleobservationist
      November 18, 2016 at 11:26 am

      I’d definitely recommend it if you ever have the chance. Thanks for stopping by!

  • Reply
    Nicole Bianchi
    November 21, 2016 at 3:59 pm

    Santorini is on my travel wish list. šŸ™‚ These pictures are gorgeous! Looks like you had a fabulous time.

  • Reply
    Exploring Greece: Oia, Santorini - Part 2 - Little Observationist
    November 23, 2016 at 8:47 am

    […] – Don’t miss part one or our trip to […]

  • Reply
    Debbie Hecht
    December 6, 2016 at 11:46 pm

    Beautiful, Steph. Congrats on the impending addition!

  • Reply
    The Story of Atlantis, Santorini's Coolest Bookshop - Little Observationist
    January 11, 2017 at 8:41 am

    […] more photos and stories from beautiful Santorini, see my previous posts: Oia 1, Oia 2 & […]

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