Friends, as I may have mentioned before in my Packing List post, Greece has been at the top of my list for quite some time. Santorini in particular had caught my imagination and my eye since it seems to be one of the most photographed travel destinations anywhere. Even though I’d done my planning and preparation for the trip, nothing could make me anticipate just how much beauty this Greek island possesses. I found it to be true in Santorini that even though it’s been hyped up it exceeds expectations and is so worthwhile to visit. I only wish we’d had more time to explore the island but isn’t that usually the case?

Oia

Oia (pronounced e-ah) is the perfect little village you see depicted in the postcard picture views of Santorini. While nearby Fira also has caldera views, Oia is built on a slant down to the caldera and has the famed whitewashed buildings and blue domed churches. It’s perfect for wandering around and taking a ton of photos because everywhere you turn there’s beauty. As you walk along the caldera in the direction of the windmill, there’s a crowded lookout perfect for taking in stunning views. If you want a space here at sunset, make sure you show up early.

Speaking of sunset, I’d read how it’s an event in Santorini, but nothing prepared me for the actual experience. First of all, we didn’t stakeout a viewing area very early since we were enjoying a leisurely dinner, so we checked out two different places. I didn’t love the first spot we went to, and it was madness getting through the throngs of people both coming and going. On top of that, we heard two heated arguments about photography and the sunset which made me glad that even though we did plan on seeing the sunset we didn’t have all these high expectations. I was happy with the second spot we ended up at for the sunset. After the sun dipped into the Aegean Sea, there were cheers from the crowds of people watching.

My Trip Details

Accommodation: Pelogos Hotel near Oia
Transportation: We flew to and from Santorini, but many people take ferries, and it’s a common stop if you’re on a cruise. On the island, we took taxis and buses. If we’d stayed for longer, it would’ve been nice to rent a car or ATV to explore more of the island.
Snack Break: Lolita’s for gelato
Dinner Recommendation: Karma and order the Soutzoukakia (Greek meatballs)
When to Go: High season is July-August so if you want to avoid crowds and high prices then go during shoulder season in April-June or September-October. We found May to be a perfect time to visit because of the weather. Plus, we were glad there weren’t even more tourists.

Stephanie at A Friend Afar

Stephanie grew up road-tripping across the U.S., but her first flight was to Australia, and she’s been hooked ever since. She lived abroad in Thailand, where she met Meagan, and in Ghana with Peace Corps and has been to over 30 countries on 6 continents. She travels for the adventure, the stories, and nature.