My husband and I spent 16 nights in Greece late May to mid-June and I have yet to stop gushing about this beautiful country. After visiting ten European countries since 2015, Italy remains my first love, but Greece with its natural beauty, amazing ancient sites, hospitable people, and great food comes in an extremely close second!
It really helped that I was able to glean so much information from past trip reports and general info passed along on these forums. Thank you!
Santorini (3 nights)
Impression: I am glad we included Santorini on our itinerary even though we read about how crowded and “Disneyesque” it is. We found it stunningly beautiful and worth the 2.5 days we had there. The only time we encountered throngs was walking to dinner (see below) and when we explored the Oia castle remains after dinner one night. While I’ve never heard so much American English spoken around me in any other European location, I would have had to have kept my eyes shut the whole time to think I was anywhere other than Greece.
Hotel: Kima Oia Suites – amazing views of the caldera from our balcony where we enjoyed breakfast each morning, a pool for cooling off after a morning hike, and a good location close to the beginning of the pedestrian walkway where we did not encounter any crowds.
Restaurants: Instead of dealing with the crowds at the Oia castle ruins for sunset viewing, we made reservations for restaurants with sunset views: Elinikon (tomato fritters and saganaki cheese, and the best baklava of our trip)and Ammoudi Fish Tavern, both in Oia (we had to battle through those famous crowds for a few minutes to get there but had good food/pleasant dining experiences in both) and Athenian House in Imerovigli (the most amazing sunset views and a tasting menu, which I liked but was a bit too “fancy” for my husband). Lunch at Franco’s Café in Pyrgos (limited menu but good food and nice view) and Melitini in Oia (great “tapas” style menu).
Highlights: Akrotiri – we waited for a group to form to have a reasonably priced (12 Eur/person) guided tour and glad we did. Our guide, Katie, was knowledgeable, funny, and charming. We were a group of eight Americans and a French couple; we all had a laugh when Katie said that Americans were her favorite tourists and the French gentleman incredulously blurted out “REALLY???”. Pyrgos – we enjoyed walking around the town, stopping into a church, souvenir shopping and having an enjoyable lunch. Caldera & Sunset Views – the beauty of this island and the amazing sunsets were the best part of our visit.
Naxos (5 nights)
Impression: Naxos was a nice transition from the hubbub and hoi polloi of Santorini. While for us the white-washed old own did not have the same “shimmer” as Oia, the beaches here cannot be beat and visiting the mountain villages was an enjoyable break from soaking in the Aegean sun.
Hotel: Hotel Grotta – best hotel staff we’ve ever encountered; great view of the Portara and the sea from our balcony, the famous breakfast spread that lived up to its reputation. The location of Hotel Grotta was just removed enough from old town to provide a quiet space where we could stare out at the uplit portara in the evening. I had seen comments on the forum about the dirt path from Hotel Grotta into Naxos Chora. I just want to note that I am not the most sure-footed person (twisted my ankle at Palimidi Fortress) and had no issues with this path, even wearing sandals. No problems with seeing the path at night, either and I timed our ascent up one night at 3.5 minutes.