Location: Athens, Greece
Day 1 - 6 Oct 2019
Royal Olympic Hotel
Content: Arrive at Athens International Airport and take a prearranged shuttle to the hotel. Beautiful view of the Temple of Zeus and Acropolis from the roof (pictured above); our breakfast was included and was good at the beautiful Panorama restaurant on the roof. We woke up very early and it was absolutely worth it. Rooms are a bit old, as with most in Europe, but still comfortable. Another option (better in my opinion) is Electra Palace Hotel. Amazing service, views and breakfast!
Location: Athens
Day 1 - 6 Oct 2019
Plaka
Content: Explore the Plaka area. Eat in Plaka and try different cocktail bars (A for Athens, 360 Cocktail Bar). This is all a walkable area so just walk from the hotel.
Location: Athens
Day 2 - 7 Oct 2019
Athens
Content: Explore Acropolis, Temple of Zeus. For food and drinks, check out rooftop bars and restaurants in the central areas (School Pizza Bar, Atlantikos). All of these locations are either walkable from the hotel or a short car ride away.
Location: Thira
Day 3 - 8 Oct 2019
Dana Villas & Infinity Suites
Content: Get a room with a pool, the views are amazing! Get settled and explore the Firostephani area, eat at Remvi (the shrimp pasta is divine) and have a drink at V Lounge Cafe and Cocktail Bar or PK Lounge (make a reservation).
Remvi
Content: Get this dish, it's heavenly! It's the shrimp pasta!
Koo Club
Content: Explore the Santorini nightlife. Koo Club and surrounding bars are very fun. When hungry, walk over to a late-night souvlaki/gyro stand and gobble up the delicious Greek food.
Location: Oia
Day 4 - 9 Oct 2019
Oia Santorini
Content: Explore around Oia, take photos with the iconic blue dome, and then make your way down to Ammoudi Bay for some amazing sea food with a gorgeous sunset. (Reservations recommended) Get a ride to Oia from Dana Villas. The reception is always happy to arrange it.
Location: Santorini, Oia, Ammoudi
Day 4 - 9 Oct 2019
Ammoudi Fish Tavern
Content: Make a reservation! Can walk down from Oia, or get a car. Lots of steps and watch out for the donkey poop on the stairs.
Location: Imerovigli
Day 5 - 10 Oct 2019
Imerovigli
Content: Explore Imerovigli and surrounding areas. Have lunch in Avocado. Take photos at some of the most beautiful hotels and have a relaxing day with some cocktails. Then come back to the hotel, spend some time at the pool before having dinner at Metaxi Mas, the best and my favorite restaurant in all of Santorini. Take a short car ride from the hotel to get to Imerovigli. Though it is walkable, it will be a more pleasant experience in a car.
Location: Exo Gonia
Day 5 - 10 Oct 2019
Metaxi Mas
Content: Delicious food, best on the island. Will need to arrange a ride as it's a bit out of the way from Fira/Oia, but this is a must do so don't let that deter you!
Location: Kamari
Day 6 - 11 Oct 2019
Kamari
Content: Last day before flying home. Do a city, catamaran cruise, or wine tour to explore some of the more unpopular but beautiful places in Santorini such as Megalochori, Kamari, and/or the beautiful wineries in Santorini with delicious wine. Try the vinsanto dessert wine. Tip: if you have to choose one of these tours, do the catamaran tour. That was the highlight for us. If you want to do more than one, I'd recommend doing the catamaran tour to Day 6, and doing the wine tour on Day 5 instead! Get a ride to the start of the tour, wherever it is. The catamaran tours either have a pickup point near your hotel or can arrange a pickup at the hotel.
Location: Oia
Day 6 - 11 Oct 2019
Oia
Content: Go back to Oia for the last sunset in Santorini. Have dinner and watch the sunset from inside a Windmill, called Mylos Bar Restaurant.