Bird's eye view of Oia




Getting around: flying into the islands will be the ideal option for time-starved travelers. Both Mykonos and Santorini have their own airports and taking a flight translates into more beach time! Alternatively, high-speed ferries to either island from Piraeus port located 20 minutes outside of central Athens is an option too. 

Flight time from Athens is approximately the same for both islands at 45 minutes and costs anywhere between EUR 75-150. Ferry fares to Mykonos (2-5 hours) costs about EUR 20-40, while fares to Santorini (5-8 hours) range from EUR 20 to 75.

Leg 1: Day 1 - 3



Little Venice

Where to stay: Kouros Hotels and Suites

An intimate boutique hotel located on a cliff with breathtaking sunset views and mere minutes away from the dining and nightlife scene in Mykonos Town. 

Mikonos 846 00, Greece | +30 2289 025381 | website | fr USD241 for a classic sea-view room


Must-do I:  Exploring a Myconian beach. There’s no better place to beach-hop as there is bound to be a beach for everyone, from Super Paradise for those seeking Ibiza here to Psarou or Panarmos for utter luxury to Agios Sostis for a sure spot of paradise all to yourself. We advise renting a car or kick it up a notch by getting an ATV! 

Must-do II: Mykonos Town, known as Chora is a showcase of typical Cycladic architecture with its white houses juxtaposed against colourful windows and doors with narrow alleys meandering around them. Hunt down the white-washed windmills near Little Venice and the Church of Paraportiani, one of the most photographed churches in the world dating back to the 15th century. For Greek mythology geeks, definitely take the 30 minutes boat ride out to Delos Islands, a UNESCO World Heritage site and mythological birthplace of Apollo and Artemis. 


Must-eat: Kiki's Tavern

No electricity. No reservations. Closes at sunset. Out in the boondocks. Yet to tourists and locals alike, it might as well be a byword for "Mykonos's best lunch spot" with its enviable location next to arguably the most secluded and beautiful beaches on the island. There is no menu and it's a farm/sea-to-table concept. The salads here exemplify the best of Greek’s best seasonal produce. And no better end to a great lunch than a dip in the azure blue waters- you can always just tumble in from your table!.      

Head towards Agios Sostis Beach | No telephone listing

Typical alley found in Chora, Mykonos
Famous windmills in Mykonos
Delos Island

Leg 2: Day 4 - 7



Blue dome churches in Oia,Santorini

Where to stay:  Pezoules of Oia

Located in Oia, Santorini, Pezoules offers one the unique opportunity to stay in a cave house that is carved out of volcanic rock. Soak in the panoramic views of the Caldera in this cozy, 7-room boutique hotel either on your outdoor terrace or in the cliff-side infinity pool. The hotel is just a stone’s throw away from the postcard-perfect views of the white and blue domed houses that the island is famous for against the backdrop of the most breath-taking sunsets in the world.

Oia, Santorini 84702 | +30 22860 71639 | website | fr EYR410 for a cave house


Must-do: Hike from Fira to Oia

The best way to see Santorini is to embark on a 10km hike from Fira to Oia along the Caldera that takes one through all 4 villages on the island including Firostefani and Imerovigli. The views of the volcanic rock coastline and the Agean Sea are spectacular, the hike should take 3-4 hours to complete although it would be wise to buffer in some extra time given every few meters on this path reveals a new photo opportunity.


Don't miss: The glorious sunsets!

Some say the best sunset views are not on the island itself but on board a catamaran. Bespokcracy agrees! Why stay in one spot when you can literally chase the sun as it fills the sky with its orange, pink and purple hues. We highly recommend Santorini Sailing for this mini expedition. 

Stay in a unique cave house. View from Pezoules, Oia
Stay in an unique cave house. Caldera views from the terrace at Pezoules, Oia
Amoudi Bay in Oia, Santorini
Caldera views on Fira-Oia hike
Breath-taking sunset in Oia, Santorini

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