Panoramia of Oia town in Santorini

Four Corners of Greece: A Private Two-Week Itinerary Through Athens, Mykonos, Santorini & Crete

Two weeks is long enough that you stop rushing. Three days in Athens, including the Acropolis and the food market in the same morning and Poseidon’s temple at sunset. Four on Mykonos: the windmills, a morning under sail, and the villages inland that most visitors never find. Then Santorini, four days on and around the caldera, with a day of volcanic wine over on Thirasia. Then a helicopter to Crete and three days in Elounda, where the fishing village turned into somewhere you do not want to leave, and Spinalonga sits out in the bay with its whole history still standing.

Highlights

Private from the first walk to the last boat. Athens gives you the sacred rock with a guide and then a three-hour food tour through the artisans and the central market, enough tasting to replace lunch. The Sounio drive follows the Attica coast round every cove to the marble Temple of Poseidon, and if you take it in the evening you get one of the best sunsets in the country. Mykonos is Chora and the windmills, Ano Mera and the Panagia Tourliani Monastery, the lighthouse at Faros, then a morning sailing the south coast under canvas with lunch on board. Santorini means the caldera by catamaran with a BBQ and the hot springs, and a wine day that takes you across to Thirasia for the villages and back to Pyrgos for a family winery. Crete closes it: a caique to Spinalonga, Venetian walls and the story of the leper colony, an hour and a half in the water, and coffee by Lake Voulismeni where Aphrodite is said to have swum.

Price from
5.600 Euros Per person
Best for
Luxury Travelers
Best time to visit
April – October
Adventure level
Easy

Itinerary

Day1
Athens
Welcome to Athens!

Welcome to Athens, the Greek capital.

One of the oldest cities on earth, the historical capital of Europe, and the place culture, history and philosophy were invented. It is also a modern capital with no intention of going to bed early. Expect monuments in the afternoon, dinner at ten, and a food tradition you could spend the whole trip eating through and still not finish.

Day2
Athens
Acropolis & Flavors Combo Tour - Private

One day, the two things Athens does better than anywhere: the building and the cooking.

You start up the sacred rock, on ancient pathways with the weight of centuries under your feet, with the modern city spread out below you the whole way up. At the top your guide takes you through what Athens achieved in its Golden Age, and how much of the rest of the world it went on to shape.

Then three hours of food, which is the part nobody expects to enjoy as much as they do. You walk the streets Athenians shop in themselves and meet artisans who have spent decades on one recipe. There are specialist stores bringing in the best of everything from across Greece, and then the central food market, loud and alive and smelling like the real thing. Bring an appetite; the tasting is enough to replace lunch.

Inclusions

  • 5-hour private guided tour
  • 2-hour guided tour to the Acropolis
  • 3-hour flavors of Athens food tour
  • Hotel pick-up (walking)
  • Private service of an expert Guide
  • Sampling of sweet and savory local delicacies-enough to replace lunch
  • Entrance fees
Day3
Athens
Sounio & Temple of Poseidon Excursion (5-hour) - Private

Five hours out of the city to Sounio, Poseidon’s own stretch of coast, at the south-eastern tip of Attica where Attica runs out and the Aegean starts.

The drive is half the reason to go. The road follows the coast round one small cove after another, all of them clear to the bottom, through the kind of landscape the ancients decided must belong to the god of the sea.

At the end of it stands the marble Temple of Poseidon, built in the fifth century BCE and still standing on its rock above the water. Sounion turns up all over Greek mythology, and Homer calls it the sacred cape of the Athenians in the Odyssey.

Come in the daytime if you like. Most people take the evening slot instead, when the sun drops over the Aegean behind the columns, and it is as good as sunsets get in Greece.

Inclusions

  • 5-hour private excursion
  • Hotel pick-up and drop-off (vehicle)
  • Transport by luxury private vehicle
  • Private services of an English-speaking driver

Exclusions

  • Entrance Fees
  • Guided tour to Temple of Poseidon
  • Downtime for lunch/dinner
Day4
Mykonos
Welcome to Mykonos!

Legend has it there is an island made from the petrified remains of giants Hercules killed, named after Apollo’s grandson. That island is Mykonos.

Cosmopolitan, and somehow still an island. It gathers college students, families and celebrities who all want the same thing, which is a Greek summer here, on an island where beauty and simplicity turn out to be the same thing. There is plenty here for the visitors who came for a good time and the entertainment, and just as much on the island’s history and traditions for the ones who did not.

Day5
Mykonos
Mykonos Highlights Discovering - Private

A day that covers the several different islands Mykonos manages to be at once.

You start in Chora, the capital, where the white houses, the twisting alleys and the windmills are the Mykonos everybody pictures. Then the coast: Elia, with its long sandy beach and clear water, or Agrari if you would rather have fewer people around you.

Inland to Ano Mera, a working village where island life carries on regardless of what is happening down at the beach clubs. You walk the streets and visit the Panagia Tourliani Monastery, and then head to Faros.

You finish at the lighthouse, with the Aegean open in every direction, which is the right place to end the day.

Inclusions

  • 4-hour private experience
  • Hotel pick-up and drop-off (vehicle)
  • Private services of a local assistant
Day6
Mykonos
South Beaches Of Mykonos Morning Sailing Yacht Cruise - Private

Real sailing, wind-powered, for people who would rather hear the water than an engine.

You sail past Ornos, Psarou, Platy Gialos, Paraga, Paradise, Super Paradise, Agrari and Elia, which is most of the coastline Mykonos is famous for, seen from the side nobody photographs it from. You anchor at Paradise and at Agrari, with time to swim, lie in the sun and get onto the soft gold sand.

Lunch is served on board: shrimp pasta, Greek salad and fresh fruit, with wine, beer and soft drinks.

*Please keep in mind that the itinerary may change last-minute, as this experience is highly dependent on weather conditions. Special Note: Please let us know of any dietary requirements or restrictions upon booking.

Inclusions

  • 5-hour private experience
  • Hotel pick-up and drop-off (vehicle)
  • Private services of an experienced captain and crew member
  • Snorkeling gear and SUP
  • Lunch on board
Day7
Mykonos
Mykonos Leisure Time

A day for the Mykonos that has nothing to do with the beaches or the nightlife.

Head inland to villages like Ano Mera: plain houses, local tavernas, old churches, and a pace that has not changed much. Walk the streets, go back into the Panagia Tourliani Monastery with more time than the tour allowed, then sit down for a long lunch somewhere family-run where the menu is short because everything on it is good.

It is the quiet opposite of the island’s cosmopolitan half, and you will be glad of both.

Day8
Santorini
Welcome to Santorini!

Santorini is famous the world over: for its looks, for the pull it has on people, and for how you get treated when you arrive.

Thira in ancient times, and part of the southernmost group in the Cyclades. Its volcano is among the few still active anywhere in Greece or Europe. The islands that make up Santorini were built by that volcano: enormous eruptions collapsed the centre of it and left the crater behind, which is the caldera you have come to see.

Sitting in front of it with a plate of local food, a drink or a coffee, looking at a live volcano across the water, is the thing everyone tells you about afterwards. Do it at least once.

Day9
Santorini
Diamond Caldera Sunset Cruise By Catamaran - Private

The caldera from the water, with the whole catamaran to yourselves and nobody else’s schedule to keep.

You are taken to Ammoudi port, where the captain and crew meet you on board. First stop is the hot springs for a swim, then past Aspronisi, the Lighthouse, Akrotiri and the Indian Face Rock. At the Red Beach you can dive straight in and take the snorkelling gear down to see what is under you. At White Beach there is more swimming and a BBQ of Greek dishes, cooked and served on board.

Coming back into Ammoudi, you get the sunset: the sun going down into the sea, gold and orange all the way across the sky. Your transfer is waiting when you dock.

*Please note that the above is a suggested itinerary, and since this is a private cruise, it can be fully customized to your preferences. Special Note: Please let us know of any dietary requirements or restrictions upon booking.

Inclusions

  • 5-hour private experience
  • Hotel pick-up and drop-off (vehicle)
  • Private services of an English-speaking captain & crew
  • BBQ meal and drinks on board (white wine, beers, soft drinks, water and one cocktail)
  • Snorkeling equipment, floating devices (ask the crew)
  • Towels & blankets (to be returned to the crew)
  • Map with extensive info on the landmarks and destinations
  • WC & facilities for washing seawater off (ask the crew)
Day10
Santorini
Two Islands, One Wine Journey - Private

Two islands, and the wine that only grows in this soil.

You cross to Thirasia, which is what was left on the other side of the caldera. The villages of Manolas and Agrilia are white houses, quiet lanes and the caldera laid out in front of you, and this is island life without an audience. At the Mikra Thira Winery you taste Santorini’s volcanic wines properly, with a meal built to go with them.

Back on Santorini, the day ends at a family-owned winery in Pyrgos, a small room, exceptional bottles, nobody hurrying you out.

Special Note: Please let us know of any dietary requirements or restrictions upon booking.

Inclusions

  • 6-hour private experience
  • Meet and greet at the lobby of the hotel by a local assistant
  • Hotel pick-up and drop-off at a meeting point in close proximity to your accommodation
  • Private services of a local assistant
  • Tickets
  • Meal
  • Wine tasting
Day11
Santorini
Santorini Leisure Time

Fira is where the island is busiest, and a day here is worth having.

The streets are full of shops, restaurants and bars, and the caldera is there behind all of it. Whether you want to look at things, buy things or just have a long lunch with that view, Fira gives you Santorini at its liveliest without you having to go anywhere.

Day12
Elounda
Welcome to Elounda!

A short helicopter ride takes you to Crete.

Elounda sits on the eastern side of the island, north of Agios Nikolaos and south of Plaka, on Mirabello Bay. It used to be a fishing village living off farming, fishing and salt. It is now one of the best places to stay in Crete, and it never lost the first part.

It suits people who want the coast rather than the nightlife, and a bit of comfort over the empty beaches down in southern Crete. What you get is a long coastline, calm beaches with natural shade, clean water and more archaeology than you would expect.

Around Elounda there are small beaches, the island of Spinalonga, and the Kolokitha peninsula, whose name translates as “pumpkin”. Inland are Mavrikiano, Plaka, Skisma and Epano Elounda, villages that give you a look at times long past.

Day13
Boat trip to Spinalonga with a traditional Caique from Plaka/Elounda - Private

You cross to Spinalonga by caique and walk where the Venetians walked. The island was a fortress and then, for decades, a leper colony, and both are still written all over it. Nobody lives here now. You have time to go round at your own pace, through the abandoned stone buildings and along the ramparts, with the sea an extraordinary blue on every side and the light doing what Cretan light does.

Then Agios Nikolaos, which people call the Saint-Tropez of Crete and which is the best town in the east of the island. The harbour is lined with old painted houses, there are small shops worth going into, and you can sit with a drink beside Lake Voulismeni, where Aphrodite is supposed to have swum.

Inclusions

  • Approx. 4-hour private experience
  • Hotel pick-up and drop-off (vehicle)
  • Private services of an English speaking guide
  • Entrance fees to Spinalonga
  • Tour on Spinalonga (1 hour & 15 min)
  • 1 ½ hour swimming
  • Snacks, wine, water & refreshments

What to bring with you

  • Comfortable clothing and shoes
  • Sunscreen and hat
  • Swimsuit & towel
  • Camera
Day14
Departure
Departure Day

The hard part. Your driver collects you from the hotel for the island airport and the domestic flight back to Athens, where you check in for your international flight and leave Greece behind.

Somewhere over the Aegean you will start going back through the photographs, working out which story to tell first and which souvenir is for who. Greece has a way of getting people back.

electra_metropolis_athens_roofgarden_breakfast_resized

Athens: Electra Metropolis

Electra Metropolis: a refined Athenian luxury experience blending modern Greek design, exceptional hospitality, rooftop gastronomy, spa facilities, and spectacular views of the Acropolis.

Athens: Grande Bretagne

Hotel Grande Bretagne: A legendary Athenian landmark since 1874, blending timeless elegance with exceptional service, refined suites, Michelin-starred dining, and breathtaking Acropolis views from the heart of Athens.

K-studio_Perianth-0385-1400x700

Athens: Perianth

A refined boutique experience in Athens, combining striking design, personalized service, elegant spaces, and a prime location in the heart of the city.

07-Grecotel-The-Dolli-boutique-hotel-in-the-heart-of-Athens

Athens: The Dolli Hotel

The Dolli: a modern icon of Athenian luxury, where artistic design, refined service, exceptional gastronomy, and breathtaking Acropolis views create a truly exclusive stay.

Myconian Deos

Mykonos: Deos

A refined Mykonos experience where modern architecture, exceptional service, elegant spaces, and panoramic Aegean views create a sophisticated island escape.

katikies-garden

Santorini: Katikies Garden

Katikies Garden: A refined Santorini experience where historic charm, elegant design, exceptional hospitality, and exclusive surroundings create an unforgettable luxury escape in the Cyclades.

Related Trips

Ready to start planning your trip to Greece?

What ever you want from your dream trip, our team of experts are ready to help.

From our blog

Why choose Greece Insiders

24/7 Support
24/7 Support
We offer 24/7 support to ensure assistance whenever you need it, day or night. Our dedicated team is always here to address your concerns and provide timely solutions.
100% safe payments
100% safe payments
Our payment system guarantees 100% safety, providing peace of mind for every transaction. Rest assured, your financial security is our top priority.
 Travel with purpose
Travel with purpose
By traveling with us, you support small businesses, local artisans, and boutique accommodations.

From our travellers