Itinerary Highlights
  • Two islands where the Mediterranean lifestyle and island romance are so well preserved
  • From the traditional villages and natural landscape of Sifnos, to the moon-like landscapes of Milos
  • Athens before and after: beyond ancient sites lies a creative and surprising capital

Contact one of our Greece specialists + 44 (0) 20 3958 6120

Sifnos and Milos - The untouched Cyclades

After a short break in Athens, we are keen for you to see the more private side of the Cyclades in a trip to Sifnos and Milos, two untouched islands that ooze the Mediterranean way of life, with their white villages that reflect the Aegean sun; their lemon orchards; their old churches; their small ports where caique fishing boats sway; their beaches hugged by crystal-clear water; and tranquil coves where you can surrender to island romance.

Your trip

In Athens, you will stay in a relatively small and quiet hotel at the foot of the Acropolis. A trip to both Paros and Naxos in true Aegean style is a must.
The first is close to the water and the second a little set back but within walking distance with a view of the rich blue sea. The ubiquitous Greek veranda allows you to enjoy the shade and the gentle breeze wherever you are. The facilities are simple enough to allow you to feel free, and elegant enough to make you feel great. The scheduled boat crossings are also part of the charming island life. Throughout the trip, you'll be able to speak with our concierge who will advise you or help you with any spur-of-the-moment desires.


Sifnos, with its white houses with clay chimneys and chapels with blue domes is one of the most authentic islands in the Cyclades. It's somewhat a newly-discovered secret as more and more travel and design magazines make it their 'favourite destination' as summer approaches. Even though this traditional island is turning into a must-see destination, tourism is still low and you'll find it peaceful and calm as you make the most of its pretty hikes along mule trails, plus visits to monasteries or pottery craftsmen, and exploration of medieval villages. However, it's the island's beautiful sandy beaches and emerald sea make this a true Mediterranean holiday.


Although it's not visited much by foreign tourists, it is well known to the Greeks. This is firstly because of the gentleness of island life and the beauty of its waters, but also because of its volcanic origins, which have given it its almost moon-like landscapes. It also owes its nickname, the 'island of colours', to the contrast between its whitewashed houses, its crystal clear sea and the richness of its sands. Add the adorable hillside fisherman houses to the mix, and that's Milos for you.
A list of things we love includes the sunset from the old town of Plaka, dinner in one of the taverns of the little harbour of Pollonia, and swimming in the cove at Papafrangas. To get the most out of the island, we recommend you rent a car.


Everything is 100% tailored to you

Flight to Athens

Private transfer to your hotel for the night. Surrounded by the green hills of Filopapou and overlooking the Acropolis, it offers magnificent views from its private balconies. The elegant design can be seen in the vast lobby with its large, bright red sofas enthroned on a the black and white paved floor. The bedrooms are decorated in a more understated chocolate and white colour scheme. The swimming pool is pleasantly refreshing.


Athens - Sifnos

Private transfer to the port of Piraeus and hydrofoil to Sifnos (around three hours). Pick up the hire car and settle in for four quiet nights in a hotel located a short walk from the long stretch of Platis Gialos beach. The hotel has six apartments with Cycladic architecture, all with a terrace overlooking the sea or olive fields.

DAYS 3 to 5


Spend three full days taking in Sifnos, enjoying pleasant hikes along mule trails, visiting monasteries or pottery workshops, and discovering the medieval villages. Or instead you can always lounge on the beautiful sandy beaches lapped by an emerald sea.
Pre-booked - private outing on an inflatable boat. In the company of a skipper, you'll be coasting around the island in search of its secret beaches, watching the fishermen return with their nets loaded with fresh mullet, and bathing in crystal clear waters.
Not to be missed - Artemonas, one of the few neoclassical villages in the Cyclades and the church at Panagia Tis Poulatis, built on a site of great natural beauty, surrounded by olive trees and nestled at the bottom of a cove with turquoise waters, against a backdrop of scalloped cliffs.
Our favourite walk - Hike to the monastery of the prophet Elias. This is one of the most beautiful island trails leading to its oldest monastery, with its many secret rooms and catacombs. At the summit, enjoy the incredible view of the other Cyclades islands from the 'roof of Sifnos', which is 2280ft above sea level.


Sifnos - Milos

Ferry to Milos (approximately one hour). Pick up your second rental car and spend another four nights in a small hilltop residence overlooking the cliffs, which boasts a relaxed atmosphere and a 'country farm' ambiance. The blue and white bungalows are set in four acres of cultivated flowers, trees, palms and bougainvillea. The beach is just a short walk away and the fishing village of Pollonia is about a ten-minute walk. You will receive a very warm welcome. Sometimes in the evening, the lady of the house will bring a wicker basket with the day's harvest of local produce to the guests staying in her small houses. The tomatoes from her garden, lightly drizzled with homemade olive oil, are really delicious.

DAYS 7 to 9


Milos, although not visited much by tourists, is well known to the Greeks. This is not only due to the slow-paced island life and the beauty of its waters, but also because of its volcanic origins, which have given it its almost moon-like landscapes. It also owes its nickname, the 'island of colours', to the contrast between its lime-washed houses, its crystal clear sea and the diversity of its sands.
Not to be missed - the sunset from the old town of Plaka - dining in one of the taverns of the small harbour of Pollonia - swimming in Papafrangas cave.
Option - Milos by private inflatable boat.

DAY 10

Milos - Athens

Return crossing to Piraeus (four hours). Upon arrival, your private transfer will take you to an overnight stay in Athens, where your hotel overlooks the Acropolis.
Option - Explore Athens and its side streets with a private guide. Go off the beaten track to explore the rich artistic heritage of the city.

DAY 11

Athens - Return Flight

Private transfer to the airport and return flight.

A la carte

Discover Milos in a Private inflatable boat

The island that was the home of the famous Venus de Milo is a true geological wonder. Milos offers striking landscapes due to its volcanic nature and the diversity of its rocks. It is called the 'island of colours' because of the red, orange and white shades of the volcanic rock that forms it. Enjoy a relaxing break in sheltered coves, swimming in the turquoise sea and taking in the stunning views of the rugged coastline.
Option - Full day

An Alternative Athens

A journey to discover the diversity of Athenian architecture, accompanied by a private guide who will show you the other side of Athens, one that has Ottoman, neoclassical, industrial, and contemporary influences. Antiquity alone is not the essence of the Greek capital. It's hidden gems include unexpected rivers, picturesque markets, forgotten tombs, crumbling walls, palaces, Turkish baths, and skyscrapers. Phidias' glory is not the only thing to shine upon the city.
Option - Half day

With a few extra days - Serifos

Here lies the true soul of the Cyclades, far from the centre of Greek tourism. Serifos is home to untouched villages where the white walls reflect the bright rays of the sun. Scattered around the area are terraces where you can enjoy a glass of ouzo. Coves and small harbours with bobbing fishing boats are nestled inside the bays. And then there are the beaches, most of them still unspoilt. Some are sandy, others pebbled. You'll be able to give some a go and then, very quickly, you'll find the one that will be your daily go-to. One of the main landmarks in Serifos is a marble watchtower from the Hellenistic period. The village charms with its windmill and the remains of its Venetian castle. Much like Panagia, where the old church is decorated with 13th-century frescoes.

A Rough Idea of Price

Dependent on season, accommodation and activities
The estimated cost for this trip is £3,100 to £4,000 per person. The final cost of the trip depends on the way we tailor it especially for you. The final cost varies according to several factors, which include the level of service, length of trip and advance booking time. The exact price will be shown on your personalised quote. The average price for this trip is £3500 per person.
  • International flights with a scheduled airline to Athens
  • Airline taxes and fuel surcharge
  • Private transfers
  • Crossings by speedboat or ferry
  • Car rentals for four days in Sifnos and four days in Milos
  • Two-night stay in Athens in a double room with breakfast
  • Four-night stay in Sifnos in a double studio with breakfast
  • Four-night stay in Milos in a double studio with breakfast
  • Outing on an inflatable boat along the beaches of Sifnos with a private skipper
  • Our local Concierge service
  • A GPS navigation service accessible from our app, loaded with your itinerary, hotel details and places to visit
  • A few of the benefits of travelling with us
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    Contact one of our Greece specialists