Itinerary Highlights
  • Visit these two islands for an intimate encounter with the natural landscapes of Crete and Santorini, the mythical Cyclades island
  • Enjoy the magnificent scenic views, infinity pools and romantic dinners in the setting of the deep blue of the Mediterranean Sea
  • Pre-arranged activities include a day on a sailboat, a culinary journey and riding.
  • We will organise your hire car, get all of your travel information into one place in our app, and give you access to our local concierge service.

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First Crete, then Santorini

This trip, which is ideal for a romantic encounter under the Mediterranean sun, involves exploring the two signature islands in Greece: Crete, which is both coastal with its protected seaside coves, and mountainous, with its streams and steep gorges, and Santorini, an iconic Cycladic island with gorgeous sunsets over the caldera and flowery cliff-side alleyways. You will stay at three different locations, which have been specially selected for their intimate and prime setting around a cobbled alleyway or pristine beach.


Crete is the largest and most southerly of the Greek islands. The land of the legendary King Minos and,
in the words of Homer, 'the Island of a Hundred Cities', Crete has a rich history and has become increasingly popular in more recent years. Mysterious necropolises, hilltop villages and palm-fringed beaches are yours to explore. You are sure to enjoy all aspects of a relaxing, cultural, gastronomic and walking holiday. To really get to know the area, venture out along the narrow roads and make a pit stop at the taverns and chapels as you go. Our favourite places? The maritime city of Agios Nikolaos which sits against a backdrop of hills with almonds groves, figs and olive trees, where its Venetian homes and flowered balconies are nestled in the shade of its winding alleyways.


Santorini was built in 1450 BC on an ancient volcano and Plato's stories brought the myth of Atlantis to life. With spectacular views created by a tremendous volcanic eruption, the island lies around an impressive sea crater. The landscape is punctuated by the island's famous whitewashed hilltop villages, and against the backdrop of a rocky peak, the black sand beaches offer many restful stops between geological or archaeological visits.


Everything is 100% tailored to you

Flight to Chania

Expect a warm reception on arrival and private transfer to your hotel. Two nights' accommodation at the water's edge in the old port of Chania. Behind a pink, weathered facade, the interior is elegant with a mixture of vintage furniture and contemporary elements. Some rooms have a terrace overlooking the harbour or old town. A charming location providing a perfect mix of Venetian influence and Mediterranean heritage.



The itinerary includes a day of relaxation on board a private sailing boat. For lovers of the sea who are looking for a bit of adventure, the day's itinerary alternates between swimming in the turquoise waters of the Gulf and exploring the remote shores. You'll have the boat to yourself, accompanied by a skipper. Lunch on board is included - all you need to focus on is relaxing and enjoying yourself.
Things to do and enjoy Take a walk among the ruins of Arkoudiotisa; dine in a traditional tavern; sail to the Gramvoussa peninsula; taste wine in the Gania vineyards; give in to the temptation of local produce at the market (such as honey, olive oil and spices); explore in the cave of Sarakina; and take a walk through the olive groves of Kakodiki.


Chania - Arkadi

Pick up your hire car and head to Arkadi. Spend two nights in a village surrounded by olive trees. Centring around a church and an olive oil mill, the village has just a few houses, which have all been restored with meticulous detail and pay homage to the traditional methods. All restoration work has been delicately completed, making use of light and harmonious shades, old wood and simple geometry. Dine in a restaurant that makes use of Cretan recipes and local produce. Maximise the wellness element of your trip with yoga and massages, and be sure to take a refreshing dip in the pool to cool off in the heat of the day.



The itinerary includes a culinary journey through Rethymno with a private guide. This small harbour was founded in ancient times and is home to many Turkish and Venetian remains. Beyond Porta Guora (or the Grand Gate) which is the only remaining trace of the first fortresses, Arkadi is a town of intertwining alleyways and small squares. The itinerary includes a visit to the ancient Nerantzes mosque with its slender prayer tower, the Rimondi fountain and loggia converted into a mosque by the Turks and, to the north, the Venetian fortress which overlooks the whole town. Here you can explore Agios Theodoros Church, St. Catherine Chapel, a mosque and ancient prisons. The journey ends in the historic heart of the own, on the terrace of a local tavern offering Cretan specialities including the local tipple, Tsikoudia.

DAYS 5 to 9

Arkadi - Aghios Nikolaos

Travel to the east of the island and spend five nights in the south of the village of Aghios Nikolaos, located at the bottom of a turquoise cove. This location is trendy without being ostentatious. and the architecture is very traditional. The open spaces offer comfort without making the place impersonal, or make the most of your room's private terrace for time alone. The accommodation has several dining options, a full spa and a private beach where you can book a romantic dinner. Once you have used all of the hotel's amenities on offer, visit the surrounding area for a beautiful walk.
Pre-arranged activities include access to the wellness area, where you can use the various facilities on offer including the swimming pool, sauna, steam room and Jacuzzi.
Things to do and enjoy Visit the monastery of Faneromeni, the ancient city of Gourmia, the amphitheatre of Krtisa and the ancient town of Lato; hike in the gorges of Kotsifos; swims in the streams of the Korompas mountain; go for a post-dinner stroll through the alleyways of Spili; and sip a cocktail at sunset at Chez Georges.
Option - Sail to Spinalonga Island.

DAY 10

Aghios Nikolaos - Santorini

Journey to Heraklion and rental car return. Speedboat ride to Santorini (about two hours). On arrival, take a private transfer and spend three nights in a hotel perched on a cliff between sky and sea, where the whitewashed walls contrast with the bold interior colours against the backdrop of the deep blue Aegean Sea. The view to Skaros Rock from your bedroom is stunning. The pool seems to overflow into the depths of the bay.

DAY 11


Things to do and enjoy Take to the sea for a stunning view of the island; enjoy sweets and biscuits on the terrace of a café; join a celebration at the Saint Catherine monastery; sail to the volcanic islands of Nea Kameni and Thirassia; take a walk between the white, flowery houses of Fira; stroll through the shaded streets of the villages of Monolithos, Messaria and Vothonas; and visit the medieval fortress of Emborio and the archaeological museum.
A trek on horseback with a private instructor has been pre-arranaged. Don't worry, you don't need to be a great rider to enjoy the trek. Travel on horseback through a maze of alleyways lined with whitewashed houses, before crossing the vineyards that extend beyond the village of Megalochori. Next, gallop or trot along the cliff-side trails towards the horizon of black sandy beaches and the impressive caldera.

DAY 12

Santorini - Return flight

Private transfer to the airport and return flight.

A la carte


Accompanied by a private guide, you will begin the day with a visit to the village of Plaka, which is nestled in a bay overlooking the Souda Peninsula. Enjoy the simple and relaxed atmosphere of its alleyways and small traditional taverns before embarking a boat to Spinalonga Island. Near the bridge guarded by old windmills, you can see the remains of the salt pools that were used until the 1970s. The Forgotten Island is also home to a 16th-century Venetian fortress and the various roads lead to beautiful coves. Then it's time to head back to the boat for lunch on board.

A Rough Idea of Price

Dependent on season, accommodation and activities
The estimated cost for this trip is from £5,300 to £6,700 per person. The final cost of the trip depends on how it is tailored for the individual. 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 provided on your personalised quote. The average price for this trip is £5800 per person.
  • International flights with a scheduled airline
  • Airline taxes and fuel surcharge
  • Crossing Heraklion/Santorini by boat
  • Private transfers
  • Seven-day car hire
  • Two-night stay in Chania in a double room with breakfast
  • Two-night stay in Arkadi in a double room with breakfast
  • Five-night stay in Aghios Nikolaos in a double room with half board
  • Two-night stay in Santorini in a double room with breakfast
  • A day at sea departing from Chania with a private skipper
  • A culinary journey through Rethymno with a private guide
  • Access to the hotel's wellness area in Aghios Nikolaos
  • A riding trek around Santorini with a private instructor
  • 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