Itinerary Highlights
  • These two islands set in the world's bluest sea sum up the splendour and authenticity of the Cyclades
  • Your secluded locations are a real tribute to the beauty of the surroundings
  • The itinerary includes an inflatable boat to Polyaigos, a catamaran around Santorini bay and a romantic dinner.
  • Our additional services include address to a knowledgeable local Concierge who can give insights on all of the best places to go.

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

Two Cyclades islands at the same time

Santorini is famous. It owes its fame to the magnificence of the bay, the villages, and to something spectacular and pretty perfect. Whether you're eating biscuits at the Melenio café in Oia, joining a celebration at the Dominican convent of Saint Catherine in Fira or visiting the old village of Emborio, you will be completely taken. Sifnos is private and excuse of this it's been able to keep hold of its authenticity. You can still see men bobbing up on down on the backs of their trotting donkeys. There must be as many churches in Sifnos as there are days in a year. Go and see the Virgin of Poulati church, surrounded by olive trees at the bottom of a creek.
It is a wonderful place. Then go up to the Profitis Ilias monastery at the very top of the island. From up here, you can take in the breathtaking view of the Cyclades. When you have finished your walks for the day, go back to the hotel and reflect on your day as you relax.

Your trip

Stay in two Cycladic-styled hotels. The Elies Resort in Sifnos, which is set around a 50-metre swimming pool close to the edge of the beach, exudes the serenity of its villas, which are inspired by those of the island's villages. The Mystique Hotel in Santorini is dominated by the cliff-top. The architect took his inspiration from traditional architecture, but also from the surrounding rock formations themselves. From transfers to crossings, the logistics are as detailed as possible, to make everything as easy possible. We will leave you in peace to enjoy the facilities of your hotels, but we have included in your itinerary a boat tour of Polyaigos and a day of sailing in the Santorini caldera. The sea has such presence in the archipelago that it would be impolite not to go there. That would mean passing up on the pleasure of the open sea. For good measure, we have also thrown in a scooter day in Sifnos. That way you'll have free run of the little roads which you can explore at your own pace. If there are any issues or you're looking for advice on what to do and where to go our local Concierge can help.


Everything is 100% tailored to you

Flight to Athens - Sifnos

On arrival in Athens, following your transfer to the port of Piraeus you will cross by boat to Sifnos. Four-night stay in Vathi Bay. Just a stone's throw from the beach, the hotel appears to be lodged into the foot of a powerful landscape with veins of slate. The white of the buildings alternates with the green of the garden and the blue of the swimming pools. Below you is the sand and sea. At the fine dining restaurant, the flavours of the Cyclades and the Mediterranean are offered in the form of colourful and delicious dishes. The Turkish spa and baths provide a modern version of traditional treatments.

DAYS 2 & 3


To the southwest of the Cyclades, Sifnos emerges from a deep blue Aegean Sea. Its hills are dotted with pistachio trees, juniper trees, thyme, capers. In spring, the whole place is bursting with wild flowers. Sea lilies open their white flowers on the beaches. Things to see here include the charming harbour in Kamares, the taverns in the capital of Apollonia which are open late, the Venetian homes of Artemonas and Kastro and its ancient defensive architecture where the houses form a strong backdrop. Alternate breakfasts at the beach with hikes in the country.



The itinerary includes exploring Polyaigos in a private boat. With a guide, you will head towards Polyaigos Island, east of Kimolos. It has very few inhabitants except for goats, who work hard to keep the vegetation closely cut. It you're lucky, you might see a Mediterranean monk seal, a small colony of which lives here. There are nice beaches in the south. This is a nature trail where lost coves bathing in crystal-clear water intertwine.


Sifnos - Santorini

Transfer to the port and take a boat to Santorini. Transfer and three nights' accommodation in Oia. The hotel propels you into the blue of the sky and the sea. The inside offers you faultless comfort and a sophisticated decor. Your vaulted suite speaks to the traditional architecture and boasts state-of-the-art facilities. Partly burrowed into the cliff and partly perched on top of it, it's just like a village where the stairs connect the terraces. The white lime-washed walls shine in the midday sun. The swimming pools bring just the right amount of freshness you need in summer, and cocktails will be brought to your sun lounger. Breakfast on the private balcony is a delight. It really is a unique hotel.



Santorini might just be the ultimate Greek island. It's distinct character revolves around high cliffs with white villages dominated by churches with cobalt-blue domes, fragrant vegetation, citrus orchards and strong contrasts of light and shadow. Oia and Fira are just as bright and airy. After walking the intertwining alleyways of the villages, enjoy a bowl of fava (made with yellow lentils), and a glass of Vinsanto liquor.
Option - A ride on the beach.



The itinerary includes the caldera by catamaran. A caldera is formed when the roof of a volcano's magma chamber collapses. This is what happened in Santorini. The caldera itself then partially sank and was invaded by the sea. This is where it gets its crescent shape and dizzying cliffs. Sail through these unique landscapes with a skipper. As well as a lovely lunch onboard, you'll have plenty of opportunities for swimming and snorkelling. Also on the itinerary is a romantic dinner at your hotel. The delicious dishes of the fine dining restaurant can be enjoyed on a private terrace above the bay. This is where you will find Mediterranean romance.


Santorini - Return flight

Transfer to the airport and catch your flight home.

A la carte


A beautiful trip starting from Agios Andreas hill leads to the Mycenae citadel founded in the 13th century BC. Perched on top of the hill, the archaeological site bears witness to a rich ancient heritage. It takes a bit of imagination to visualise the city that sprawled to the top of this mountain, but the small museum at the entrance of the site exhibits the discoveries made during excavations. Take in the view before continuing the hike along a rural trail that was once cultivated by Neolithic civilisation, until you reach the Fyrogia monastery just above the sea at the end of a small path. You can explore these hiking trails with a private guide.


Enjoy the sensation of the horses padding along soft sand just as the sun sinks below the horizon. The horse adds a sense of freedom to this spectacular moment which you won't get on foot. Riding is an epic adventure. You don't have to be an expert rider. If you are, great, but if not, just enjoy the walk - it will be just as spectacular.

A Rough Idea of Price

Dependent on season, accommodation and activities
The estimated cost for this trip is between £4,500 to £6,100 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 provided on your personalised quote. The average price for this trip is £5000 per person.
  • International flights with a scheduled airline
  • Airline taxes and fuel surcharge
  • The
  • Piraeus to Sifnos and Sifnos to Santorini crossings by boat
  • Four-day car hire in Sifnos
  • Four-night stay in Sifnos in a double room with breakfast
  • Three-night stay in Santorini in a double room with breakfast
  • Polyaigos Island in a private inflatable boat
  • Catamaran ride in the Santorini caldera
  • A romantic dinner at your hotel in Santorini
  • 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