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from £1925
Sifnos and Milos, on the westernmost edge of Greece's Cycladic islands, offer visitors spectacular sunsets, sand beaches and sparkling azure seas.

Guided Walking Holidays - Sifnos and Milos

As the pathway contours the hillside, our yacht comes slowly into view, waiting gently in the blue sparkling waters below. Descending to the water’s edge, we take in the views and climb aboard; we’re ready to set sail. Experience this journey with Ramblers Walking Holidays.

Sifnos and Milos, on the westernmost edge of Greece’s Cycladic islands, offer visitors white cubist villages, spectacular sunsets, wonderful coastline, bleached sand beaches and sparkling azure seas. These quiet, unassuming islands offer a wealth of well trodden pathways, ancient castles and quiet churches. Enjoy the idyllic coves and empty beaches, explore volcanic terrain and wander through tranquil countryside.

After spending a night in Piraeus on the Greek mainland, we take the ferry to Sifnos, a mountainous island with fertile green valleys. Cobbled footpaths link villages of white-washed houses with pretty churches and ancient towers. Dry-stone walls line the trails, and breathtaking views await us at every turn. The island has a long history of potters, and its ceramics are to be found in all corners of Greece.

Making the short ferry journey to Milos we discover a completely contrasting island. Volcanic in origin, many visitors don’t realise that Milos has perhaps the most extraordinary terrain of any of the Cyclades. Our walks take us past colourful rock formations, into caves and catacombs, along volcano craters sheltering rare cedar trees. We cross for a day to the small island of Kimolos where we’ll see the geological phenomena of ‘Skiadi’, rocks weathered into the shape of enormous mushrooms. The beaches are beautiful and often deserted.

Our day spent on a private yacht allows us to venture along the island’s west coast, with lunch on board, and is certain to be a highlight.

If you are a fan of Greece's Cycladic islands you may want to take a look at our Tinos & Andros or Santorini & Naxos holidays. Both offer contrasting holidays with a bit of island hopping.

Holiday Highlights

  • Discover the island where the Venus de Milo was found.
  • Explore volcanic terrain and walk through tranquil countryside.
  • View the colourful rock formations, caves and catacombs.
  • Enjoy verdant valleys, olive groves and endless trails.
  • See white washed villages, golden beaches and ceramics of Sifnos.
  • Explore the western coast of Milos by private yacht with lunch on board.
  • Visit the island of Kimolos to see the ‘Skiadi’ rocks and beautiful beaches. 
The holiday inclusions and exclusions at a glance
What's included in this holiday Items that are covered in the cost of holiday price.

      Return flights from Heathrow to Athens returning Milos to Heathrow via Athens (Aegean Airlines)
      Airport transfers
      Ferries and flights between islands
      En suite accommodation with breakfast taken at the hotels
      Dinners at local tavernas throughout
      Local English speaking walking guide on Milos on some days
      All local transport costs.
Whats not included in this holiday Items that are not covered in the cost of holiday price.

  • Entrance fees to some museums and historic buildings (unless otherwise specified)
  • Personal expenses (such as your bar bill)
  • Discretionary tips
  • Optional excursions
  • Insurance
Please select Departure Date to view:

Please see Holiday Information Sheet for this holidays individual departures itinerary (located under View Departures & Book tab)

Whilst every effort will be made to adhere to the outlined itinerary and advertised programme, local conditions can change due to weather or other unforeseen circumstances. This may mean that routes and timings need to be amended or the order of days may change, sometimes at short notice.

This departure: Grade 4

  1. Day 1

    On arrival into Athens airport, we transfer by coach to Piraeus where we overnight for 1 night. Dinner this evening will either be at the hotel or a local restaurant

  2. Day 2

    After an early breakfast, we walk to the port to board our ferry for Sifnos. After check in at our hotel, there will be time to relax and explore our surroundings. We stay on Sifnos for 6 nights.

  3. Day 3 to 7

    Our time on Sifnos will be spent following cobbled footpaths linking white-washed villages, pretty churches and ancient towers. Dry stone walls line the paths and breath-taking views can be seen from many vantage points. The island's long tradition of potters means that ceramics are available in every shop.

    Artemonas and Kastro: A scenic walk with some fine coastal views and a chance to explore the former Venetian capital of Kastro. 6 miles / 10km, Ascent & Descent 250m, 3.5 hours

    Apollonia to Plati Gialos: Undulating ancient paths and hilly countryside walking with coastal views and ending at
    the beach resort of Plati Gialos with tavernas and cafes. 5 miles / 8 km, Descent undulating plus 260m, 3 hours.

    Northern Loop: This walk, exploring the northerly aspect of the island, starts pleasantly on easy tracks through farmland, later with fine coastal views. The paths become more challenging when approaching the ancient gold mines of Ag Sostis. There is the option to reduce the mileage on this walk by retracing your steps part way. 8 miles / 13km, Ascent/descent 280m 4.5 hours

    Apollonia to Vathy: A glorious walk starting in the village of  Apollonia, meandering through sleepy villages, along historic mule tracks passing below Profitis Ilias. Taking in Taxiarchis Skafis, Vougnous cave, Agios Nikolai with fabulous coastal views to the beautiful bay of Vathi. 6 miles / 9.5km, undulating 450m ascent and 400m descent, 3.5 hours


  4. Day 8

    We make the short ferry crossing to Milos today, where we stay in Kamares, on the coast, for 7 nights' accommodation.

  5. Day 9 to 14
    Milos is a volcanic island and has the most extraordinary terrain of the Cyclades islands. Some say the sunsets here are better than Santorini! Our walks take us past colourful rock formations, into caves and catacombs, and along volcano craters. We'll sail over to nearby Kimolos, where the beaches are often deserted and enjoy a day on a private yacht lunch, enjoying the west coast of the island at our own pace. Note: It may be necessary to take a smaller boat to the yacht, depending on where it is moored.


    North Coast Hike: A superb walk from the prehistoric site of Phylacopi following a dramatic coastal route through the fishing village of Ag. Konstantinos to the spectacular lunar landscape of Sarakiniko. 5 miles / 8km, Undulating terrain, 3-4 hours.

    Volcanic Hike: A walk though one of the few active volcanic craters in Greece, taking in the active fumaroles atop Kalamos and the sandy beach and geothermal springs at Kiriaki. 5½ - 8miles / 9 - 12km, Many undulations from sea level up to 251m, 3 - 4 hours.

    Hike through History: Our hike through history starts in Plaka and descends to Klima where there are colourful boathouses, a visit to an ampitheatre, ancient gym, catacombs and cave dwellings. Walking back, we follow along Geo path 7 via a disused mine to Adamas. This day is accompanied by our local guide. 4.5 miles / 7kms, Undulating and descent of 130m, 2 hours

    The Island of Kimolos: We take the ferry from Milos to the small island of Kimolos for a delightful walk through the gillie landscape. From the picturesque village of Chorio, where time has stood still, the route climbs steadily with pleasant views, culminating in the unique mushroom rock of Skiathi. 7.5 miles / 12kms, ascent/descent 300m, 5 hours

    West Coast Discovery: The SW of Milos has a spectacular coastline with fantastic rock formations and sea caves best appreciated from the sea as well as on shore.  The waters are crystal clear. The walk is followed by a sea voyage to reveal the variegated colours and full beauty of the coast.  We may transfers from the shore to the yacht by smaller boat. Needless to say, there are opportunities for some fabulous swimming. 2.5kms, descent 100m, 1 hour

  6. Day 15

    Leaving Milos today, we fly to Athens where we connect with our flight to London.

Travel Details

  • Return flights from Heathrow to Athens returning Milos to Heathrow via Athens (Aegean Airlines)
  • Airport transfers by road c. 30 minutes
  • Upgrades are available on most flights. For scheduled flights this may be Premium Economy, Business or First Class. Most low-cost carriers also have extra legroom seats.
  • If direct regional flights are not available, we can often offer add-on flights to a London airport at a competitive rate. Please ask us for details and a competitive quote.

Trip Map

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Our Accommodation on this holiday

Below is the accommodation featured on this holiday. If you are on a multi-centre holiday, these are highlights of the places where we stay. Please refer to your Holiday Information sheet (which can be found under View Departures & Book), for your departure date and for all your accommodation details.

ALK Hotel

The Alk hotel is located in the port town of Kamares, very close to a sandy beach and a good selection of cafes and restaurants. There is an indoor and outdoor café with terrace, laundry service, bar and lounge. All rooms are en suite, and while compact in size, offer air-Conditioning, mini bar, hairdryer, safety deposit box, satellite TV, wi-fi,  TV, beach towels,and deluxe bath amenities.

Santa Maria Village, Milos

The Santa Maria Village is ideally located just 300 metres from Papikinos beach, and a short walk from Adamas’s many restaurants and shops. The “village” consists of seven buildings of traditional architecture, dotted around the well kept garden, all complimented with modern facilities and contemporary decor. The hotel offers a swimming pool, bar, breakfast room and free wi-fi. The rooms are all en suite with showers and have a mini-fridge, a/c, TV and hairdryers.

Triton Hotel, Piraeus

The centre of Piraeus with cafes and restaurants is only a short walk away from the well connected Triton.  All rooms come with air conditioning and a flat-screen TV with satellite channels. They also have a bathroom with toiletries, while most open to a balcony with views of the port. Free WiFi is available throughout.