Three Islands, Infinite Adventures: West Cyclades Walking Tour
Embark on an 11-day walking holiday through the enchanting islands of Serifos, Sifnos, and Milos, each offering unique experiences in the heart of the West Cyclades. Explore traditional villages, pristine beaches, and untouched landscapes while delving into the rich history, culture, and biodiversity of these islands.
Serifos: Rugged Beauty and Cycladic Charm
Serifos captivates with its rugged landscapes, tranquil sandy beaches, and picturesque Chora village. Walk ancient trails through verdant valleys, visit traditional villages, and enjoy breathtaking views of the deep blue Aegean Sea. Highlights include:
- The serene Psili Ammos beach.
- Panoramic views from Profitis Ilias.
- Discovering traditional windmills and pigeon houses.
Sifnos: Traditional Villages and Idyllic Trails
Known for its well-preserved network of trails, Sifnos is a paradise for walkers. Hike through untouched nature, explore medieval Kastro, and experience the island’s vibrant culinary traditions. Highlights include:
- Exploring the historic fortified village of Kastro.
- Walking through Natura 2000-protected areas to secluded beaches like Fikiada Bay.
- Immersing in the charming atmosphere of Artemonas and Apollonia.
Milos: Volcanic Marvels and Unique Landscapes
Milos amazes with its dramatic volcanic terrain, vibrant geological formations, and over 75 stunning beaches. Discover the island’s rich history and unique coastal landscapes. Highlights include:
- Visiting the iconic lunar-like beach of Sarakiniko.
- Exploring ancient catacombs and archaeological treasures, including the site where Venus de Milo was discovered.
- Walking along coastal trails with colorful cliffs and picturesque fishing harbors.
This adventure promises a perfect blend of nature, culture, and relaxation across three of the most captivating islands in the Cyclades in Greece.
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Duration
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Overnights
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Trip Style
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Difficulty
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Group Size
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Customization
Why Choose This Trip?
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Explore Three Unique Islands: Discover the distinct character and beauty of Serifos, Sifnos, and Milos. Each island offers a unique blend of landscapes, culture, and biodiversity, from Serifos’ tranquil beaches and verdant valleys, to Sifnos’ charming villages and nature trails, and Milos’ volcanic marvels and lunar-like beaches.
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Rich History and Culture: Walk ancient trails, and visit Mycenaean ruins, Venetian castles, and medieval villages. Immerse yourself in local traditions, from authentic Cycladic cuisine to the vibrant festivals known as “paniyiria.”
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Unspoiled Nature and Biodiversity: Explore Natura 2000-protected areas and discover endemic flora and fauna, including rare species such as the Milos Wall Lizard and the Milos Viper. Enjoy pristine beaches accessible only on foot, and experience the serenity of untouched landscapes.
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Personalized and Expertly Guided: Travel in a small group with knowledgeable guides who provide historical insights, showcase local biodiversity, and ensure a personalized and enriching experience.
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Seamless Organization: With all accommodations, transfers, and guided walks arranged, this trip lets you focus on enjoying your journey across three incredible islands without the hassle of logistics.
Day By Day – Itineray
Welcome to the pristine island of Serifos, known for its unspoiled landscapes and traditional Cycladic charm. Upon arrival, transfer to a family-run guesthouse where you’ll settle in and meet your guide for an orientation about the history, culture, and natural highlights of Serifos, Sifnos, and Milos. In the late afternoon, take a scenic walk to Psili Ammos, one of Serifos’ most beautiful sandy beaches, where you can dip your toes in crystal-clear waters. Conclude the day with a short hike to the island’s Chora, a postcard-perfect village of whitewashed houses and narrow streets, for a welcome supper featuring authentic local dishes.
- Distance: ~4 km
Highlights:
- Orientation and history of the West Cyclades.
- Scenic walk to Psili Ammos beach.
- Traditional dinner in the charming Chora village.
Overnight: Serifos
Start the day by hiking one of Serifos’ oldest paths, winding through the verdant valley of Kallitsos with its iconic white houses and charming square. Ascend to the Profitis Ilias viewpoint to enjoy sweeping panoramas of the Aegean Sea and surrounding islands. Along the trail, you’ll discover unique landmarks such as pigeon houses and the innovative “tavlomilos” windmill. The hike ends at Platy Yalos, a remote bay where you can swim in tranquil waters and savor a fresh meal by the sea.
- Distance: ~10 km
Highlights:
- Walk through Kallitsos village’s verdant valley.
- Panoramic views from Profitis Ilias.
- Relaxation at Platy Yalos beach.
Overnight: Serifos
Set out on a circular route starting from Pyrgos, an abandoned village with atmospheric ruins. Walk through rocky trails and agricultural fields, cross a scenic creek, and descend towards the quiet settlement of Galani, once known for its galenite mines. Continue to Sykamia Beach, a hidden gem with calm waters and shaded tamarisks, perfect for a swim and picnic. The return trail takes you to the historic Byzantine church of Panayia, where breathtaking views of the sea and surrounding islands await. In the evening, take the ferry to Sifnos and settle into your guesthouse in Apollonia.
- Distance: ~9 km
Highlights:
- Exploring abandoned Pyrgos and the historic Byzantine church of Panayia.
- Serene swims at Sykamia beach.
- Evening ferry to Sifnos.
Overnight: Sifnos
Explore one of the most tranquil and untouched areas of Sifnos as you hike around the island’s highest point, Profitis Ilias. Pass ancient chapels and herb-filled hillsides, gathering aromatic plants like thyme, oregano, and sage along the way. Descend to Vlasi beach, a secluded cove with clear waters where you can relax and enjoy a light snack. End the day with a stroll along the port of Kamares and a delicious meal at a seaside taverna.
- Distance: ~8 km
Highlights:
- Explore the secluded trails around Profitis Ilias.
- Swim at the remote Vlasi beach.
- Savor Cycladic herbs like thyme and oregano along the way.
Overnight: Sifnos
Begin your day in Apollonia, following a beautifully paved trail through olive groves and fields to the fortified village of Kastro. This medieval gem, perched atop a cliff, has been continuously inhabited since prehistoric times and features Venetian architecture and coastal views. Pause for a swim in the turquoise waters below Kastro and continue along the coast to Panayia Poulati, a picturesque church overlooking the sea. Conclude with a visit to Artemonas, a village known for its neoclassical mansions, before returning to Apollonia for a leisurely evening walk through the charming streets.
- Distance: ~10 km
Highlights:
- Visit Kastro’s medieval architecture and coastal cliffs.
- Swim in crystal-clear waters.
- Evening stroll through charming Artemonas and Apollonia.
Overnight: Sifnos
Enjoy a well-deserved rest day to explore Sifnos at your leisure. Take a short walk to a nearby beach, visit local pottery shops, or hike one of the island’s shorter trails. Your guide will be available to offer suggestions based on your interests.
Highlights:
- Optional visit to Sifnos’ beaches and villages.
- Explore local pottery shops and shorter trails.
Overnight: Sifnos
Hike through the Natura 2000-protected area of Sifnos, passing lush landscapes and rare flora and fauna. Your route begins at the bay of Vathy and leads to Fikiada Bay, one of the island’s most secluded and pristine beaches. Swim, snorkel, and relax in its turquoise waters, then continue to the beach of Platy Yalos. Cap off the day with supper at a favorite local taverna.
- Distance: ~12 km
Highlights:
- Walk through Natura 2000-protected landscapes.
- Swim and snorkel in the turquoise waters of Fikiada Bay.
- Traditional dinner at Platy Yalos beach.
Overnight: Sifnos
Ascend to the Mycenaean Citadel of Agios Andreas, where panoramic views of Sifnos and nearby islands accompany a guided tour of this ancient site. From there, hike to the monastery of Agios Nikolaos T’Aerina, an ideal spot to pause for a snack and enjoy the serene surroundings. Conclude your journey at the long, sandy beach of Vathy, where you’ll swim and watch the sunset before a farewell supper with traditional island music.
- Distance: ~11 km
Highlights:
- Visit the ancient Mycenaean Citadel of Agios Andreas.
- Enjoy panoramic views and explore historic monasteries.
- Swim and enjoy a farewell dinner at Vathy beach.
Overnight: Sifnos
Take the morning ferry to Milos and begin exploring its volcanic wonders. Follow coastal trails from Fylakopi, a significant Minoan settlement, to the striking beaches of Papafranga and Sarakiniko. Along the way, marvel at colorful cliffs, sea caves, and traditional boat garages carved into the rocks. End the day with a sunset visit to Plaka, Milos’ picturesque hilltop village, and enjoy a hearty supper.
- Distance: ~8 km
Highlights:
- Visit Fylakopi, a significant Minoan settlement.
- Swim at Sarakiniko, a surreal volcanic beach.
- Watch the sunset at Plaka’s Venetian castle.
Overnight: Milos
Spend your last morning exploring Milos’ charming villages or shopping for locally crafted souvenirs. Transfer to the port for your departure, marking the end of an unforgettable walking holiday in the West Cyclades.
Why not extend your stay or visit another island?
Highlights:
- Morning at leisure to soak up Milos’ charm.
- Farewell to the Cyclades.
Know before you Go
Best Time to Visit:
Spring (April–June) and autumn (September–October) offer mild weather, blooming landscapes, and fewer crowds.
Fitness Level:
This holiday is classified as moderate, with daily walks of 6–12 km on uneven terrain. A good level of physical fitness is required.
Travel Insurance:
Highly recommended for medical emergencies, cancellations, and trip interruptions.
Age Restrictions:
Children over 15 years old are welcome when accompanied by an adult.
Practical Info
- Packing Tips:
- Comfortable hiking shoes with good grip
- A daypack for water, snacks, and personal items
- Lightweight, breathable clothing and layers for cooler evenings
- Swimwear and a quick-dry towel for beach stops
- Sun protection: hat, sunglasses, sunscreen
- A reusable water bottle (hydration is essential during walks)
- Currency: Euros (€) are used throughout Greece. While most restaurants and shops accept cards, it’s a good idea to carry some cash for small, local establishments.
- Local Transportation: Taxis and local buses are available on both islands, but transfers for guided hikes are included in your package with a private transfer
- Language: While Greek is the official language, English is widely spoken on the islands.
- Meals: Meals are not included (except breakfast), but you’ll have the chance to dine at traditional taverns offering fresh, locally produced dishes. Your guides will recommend the best options.
How to get there
Serifos is easily accessible by ferry from Athens. Ferries depart regularly from Piraeus Port, with options ranging from high-speed ferries (about 2 hours) to conventional ones (around 4 hours).
Inclusions
- 10 nights’ accommodation with breakfast in family-run guesthouses on Serifos, Sifnos, and Milos.
- 8 guided walks on the islands of Serifos, Sifnos, and Milos.
- All ferry tickets between islands.
- Transfers to and from hiking starting and ending points.
- Orientation briefing and presentations on local biodiversity.
- 24-hour support during the trip for troubleshooting or assistance.
Exclusions
- Flights to and from Greece.
- Ferry tickets to Serifos (arrival) and from Milos (departure).
- Lunches, dinners
- Travel insurance.
- Personal expenses such as souvenirs and additional activities.
How we work
Our guided tours are designed for small groups, providing a personalized experience. Each day’s itinerary balances walking, cultural discovery, and free time. Accommodation is in carefully selected, traditional guesthouses. Transportation between islands and to key sites is arranged for your comfort.
