Day By Day – Itineray
Welcome to Milos! Upon arrival at Adamas port, transfer to a family-run guesthouse, where you will be introduced to the island’s rich history, volcanic origins, and unique culture. Later in the day, enjoy a relaxing walk through lush farmland and volcanic landscapes, leading to a remote beach where you can soak in the serene atmosphere. A delicious welcome dinner awaits, setting the tone for the week ahead.
- Highlights:
- A scenic walk through volcanic farmland
- Introduction to Milos’ geological and cultural wonders
- Welcome dinner featuring local specialties
- Overnight: Milos
Today, begin your journey with a hike from the port of Adamas, passing through olive groves and fields dotted with typical Cycladic flora like mastic and sage. Explore the village of Trypiti, built over ancient catacombs carved into volcanic rock. Visit the catacombs, the archaeological site of ancient Milos, and the Roman theater, all steeped in history. Follow the trails through the ruins of the ancient city to the coast before enjoying a hearty dinner in a charming village.
- Highlights:
- Visit the Roman catacombs and ancient theater
- Hike through olive groves and Cycladic flora
- Learn the story of Venus de Milo’s discovery
Overnight: Milos
Discover Milos’ incredible coastal landscapes on this scenic hike. Begin at the ruins of Fylakopi, an important Minoan settlement, and follow trails leading to dramatic volcanic formations and secluded beaches. Swim in the turquoise waters of Papafranga, admire the sea caves of Agios Konstantinos, and explore the boat garages of Mytakas. Continue to Sarakiniko, where stark white volcanic rocks meet the vivid blue sea, creating a surreal “lunar” landscape. The day ends at the picturesque Mandrakia harbor, with a drink and a meze, followed by dinner in Plaka after a sunset visit to the castle.
- Highlights:
- Swim at Papafranga’s turquoise ravine
- Explore the lunar-like landscape of Sarakiniko
- Sunset at Plaka and its Venetian castle
Overnight: Milos
We take a morning ferry to Sifnos, where our journey continues on untouched trails. Hike around the island’s highest point, Profitis Ilias, passing ancient chapels and aromatic herb fields. Descend to Vlasi, a secluded pebble beach perfect for swimming and relaxing. As you walk, enjoy panoramic views of Sifnos and neighboring islands. Supper awaits at a traditional seaside taverna in Kamares.
- Highlights:
- Panoramic views from Profitis Ilias
- Swim at the remote Vlasi Beach
- Discover Cycladic flora, including thyme and oregano
Overnight: Sifnos
Embark on a picturesque hike from Apollonia to Kastro, a village with a rich history dating back to prehistoric times. Marvel at its medieval architecture and coastal cliffs. Pause for a swim in crystal-clear waters near Kastro and explore the coastal paths to Panagia Poulati church. Conclude the day in Artemonas, known for its neoclassical mansions and tranquil atmosphere, followed by a pleasant evening stroll through charming villages.
- Highlights:
- Discover Kastro’s medieval fortifications
- Swim in pristine waters below the village
- Evening walk through Artemonas and Apollonia
Overnight: Sifnos
Hike through the Natura 2000 reserve, a protected area of great natural beauty. Starting from Vathy, traverse trails lined with rare flora and fauna until you reach the pristine Fikiada Bay, accessible only by foot or boat. Swim, snorkel, and enjoy a peaceful afternoon on this secluded beach. Afterward, continue to Platy Yalos for a relaxing evening with superb local cuisine.
- Highlights:
- Explore the Natura 2000 reserve
- Swim and snorkel in turquoise waters at Fikiada Bay
- Traditional dinner in Platy Yalos
Overnight: Sifnos
The final hike takes you to the Mycenaean Citadel of Agios Andreas, where panoramic views over Sifnos and neighboring islands accompany your exploration of this ancient site. Continue to the monastery of Agios Nikolaos T’Aerina before descending to the tranquil beach of Vathy. End the day with a swim and a farewell dinner accompanied by traditional music at one of Sifnos’ oldest taverns.
- Highlights:
- Visit the Mycenaean Citadel of Agios Andreas
- Panoramic views and historic monasteries
- Farewell dinner with local music
Overnight: Sifnos
Spend your final morning exploring Sifnos’ villages or shopping for locally made pottery before your transfer to the port for your journey home or extend your holidays in Sifnos.
- Highlights:
- Morning at leisure in Sifnos
- 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 4–12 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
The connection is made from the port of Piraeus or by plane there are 2 or 3 daily flights from Eleftherios Venizelos Airport directly to Milos Airport. Read More
Inclusions
- Ferry tickets from Milos to Sifnos
- Guided walks on both islands with experienced local guides
- 7-night accommodation in charming, family-run guesthouses with breakfast
- Port transfers on both Milos and Sifnos
- Transfers for hiking tours where required
- 24-hour support on the islands for troubleshooting, advice, and assistance
Exclusions
- Ferry tickets to Milos (arrival) and from Sifnos (departure)
- Flights to and from Greece
- Lunches, dinners, and snacks (except as noted)
- Personal expenses and travel insurance
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.
