Spend 10 mesmerizing days Island hopping the Cyclades
Embark on a blissful journey through the enchanting Cyclades on the 10-Day Self-Guided Cyclades Island Hopping and Hiking Tour. A ferry ride immerses you in the local atmosphere, seamlessly connecting islands. Wander scenic trails amid fragrant Mediterranean flora, traverse historic villages, and discover serene beaches and secluded coves. This voyage offers a perfect blend of leisure and exploration, allowing you to savor Greece's warm culture, indulge in delectable cuisine, and relish the heartfelt hospitality of the locals. Experience the beauty of life in Greece like never before, and enjoy it at your own self-guided pace!
Highlights of the Cyclades Island Hopping and Hiking Tour
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Cyclades Island Hopping and Hiking Tour Itinerary
Day 1 Arrive in Piraeus
Arrival in Athens airport. Transfer to the hotel (not included, around 40 min). Check-in at your hotel in Piraeus. You must collect your ferry tickets when you arrive or early the next day.
Overnight Location: Hotel in Piraeus
Distance: None
Meals: Breakfast
Day 2 First Hike to Serifos
From Piraeus, ferry to Serifos (about 2 hours), Perseus’ Island, overlooked by its main village Chora, which is one of the most characteristic and beautiful villages of the Cyclades. Hike to the top of the village via white, narrow alleys. Afterwards, you’ll have a chance to cool off and swim in the crystal blue waters of this splendid island.
Overnight Location: Hotel in Serifos
Distance: 2hours, 5km, 250m of ascent
Meals: Breakfast
Day 3 Chapels and Monasteries
Bus to Chora (not included, around 10 min), the village that overlooks the bay of Livadi. During your hike you will discover chapels, such as Stavros, and explore multiple inland villages: Kendarchos, Galani and Panagia. You can add to this section of the hike with a visit to the monastery of Taxiarchon (16th century). There is one solitary monk still living there and it possesses a beautiful collection of religious heirlooms. The return trip to Chora is via a beautiful “monopati” (single track trail) and descent to the bay of Livadi, where you can swim and relax as you please.
Overnight Location: Hotel in Serifos
Distance: 5hours, 15km, 610m of ascent
Meals: Breakfast
Day 4 Ferry to Kamares and Optional Hike
Ferry to Sifnos (about 20 minutes), with its numerous perched churches and monasteries, but also its talented potters. Your accommodation is in Kamares, a wonderful beach, where you will spend the next 3 nights. Depending on your arrival time you can do your first hike from Apollonia (bus not included, around 10 min) to Kamares. A very nice downhill walk with sweeping views of the sea always in the background.
Overnight Location: Hotel in Kamares
Distance: 2hours, 5km
Meals: Breakfast
Day 5 Revel in the Beauty of Vathy Bay
Bus to Apollonia (not included, around 10 min). One of the most beautiful and aesthetic walks of Sifnos! Crossing the island from east to west, the hike arrives at the beach of Vathy, where you can swim, sunbathe or rest in a tavern overlooking the water. Return to Kamares by bus (not included, around 25 min).
Overnight Location: Hotel in Vathy Bay
Distance: 4.5hours, 10km, 470m of ascent
Meals: Breakfast
Day 6 Sifnos: Kastro – Faros – Panaghia Chrysssopighi – Platys Gialos
Bus to Kastro (not included, around 15 min). You continue to Faros, with its beautiful little port, then Chryssopigí and it's wonderful monastery; further on, you reach Platy Gialos. This hike combines some of the most beautiful spots on the island of Sifnos: the pleasant lanes of Kastro, the small harbor of Faros, the well-located monastery of Chryssopighi and the beautiful beach of Platys Gialos. The paths are among the most pleasant on the island, including the splendid monopati (path) between Kastro and Faros. Bus to Kamares (not include, around 20 min).
Overnight Location: Hotel in Platys Gialos
Distance: 4hours, 8km, 250m of ascent
Meals: Breakfast
Day 7 Stand Benaeth the Venus Statue in Milos
Ferry to Milos (around 45 min), an island forever linked to its famous Venus statue. You will discover the white canyon of Sarakinito and its transparent waters, perfect for swimming. Milos was one of the most famous islands for the obsidian trade in ancient times.
Overnight Location: Hotel in Milos
Distance: 3.5km, 7km, 110m of ascent
Meals: Breakfast
Day 8 Milos to Kimolos
Transfer to Pollonia (not included, around 15 minutes from Adamas) then boat (20 to 30 minutes, ticket at your expense to take on the spot) to Psathi, port on the island of Kimolos, a superb volcanic island. You hike from Chorio, the main town with its mills lined up on the Ksaplovouni ridge. Then by a beautiful path you reach the Skiadi rock, an amazing rocky mushroom formation sculpted by erosion, before reaching the seaside for a walk from beach to beach where your desire to swim can be fulfilled at any time. The return to Chorio is along stony paths in a beautiful, shaded valley, passing by several ruined hamlets. Ferry back to Milos (around 20-30 min).
Overnight Location: Hotel in Kimolos
Distance: 5hours, 14km, 300m of ascent
Meals: Breakfast
Day 9 Milos and Athens
According to the ferry time you can do a last hike to Klima, a charming fishing village in the island and visit the catacombs (the most important ones after Rome). Ferry to Piraeus (around 3h20min) and overnight in Athens.
Overnight Location: Hotel in Athens
Distance: 2.5hours, 7km, 300m of ascent
Meals: Breakfast
Day 10 End of the trip
Your adventure ends after breakfast today, as you check-out of the hotel in Athens.
Overnight Location: None
Distance: None
Meals: Breakfast
Cyclades Island Hopping and Hiking Tour Price and Dates
This self-guided tour is always run as a private tour for your group only.
2024 Departures
The departures are available daily, from April 25th to October 15th.
- Single room: from $1,950 USD*
- Sharing a double room: from $1,350 USD*
*-Pricing for this tour depends on the dates of your trip and all the prices are per person. Please click the booking button below to get the exact pricing for your trip dates.
Book NowAccommodation on Cyclades Island Hopping and Hiking Tour
You will stay in 2-3 star hotels or guesthouses that offer modern conveniences that can make this trip more pleasant. Standard rooms are of double occupancy.
In some cases, the accommodation listed below may need to be substituted for other comparable accommodations.
Single Rooms and Solo Travellers
Rooms are double occupancy. You can pay a supplement to have a private room in a hotel where possible. Solo travellers may be required to pay a supplement.
Hotels on Standard Tour
Hotels in Cyclades or Athens
Indulge in a stay where charm meets modern comfort. Our hotels promise a blend of elegance and authenticity. Immerse yourself in the heart of these iconic destinations, where every stay is a unique experience.
What’s Included in the Cyclades Island Hopping and Hiking Tour?
Meals
9 breakfasts in hotels are included.
Accommodations
Accommodations for 9 nights are included.
Transportation during the Tour
This tour includes transfers to and from the port on each island (except on Milos), as well as ferry tickets. Any other transfer is not included.
Also Included
- Digital travel pack
- Access to phone travel app during the trip
- 24/7 Telephone assistance during the trip
Not included
- Lunches and dinners
- Flights
- Drinks
- Entrance fees to tourist attractions
- Personal expenses
- Tourist taxes (to be paid on the spot)
- Insurance
- Everything that is not noted as included
Optional Extras
- Upgrade to single room
- Printed travel pack
- Transfer from Athens Airport to Piraeus or back
Frequently Asked Questions about Cyclades Island Hopping and Hiking Tour
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