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Cyclades Island Hopping and Hiking Tour

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Cyclades Island Hopping and Hiking Tour
From $1,475USDBook Now
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10 days from $1,475USD
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Cyclades Island Hopping and Hiking Tour
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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!

Greece, Europe
Happiness promise

Cyclades Island Hopping and Hiking Tour

Spend 10 mesmerizing days Island hopping the Cyclades
4.70
(21 reviews)
10 days from $1,475USD
Easy quote
Duration
10 days
Season
Apr-Oct
Activity
Walking
Type
Self-guided, Private
Accommodation
Hotels
Difficulty
Easy (2/5)
From $1,475USD (see prices for this tour)
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National Geographic
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Backpacker
National Geographic
Guardian
Cyclades Island Hopping and Hiking Tour
Personalized Service
Let our experienced travel advisors plan your perfect adventure

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!

rating
Read about our scale for Tour Difficulty Ratings.
Trip highlights

Explore the scenic, secluded and serene western Cyclades Islands.

Sunbathe and swim on the stunning the Mediterranean coast.

Wander through historic sites and immerse yourself in the vibrant local culture.

Experience unique, comfortable lodgings throughout your journey in charming island towns.

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We know Adventure
10Adventures only does Hiking, Cycling and Adventure Holidays. Its our mission to help you explore the world!

Trip map

Travellers love 10Adventures

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Day by day itinerary
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Day 1
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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.
Distance None
Overnight Location Hotel in Piraeus
Included Meals Breakfast
Day 2
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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.
Distance 2hours, 5km, 250m of ascent
Overnight Location Hotel in Serifos
Included Meals Breakfast
Day 3
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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.
Distance 5hours, 15km, 610m of ascent
Overnight Location Hotel in Serifos
Included Meals Breakfast
Day 4
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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.
Distance 2hours, 5km
Overnight Location Hotel in Kamares
Included Meals Breakfast
Day 5
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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).
Distance 4.5hours, 10km, 470m of ascent
Overnight Location Hotel in Vathy Bay
Included Meals Breakfast
Day 6
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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).
Distance 4hours, 8km, 250m of ascent
Overnight Location Hotel in Platys Gialos
Included Meals Breakfast
Day 7
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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.
Distance 3.5km, 7km, 110m of ascent
Overnight Location Hotel in Milos
Included Meals Breakfast
Day 8
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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).
Distance 5hours, 14km, 300m of ascent
Overnight Location Hotel in Kimolos
Included Meals Breakfast
Day 9
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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.
Distance 2.5hours, 7km, 300m of ascent
Overnight Location Hotel in Athens
Included Meals Breakfast
Day 10
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End of the trip
Your adventure ends after breakfast today, as you check-out of the hotel in Athens.
Distance None
Overnight Location None
Included Meals Breakfast

Why book with 10 Adventures?

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Founded by experienced travellers, active and adventure vacations are all we do.

Experience the trip of a lifetime organized by a team of travel specialists who combine knowledge and passion for adventure travel.

Self-guided specialists

With over 600 tours across 30+ countries, we specialize in self-guided tours.

Combine the freedom of travelling on your own with the confidence that all of your logistics are taken care of.

Packed with value

Get everything you need for your next vacation with one easy booking.

We take care of accommodations, luggage transfers, gear rentals, and more - so you can focus on making memories.

World Class support

Get unbeatable support at every step of your journey.

Whether you are planning or travelling, no matter what your question, a real human is always a call or click away.

Hassle free bookings

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Explore our flexible booking, payment, and cancellation options, as well as our Lifetime Deposits program.

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Dates and prices

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 $2,125USD*
  • Sharing a double room: from $1,475USD*

*-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.

What’s included

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

Accommodation for 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.

Frequently asked questions

How hard is the Cyclades Island Hopping and Hiking Tour?

We rate the difficulty of this tour as a 2 / 5. Easy to Moderate days of hiking. 2 to 5 hours of walking per day. Ascents vary from 100 to 649m (maximum) per day.

I’ve never been on a self-guided trip! How does it work?

Self-guided travelling is not difficult! For many, it is a preferred type of travel, since you are in charge of your own time and pace. You are provided with all the information you’ll need to follow the route each day and often have access to phone support or other kinds of assistance. However, self-guided travelling requires good navigation skills and those who don’t feel confident in unknown places should consider booking guided tours.

Do I need a visa to travel to Greece?

Check with your local country about visa requirements. You could also try this website, though you should verify with your government.

Are meals included on the Cyclades Island Hopping and Hiking Tour?

9 breakfasts are included.

Do I need insurance?

Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover cycling. Get your travel insurance.

How do I get to Athens to start this tour?

Athens International Airport "Eleftherios Venizelos" (IATA: ATH) is the primary gateway to the city. You can book a flight to Athens from various major cities worldwide. The airport is located about 20 kilometers (12 miles) east of central Athens.

Is the tour material Cyclades Island Hopping and Hiking Tour in English?

Yes, the tour material is in English language.

Where does the Cyclades Island Hopping and Hiking Tour end?

The tour ends in Athens.

Do I need special vaccines to travel to Greece?

Check with your family doctor.

Are there any travel restrictions for Greece?

Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.

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Why travellers choose this tour
At 10Adventures, it’s easy to make memories with the following six optional inclusions on this tour:
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