A Greek getaway is sometimes all you need. Well, this is more than just a short getaway—this is a 10-day total immersion into everything Greek in the Cyclades. As a part of this hiking adventure, you’ll enjoy daily walks to the islands’ best-ofs and use every opportunity to enjoy the sparkling warm seas! Local ferries will take you to four Greek islands—Serifos, Sifnos, Milos & Kimolos—and explore their charms. You’ll be based in comfy hotels and switch islands at a reasonable, pleasant pace, giving you enough time to explore every one of them.
Arrive in Athens Airport, which is about an hour away from Piraeus (depending on your mode of transfer). Check into your hotel and meet your guide and your group at 6 pm. You’ll have an orientation meeting where you’ll discuss the itinerary and the plan, after which you’ll go for your first group dinner.
Accommodation: 3* Hotel in Piraeus
Meals: Dinner
Take a ferry to Serifos (takes about 2 hours), Perseus’ island, overlooked by its main village Chora—one of the most characteristic and beautiful villages of the Cyclades. Hike to the top of the village via white and narrow valleys. Once you descend down to sea level, enjoy swimming in crystal-clear waters. Get back to Serifos and have dinner.
Meals: Breakfast, lunch, and dinner
Distance: 5 km / 3 miles
Accommodation: 3* Hotel in Serifos
Hiking time: 2 hours
Elevation: +250 m / +820 ft
Hop on a bus to Chora, to the village that overlooks the bay of Livadi. Your hike starts there: discover charming chapels (such as Stavros) and villages of Kendarchos, Galani, and Panagia. You’ll also stop by the monastery of Taxiarchon from the 16th century, where a single solitary monk still lives there—you’ll also find a beautiful icon of Russian origin. Return to Chora via a wonderful monopati (Greek for path) to the bay of Livadi, where you can use the rest of the day for swimming. Once you return to Serifos, enjoy dinner with your group.
Meals:Breakfast, lunch, and dinner
Distance: 15 km / 9 miles
Accommodation: 3* Hotel in Serifos
Hiking time: 5 hours
Elevation: +610 m / +2,000 ft | -600 m / -2,000 ft
Ferry over to Sifnos, another spectacular island boasting numerous perched churches and monasteries. Settle in Kamares, a lovely coastal village, which will be your base for the next three nights. Depending on your arrival time, take a 10-minute bus ride from Apollonia to Kamares and squeeze in the first hike. Enjoy a pleasant downhill walk with the sea always in the backdrop. Get back to Kamares and have dinner.
Meals: Breakfast, lunch, and dinner
Distance: 5 km / 3 miles
Accommodation: 3* Hotel in Sifnos
Hiking time: 2 hours
Elevation: +10 m / +33 ft | -190 m / -623 ft
Today’s bus takes you on a 10-minute ride to Apollonia for one of the most beautiful walks on Sifnos! Crossing the island from east to west, the walk ends on the beach of Vathi, where you can swim in its azure seas or rest in a tavern. Once you’re rested from the walk, hop on a bus back to Kamares (around 25 minutes). Dinner will be in Kamares.
Meals: Breakfast, lunch, and dinner
Distance: 10 km / 6 miles
Accommodation: 3* Hotel in Sifnos
Hiking time: 4.5 hours
Elevation: +470 m / +1,542 ft | -660 m / -2,165 ft
Take a 15-minute local bus ride to Kastro. Once there, today’s hike through some of the most charming spots of Sifnos begins! After strolling through the serene streets of Kastro, continue to the wonderful port of Faros and then onto Chrisopigi—an iconic monastery perched atop a rock. A little further on, you’ll reach Platys Gialos, a spectacular sandy beach. Take a bus back to Kamares and go out for dinner.
Meals: Breakfast, lunch, and dinner
Distance: 8 km / 5 miles
Accommodation: 3* Hotel in Sifnos
Hiking time: 4 hours
Elevation: +250 m / +820 ft | -250 m / -820 ft
Island change! Hop on a ferry journey lasting approximately 45 minutes to reach the captivating island of Milos, forever linked with the renowned Venus. Discover the mesmerizing Sarakiniko white canyon, boasting crystalline waters that invite exploration. Milos was once one of the most famous islands for obsidian trade in ancient times. Dinner will be in Adamantas.
Meals: Breakfast, lunch, and dinner
Distance: 7 km / 4 miles
Accommodation: 2* Hotel in Milos
Hiking time: 3.5 hours
Elevation: +110 m / +360 ft | -1,000 m / -3,280 ft
Transfer to Pollonia on the island and then hop on a boat. It will take you 20-30 minutes to reach Psathi, port of the island Kimolos. This picturesque island is of volcanic origin and will win you over with its serenity. Leave for Chorio, the main town on the island with its mills lined up on the Ksaplovouni ridge. Continue walking to reach the Skiadi rock, an incredible, otherworldly mushroom-shaped rock, followed by continuing onto the seaside. Use the time at the beach to relax, and then return to Chorio via its wonderful paths in a shaded valley, passing by several old hamlets. Ferry back to Milos, and go to Adamantas for dinner.
Meals: Breakfast, lunch, and dinner
Distance: 14 km / 9 miles
Accommodation: 2* Hotel in Milos
Hiking time: 3.5 hours
Elevation: +300 m / +985 ft | -300 m / -985 ft
Squeeze in your last hike to Klima, a charming fishing village on the island, and visit the catacombs (the most famous ones after Rome). Take a ferry back to Piraeus (around 3.5 hours) and spend your last night of the trip in Athens. You’ll meet your group for your final dinner.
Meals: Breakfast, lunch, and dinner
Distance: 7 km / 9 miles
Accommodation: 3* Hotel in Athens
Hiking time: 3.5 hours
Elevation: +300 m / +985 ft | -160 m / -525 ft
Today is the last day of this wonderful adventure! Say goodbye to your guide and your team. If you’d like to stay longer and continue exploring Greece, just ask your guide for some recommendations!
Meals: Breakfast
What you get on this adventure:
What’s not included:
Please let us know if you have allergies or dietary requirements—your guides will do their best to adapt your meals.
No hiking experience is necessary in order to join this hiking tour in the Greek Cyclades. This is a beginner-friendly adventure, but you still need to be in good shape to walk 2-5 hours a day. Ascents vary from 100 to 650 m per day (330-2,130 ft). Keep in mind that you’ll be carrying a daypack with things you might need throughout the day.
Here’s a list of clothing we suggest you bring:
Here’s a list of other personal items we suggest you bring:
Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.
During the day, all you’ll have to carry is a light daypack with things you might need throughout the day. When you’re transferring to another island, you will have to carry it yourself to/from the airport and on the ferries.
You’ll travel from one island to the next on regular ferries that cross the Aegean Sea from Piraeus. Though departure times may change, your guide will check the schedule and make sure you’re on time. It’s interesting that Greek ferries can navigate until gale-force 9 winds (which is a lot), but if the wind is even stronger, they must remain in port. Still, your guide will always be in touch with the local partners and they’ll do their best to re-organize your tour.
To get to your day hikes, your group and your guide will use public transport and city lines.
Group sizes and prices:
Hiking in the Greek Cyclades can be arranged for larger groups. Contact us to make arrangements.
Min. age requirements:
If your group has hikers under the age of 18, contact us prior to booking to make arrangements.
To get to Piraeus, the starting point of your hiking adventure in the Greek Cyclades, it’s best to fly into Athens International Airport (ATH). From there, you can take a train or a bus to Piraeus, which takes up to 1.5 hours. It’s also possible for your guides to arrange a private transfer (about a 40-minute ride), just let us know in time.
Once you get to Piraeus, check into your hotel where you’ll most likely meet your guide.
57hours is committed to providing safe outdoor adventure experiences. We require all guides using our platform to have a COVID-19 safety plan and to make the details of that plan accessible to travelers. In most cases, group sizes will be reduced, guides will avoid overcrowded locations, and other safety measures will be met depending on the location and activity.
We also expect clients to respect local regulations and take measures to protect themselves, their guides, and the communities they’re traveling to. For more information on COVID-19 measures in Greece, please refer to the COVID-19 travel advice for Greece.
Please contact us if you have any questions or require further information. We are happy to provide you with the most up-to-date information!