Bike & Cruise the Cyclades

GUIDED - 8 Days / 7 Nights, ca. 150Km

Your floating accommodation, a 24m/75ft long Greek motor-sailer, will take you from the port of Piraeus to the island of Kythnos, and beyond.

The Cyclades, in the heart of the Greek archipelagos, comprise more than 30 islands, and were the cradle of the first European civilised society 5,000 years ago. This area is one of the prettiest and untouched part of Greece. Gleaming white cubic houses with blue shutters and labyrinths of lanes give the typical architectural flavour to the island towns. The mostly ragged coastlines show impressive geological formations, turquoise-blue sea and fantastic sand beaches.

This trip can be extended to a 14 night/15 day cruise exploring further south in the Cyclades to include the beautiful islands of Santorini, Paros and Naxos.

Your Journey

Day 1:

(Saturday) Boarding at Piraeus (Athens) from 2 pm. Dinner on board, and stay overnight in Piraeus.

Day 2 Kythnos Island (25 km):

Kythnos is mostly flat. Bike to the port of Merichas, the main town of Kythnos. Wander the maze of white-washed houses and crooked lanes. Visit the thermal spa Loutra on the rugged coast then return to Merichas for overnight.

Day 3 Seriphos (35 km):

Seriphos is a small island with deep valleys, numerous bays and many beautiful sand beaches. On a panoramic road, cycle to the Byzantine monastery of Taxiarchis and onto Seriphos town, whose cube-like houses drape the mountain slope high above the sea. A winding road leads down to the harbour of Livadi. Overnight in Kamares on the island of Siphnos.

Day 4 Siphnos Island (20 km):

The cycle tour begins in the harbour of Kamares, and the route leads through the green, hilly terraced landscape, to the central highlands and the town of Kastro. In the afternoon cruise to Syros, where pastel coloured houses, often with classic facades adorn the town squares and the ample harbour boardwalk is ideal for a stroll and a sundowner.

Day 5 Syros & Mykonos (30 km):

Ride from Ermoupolis to Kini, a quiet fishing village, along the coast above many small beaches then return to Ermoupolis. In the afternoon continue by boat to Mykonos, and the picturesque main town with its famous windmills and white cube houses.

Day 6 Delos and Tinos (25 km):

In the morning you can visit the ancient sites on Delos island. In the afternoon the boat crosses to Tinos, where we visit the famous Evangelistria church in Tinos town. Today’s bike tour takes us along a high road to the mountain village of Tarambados, a village full of walled dove towers with their filigree architecture, that are remnants from Venetian times. After the bike tour the boat will take us to Kea Island.

Day 7 Kea Island (12 km):

Kea is the most westerly inhabited Cyclade island, is the wonderful natural harbour of Korissia. From here we begin our cycle tour to the picturesque main town of Ioulis which is situated in the mountains and has the main attraction on the island: Alternatively, there is also the option to take a short ride on your own to the white beach of Otzias. In the afternoon sail back to Piraeus.

Day 8 Departure:

Disembark in Piraeus (Athens) after breakfast.


Moderate - Biking is often in hilly or mountainous areas. The roads are mostly asphalted. You can always choose to skip a bike tour and spend the time sunbathing on the ship instead.


Breakfast & either 1 or 2 hot meals per day.

Trip Notes / Dates / Prices

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  • 306 Lake Road, Takapuna
    Auckland 0622, New Zealand
  • P: (0064) 09 486 7473
    F: (0064) 09 484 0091

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About us

Cycling Europe Offers Cycling Holidays in Europe and around the world.

  • Our experts Jill, Therese, Adrienne, Lisa and Janne have over 100 years combined experience working in the travel industry.
  • Our team can advise and coordinate your travel arrangements to your personal requirements.