Kelifos

Cycling and Sailing
Pedalling and navigating between the Greek islands

Picture your morning: you leave the boat deck with your bike, the sun already warming the quays of a small Cycladic port, and ahead of you stretches a coastal road lined with tamarisk trees and white chapels. You pedal at a relaxed pace to a hilltop village, settle at a terrace facing the sea for a Greek coffee and a loukoumi, then continue towards a turquoise cove for a swim. In the evening, the boat awaits you at the next port, your cabin is ready, and dinner will be served on deck beneath the stars. The cycling and sailing concept brings together the best of two worlds: the freedom of cycling to explore each island and the comfort of sailing to move between them, without worrying about luggage or transfers. With the e-bike option, everyone pedals at their own pace, and the Greek hills become a pleasure.

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A unique concept: your floating hotel, island to island

Cycling and sailing is perhaps the most elegant way to discover the Greek islands. Your boat (a traditional caique or a comfortable vessel) serves as your transport, your hotel, and your restaurant. Each morning, you dock at a new island. You hop on your bike for a ride of a few hours along quiet roads, discovering villages, secret beaches, and striking panoramas. Then you rejoin the boat for lunch, a nap on deck, or a swim from the stern.

What makes this format so enjoyable is the total absence of logistics: no suitcases to pack and unpack, no ferry transfers, no changing hotels every night. Your cabin follows you, your belongings stay in place, and the boat moves while you explore on shore. It is the ultimate hassle-free trip.

The electric-assist bike is particularly suited to this format. Daily distances stay moderate (designed for pleasure, not performance), and the electric assist makes island climbs effortless. Everyone sets their own pace, stops whenever they wish, and meets the group at the port in the evening.

The finest cycling and sailing itineraries in Greece

The Cyclades are the ideal playground for cycling and sailing. Navigating from Paros to Naxos, from Serifos to Sifnos, means discovering an island with its own unique character at every stop: the marble-paved lanes of Sifnos, the golden beaches of Naxos, the fishing villages of Serifos, the caldera of Santorini at sunset. Between stops, the boat hugs spectacular coasts, passes uninhabited islets, and pauses for open-sea swims.

The Ionian Islands, greener, offer another face of maritime Greece. Corfu, Paxos, Lefkada: here, cycling routes cross forests of centuries-old olive trees, follow white cliffs, and descend towards bays of deep blue water. In the evening, the boat moors in a peaceful port where tavernas serve the catch of the day.

The coasts of Crete and the Peloponnese complete the offering with itineraries that blend cultural discovery and seaside pleasure.

Contact our advisors to put together your ideal trip. They will guide you towards the boat, itinerary, and season that best match your wishes.

Want to discover Greece on foot or on a guided trip? Find all our options from our home page.