Sailing holidays in Greece: discover the thousands islands of the Greek Archipelago.

Boating holidays in Corfu, Mykonos, and Santorini. Explore crystal clear water by sailboat or catamaran.

The Greek Archipelago has over 16,000km of coastline, with many beaches that run for kilometres, a host of secluded bays and coves, coastal caves, and a rich variety of wildlife. Some say the best sailing waters in the world can be found in Greece! How about you find out for yourself? Don't rent a boat in Greece! We have sourced unique sailing holidays with experienced local skippers, who navigate your experience with their first-hand knowledge of the region - meaning you can discover both the lesser-known secret jewels of the region, as well as the well-known landmarks and destinations. On Sailsquare you can find sailboat, catamaran, and flotilla holidays in Greece!

Best regions: Attica, Crete, Thassos, Milos, the Argo-Saronic islands, the Sporades islands, the Dodecanese islands, the Ionian Islands, and the Cyclades.

Best time to travel: Conditions are ideal for sailing trips in Greece from late April right through until December.

Costs: A sailing weekend from €150 per person, and a week sailing from €350 per person.

Sailing holidays in Corfu

The variety of sailing in Corfu between costal town hopping and more open water routes, make it a great destination to gather a well-rounded sailing experience. Surrounding Corfu are some smaller Ionian Islands, with striking beauty and unique wildlife ecosystems - along with the coast of Albania to the north, there is much surrounding the region to explore.

Sailing holidays in Mykonos

The area is named after the grandson of Greek god Apollo - who was god of music, art, and sun - Mykonos is often described as the heart of the Cyclades, and an excellent place to observe some of the richest history and tradition in Greece. Alefkántra or 'Little Venice' in Mykonos' capital town Hóra, is a beautiful example of such history - the 18th district of the town is recognised for its unique architecture, and its relationship with the sea it is perched above.

Sailing holidays in Santorini

As a precious jewel of the Aegean, and a place of striking natural beauty, Santorini has become one of the most sort after destinations in Greece. The island is the byproduct of a volcano eruption, which explains the incredibly dramatic views over Oia town, which at sunset is a truly iconic sight to behold. With a collection of golden and red beaches, and natural springs surround the island, exploring the area by island is the only way to truly experience it.

These are the last people to have explored Greece.