How to plan a sailing trip in the Greek islands

To sail the Greek islands, you need to decide between a skippered charter or a bareboat rental based on your sailing qualifications. Plan your route to stay within one island group—the Cyclades or the Ionians—to minimize long hours at sea and maximize time in ports.

1. Determine your qualification level. If you hold an RYA Day Skipper or ICC license, you can charter a bareboat. If not, you must hire a skipper (expect to pay 150–200 EUR per day plus food) or book a cabin charter on a larger yacht.
2. Choose your island group. Pick one region to avoid exhaustion. The Cyclades (Mykonos, Santorini, Milos) offer iconic scenery but have the strong 'Meltemi' wind in July and August. The Ionian islands (Corfu, Lefkada, Paxos) have calmer, more predictable winds and are better for beginners.
3. Book your boat 6 months out. Use platforms like Click&Boat or local agencies to secure a boat. Ensure your deposit covers the insurance excess, which can range from 1,500 to 3,000 EUR.
4. Map your 7-day loop. Plan for 3 to 5 hours of sailing per day. Aim to reach your next mooring by 3:00 PM to ensure you secure a spot in the harbor before they fill up.

Do I need a license to sail in Greece?

Yes, if you are renting a boat without a skipper, at least one person on board must hold a recognized sailing license (RYA, ICC, etc.).

Can I moor anywhere?

No. You should use designated marinas, town quays, or safe anchorages. Always check local charts to avoid underwater cables and restricted military zones.