Routes7-Day Cyclades Circuit
7-Day Greek Islands Sailing Itinerary (Cyclades Circuit)
Sailing Route

7-Day Greek Islands Sailing Itinerary (Cyclades Circuit)

The Cyclades circuit is one of sailing's great itineraries — a week of island-hopping through some of the most iconic scenery in the Mediterranean.

Athens (Lavrion) Routes
Routes7-Day Cyclades Circuit
Start
Athens (Lavrion)
Finish
Santorini
Total
~220nm
Duration
7 days

Overview

Starting from Lavrion (Athens), this route visits Kea, Syros, Mykonos, Naxos, Paros, and Santorini. Expect strong meltemi winds in July and August; consider May, June, or September for more relaxed conditions.

Approaching Santorini by sea — one of the most dramatic arrivals in Mediterranean sailing
Approaching Santorini by sea — one of the most dramatic arrivals in Mediterranean sailing

Day by day

1
Day 1 — Athens to Kea25nm
An easy first day across the Saronic Gulf.
2
Day 2 — Kea to Syros45nm
Leave early — the longest passage of the route. Syros is the Cyclades capital, a magnificent neoclassical town.
3
Day 3 — Syros to Mykonos25nm
Easy morning sail. Anchor in Ornos bay.
4
Day 4 — Mykonos to Naxos35nm
Classic Cyclades day sail.
5
Day 5 — Naxos to Paros10nm
Short hop — use the extra time exploring.
6
Day 6 — Paros to Santorini50nm
Arrive at the caldera as the sun sets.
7
Day 7
Either overnight passage back to Athens or arrange a one-way charter.
Anchored in a Cycladic bay — the reward after a day's sailing under the meltemi
Anchored in a Cycladic bay — the reward after a day's sailing under the meltemi

Key anchorages

Ornos bay (Mykonos), Ormos Pisses (Kea), Livadi (Serifos), Ormos Athinios (Santorini). Arrive before noon in July and August to secure an anchorage.

Provisioning & marinas

Provision fully at Lavrion before departure — island supermarkets are expensive. Main marinas: Lavrion, Mykonos, Naxos. Budget $33–$88/night marina fees.

Frequently asked questions

How far in advance should I book?
For July–August, book 6+ months ahead. Shoulder season has more availability.
Is this suitable for beginners?
The Cyclades is rated intermediate due to the meltemi. Beginners should consider the Ionian Islands instead.
Can I extend the itinerary?
Yes — add Ios or Folegandros between Naxos and Santorini for a more leisurely pace.