7-day route · Greece

7-day Cyclades sailing itinerary

A balanced seven-day Cyclades loop for experienced owner crews — short hops, afternoon meltemi awareness, and anchorages when marinas fill.

  • Best window: late May–June or September; peak meltemi July–August needs conservative planning.
  • Typical base: Paros or Syros; day sails 15–35 NM with afternoon wind funneling.
  • Budget one lay day for weather — forced harbour days are normal, not failure.

Day-by-day sketch

DayFocus
1Pick up in Paroikia (Paros) — provisions, weather brief, short shakedown sail
2Paros → Naousa or anchor south coast; practice stern-to if marina busy
3Naxos — Portara passage, explore Chora; check meltemi forecast for north leg
4Weather window to Milos or Folegandros; cliff anchorages need good holding
5Lay day or Milos → Adamas; volcanic coast — watch katabatic gusts
6Return leg toward Paros via Sifnos or Serifos shortcut
7Early return, fuel, handover

Boat fit

35–45 ft cruising yachts with reliable ground tackle handle this loop well. Compare Beneteau Oceanis 37 and Bavaria 36 if you cross-shop charter vs ownership.

Before you go

Read the Baltic sea sailing guide for passage discipline — then adapt for meltemi: reef early, plan arrivals before 15:00 local.

Frequently asked questions

Is one week enough for the Cyclades?
Yes for a focused loop (Paros–Naxos–Milos). Add days if you want Santorini without rushing.
When is meltemi strongest?
July and August afternoons — plan shorter legs and protected anchorages.