Sailing in Greece

Mediterranean

Greece

Island-hop the Cyclades & Ionian

Best Months: May – OctoberFrom: $4,500 – $9,000 / weekRegion: Mediterranean

About Sailing in Greece

Greece offers two distinct sailing experiences. The Ionian Sea on the west coast delivers calm waters, lush green islands, and Venetian harbors perfect for families. The Cyclades in the Aegean bring whitewashed villages, dramatic volcanic landscapes, and the quintessential Greek island experience — Mykonos, Santorini, and dozens of lesser-known gems.

Season & Conditions

Peak July and August. The Ionian offers gentler winds (ideal for beginners), while the Cyclades bring the famous Meltemi winds for experienced sailors.

What to Expect

Ancient harbors with tavernas steps from your yacht

Fresh seafood and local wines at every stop

Dramatic Cycladic architecture — white walls, blue domes

Clear Aegean waters for swimming and snorkeling

Rich history at every anchorage — ruins, monasteries, museums

Sample Itinerary

Every charter is customized, but here's what a typical week looks like.

1

Cyclades: Athens → Kea → Kythnos → Serifos → Sifnos → Milos → Paros → Athens

2

Ionian: Lefkas → Meganisi → Ithaca → Kefalonia → Zakynthos → Lefkas

3

Saronic: Athens → Aegina → Poros → Hydra → Spetses → Athens

Charter Pricing

$4,500 – $9,000 / week

Bareboat catamaran from Athens or Lefkas. Shoulder season (May, Oct) offers best value.

Get a Quote for Greece