Island hopping in Greece is one of the most rewarding travel experiences in the world — and doing it by yacht offers unmatched freedom, privacy, and access to hidden destinations.
If it’s your first time sailing the Aegean, these yacht routes are ideal for beginners.
Best for: First-time visitors & day trips
Stops include:
Perfect for dramatic scenery and crystal-clear waters in a single day.
Ideal for: Relaxed exploration
Day 1: Sifnos → Kimolos
Day 2: Kimolos → Polyaigos → Milos
Day 3: Milos coastal cruise
A balanced mix of culture, swimming, and scenic sailing.
Ideal for: Couples & friends
Highlights include calm beaches, charming villages, and turquoise lagoons.
Route:
Sifnos → Milos → Kimolos → Paros → Antiparos → Koufonisia
A complete Greek island adventure with beaches, sunsets, local cuisine, and authentic island life.
At Calypso Yachting, every route is personalized — because no two journeys should ever be the same.