Island Hopping in the Aegean: The Best Yacht Routes for First-Time Visitors

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.


1-Day Yacht Route: Milos Coastal Highlights

Best for: First-time visitors & day trips

Stops include:

  • Kleftiko caves
  • Sarakiniko beach
  • Polyaigos lagoon

Perfect for dramatic scenery and crystal-clear waters in a single day.


3-Day Route: Sifnos – Kimolos – Milos

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.


5-Day Route: Paros – Antiparos – Koufonisia

Ideal for: Couples & friends

Highlights include calm beaches, charming villages, and turquoise lagoons.


7-Day Route: Cyclades Island-Hopping Experience

Route:
Sifnos → Milos → Kimolos → Paros → Antiparos → Koufonisia

A complete Greek island adventure with beaches, sunsets, local cuisine, and authentic island life.


Why Yacht Island Hopping Is the Best Way to Travel Greece

  • No ferry schedules
  • No crowds
  • Flexible itineraries
  • Access to hidden locations

At Calypso Yachting, every route is personalized — because no two journeys should ever be the same.