Top Aegean Sea Sailing Trips & Packages In 2025/2026

Highlights

• Spend your days island-hopping in the Cyclades, swimming in the clear waters of the Aegean and sleeping aboard a yacht.
• See Santorini, where the blue and white villages cling to the rim of an ancient volcano – don't worry, the only fire you’ll see is in the island’s magnificent sunsets.
• Break bread with locals in the sleepy fishing villages of the Small Cyclades islands, away from the typical tourist trail.

Highlights

• A Santorini sunset around the caldera is a sight to behold. Walk along the volcanic rim of the island past white villages that cling to plunging cliffs and watch as day turns to night in the most stunning of ways.
• Sail the Aegean Sea on your small group yacht and island-hop through the Cyclades, taking regular stops to swim off the side of your boat and letting the pitch and roll of the ocean help you sleep at night.
• Feast on fresh seafood at a sleepy waterfront taverna in the Small Cyclades islands – far away from tourist crowds and deep in the local way of life. This is island living, Greek style.

Highlights

• Explore the island of Homer
• Visit Santorini
• Visit Paros, one of the most beautiful islands of the Cyclades

Highlights

• Explore the Aegean Islands
• Paros and Folegandros
• Excursions in Santorini and Delos, nighlife in Mykonos

Highlights

• Discovering the magnificent ruins of the ancient sanctuary of Delos
• Birthplace of Apollo and Artemis
• Explore the picturesque village of Pyrgos

Highlights

• Visit the seaport town of Canakkale
• Visit Mykonos town, reaching one of its famous beaches
• Visit the old settlements of Alexandria Troa and of Assos