The Perfect Two-Week Loop
Two weeks is the ‘Goldilocks’ duration for a Greek tripยlong enough to relax, but short enough to keep the energy high. This itinerary focuses on the Cyclades, the most iconic island group, providing a mix of world-class history, beach relaxation, and nightlife.
Days 1-3: Athens and the History of Power
Start in the capital to see the Acropolis and the Plaka. Use this time to adjust to the Greek pace of life before your early morning ferry from Piraeus.
Days 4-7: Naxos ย The Green Giant
Naxos is the perfect ‘middle’ island. It has the best beaches (Agios Prokopios), incredible mountain villages (Apeiranthos), and the freshest food in the Cyclades. It is the best place to rent a car and explore.
Days 8-11: Paros ย Sophisticated Charm
A short ferry from Naxos, Paros offers the chic vibe of Naoussa and the traditional beauty of Lefkes. It is the best island for shopping and people-watching.
Days 12-14: Santorini ย The Grand Finale
End your trip on a high note. While busy, the sunset over the caldera is a mandatory experience. Spend your final nights in a cave house and fly directly back to Athens or Europe from the Santorini airport.
