Greek Islands
Templates · 13 days · 5 stops
Cycladic island-hopping — Naxos, Santorini, Milos, Paros — with an overnight ferry home.
- Athens
- Naxos
- Santorini
- Milos
- Paros
Day 1 · Home → Athens
Home→Athens
Day 2 · Athens
Day 3 · Athens → Naxos
Acropolis at opening — buy the combined ticket online and start at the quieter south slope by the Theatre of Dionysus.
Sunset from Lycabettus Hill, then souvlaki in Psyri and a nightcap in a Monastiraki rooftop bar with the Parthenon lit up.
Athens→Naxos
Day 4 · Naxos
Day 5 · Naxos
Day 6 · Naxos → Santorini
The Portara marble gateway is a two-minute walk from the port — go at golden hour when the ferries slide past behind it.
Rent a car for the mountain villages: Halki for kitron liqueur tasting, Apeiranthos for its marble lanes, and a swim at Plaka beach after.
Day trip by boat to tiny Koufonisia — the water at Pori beach is unreal, pack lunch as tavernas are few.
Naxos→Santorini
Day 7 · Santorini
Day 8 · Santorini → Milos
Base in Oia or Imerovigli, not Fira, for the calm side. **Book the caldera-view dinner days ahead** — the good terraces sell out.
Catamaran sail past the Red Beach and the hot springs; the sunset cruise is worth it despite the crowds.
Santorini→Milos
Day 9 · Milos
Day 10 · Milos → AT SEA
Kleftiko's white sea-caves are only reachable by boat — take the full-day tour from Adamas.
Sarakiniko at dusk: lunar white rock, no shade at midday. Fresh grilled octopus in Pollonia after.
Milos→Paros
Day 11 · AT SEA → Paros
Day 12 · Paros → Athens
Wander Naoussa's old harbour at night, then an early swim at Kolymbithres before the catamaran.
Paros→Athens
Day 13 · Athens → Home
One last night near Plaka before the flight home.
Athens→Home