About this trip
This trip runs overland and by sea from Istanbul to Athens, tracing a route through Turkey's ancient sites before island-hopping across the Aegean. Fourteen days gives you a proper spread of history and coastline rather than a rushed tick-list.
You'll move from the Ottoman-era streets of Istanbul through archaeological sites and landscapes on the way south, then cross into Greece for stops on Rhodes, Santorini and Mykonos before finishing in Athens.
It's fully guided throughout, with a private room each night, so you're not relying on hostel dorms or working out logistics yourself as you change countries and islands.
What you'll do
- Explore Istanbul's historic core, from Ottoman monuments to bazaars
- Visit archaeological sites and natural landmarks en route through Turkey
- Island-hop to Rhodes, Santorini and Mykonos
- Take in Santorini's caldera views and whitewashed villages
- Finish among the ancient ruins of Athens
- Covers two countries and multiple islands in 14 days, so expect frequent moves
- Mixes overland travel with ferry crossings between islands
- Private rooms throughout, suited to those who'd rather not share
The same-vibe trips, side by side — price, value per day, and how each is moving. Only we can lay two operators' trips out honestly.





Sorted by fit — never by who paid. Price moves and availability come from our own daily tracking.
Departing in Sep is cheapest — from £3,540, about 13% below the priciest month (Jul).
Getting there
Opens Trip.com, pre-filled — one-way so you can book your return whenever. Prices & booking shown there.
Where to stay
A night before your tour in Istanbul · 4 Sept – 5 Sept
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