Cyclades to Crete

Aegean Grand Tour

Cyclades to Crete

Twelve nights from Athens through Paros, Naxos and Santorini before finishing on Crete — the longest Cyclades route here, and the only one to end on a different archipelago.

5 islands 12 nights from €640 / person

This is the full-length version of the Cyclades circuit, extended south to Crete rather than turning back to Athens. Paros and Naxos anchor the middle of the trip, Santorini supplies its usual highlight, and Crete closes things out with enough time, four or five nights alone, to feel like its own destination rather than an add-on. Twelve nights is a real commitment, but it avoids the rushed feeling shorter Cyclades-only routes can have.

Why this order

Paros and Naxos both sit on the main Piraeus fast-ferry corridor, so the first half of the trip runs on frequent, low-risk crossings. Santorini to Crete is the route's one true open-water leg, a 1h45m SeaJets run or a slower Minoan Lines conventional option, and it only makes sense in this direction: Crete's own airport lets the trip end with a direct flight home instead of the nine-hour Crete–Athens ferry. Reversing the route would mean starting on Crete and ending in Paros, cutting off that flight-home advantage entirely.

Best for

Suits travelers with two weeks to spare and an interest in seeing how the Cyclades and Crete actually differ, rather than adding islands for the sake of it. The balanced pace and four nights on Crete alone make this less exhausting than its length suggests. Skip it if two weeks isn't available, or if Crete's size and driving-heavy sightseeing don't appeal after several days of walkable island towns.

Islands on this route

  1. 1
  2. 2
  3. 3
  4. 4
  5. 5

Who sails it

Frequently asked questions

Why this order?

Paros and Naxos both sit on the main Piraeus fast-ferry corridor, so the first half of the trip runs on frequent, low-risk crossings. Santorini to Crete is the route's one true open-water leg, a 1h45m SeaJets run or a slower Minoan Lines conventional option, and it only makes sense in this direction: Crete's own airport lets the trip end with a direct flight home instead of the nine-hour Crete–Athens ferry. Reversing the route would mean starting on Crete and ending in Paros, cutting off that flight-home advantage entirely.

Best for?

Suits travelers with two weeks to spare and an interest in seeing how the Cyclades and Crete actually differ, rather than adding islands for the sake of it. The balanced pace and four nights on Crete alone make this less exhausting than its length suggests. Skip it if two weeks isn't available, or if Crete's size and driving-heavy sightseeing don't appeal after several days of walkable island towns.

How we plan it?

The Santorini–Crete crossing has only two daily departures even in high season, fewer than any other leg in this route, so lock that ferry in before finalizing flights home from Crete. It also carries a moderate wind rating; keep a spare night on Santorini as a buffer rather than scheduling the Crete arrival and a departing flight on the same day.

Times, prices and frequencies are indicative and change by season and operator. Always confirm the live timetable before you book.