iLoveGreece

Itineraries

Two Weeks in Greece: A First-Timer's Itinerary with Ferries (Athens, Islands, Crete)

A realistic 14-day Greece itinerary for a first trip: Athens, Paros or Naxos, Santorini and Crete, with direct ferries for every leg, crossing times, fares and when to go.

By the iLoveGreece editorial team · Last reviewed 2026-10 · 1 source listed below

Quick answer

For a first two weeks: 3 nights in Athens, 3 in Naxos (or Paros), 3 in Santorini and 5 in Crete, flying home from Heraklion or Chania. Every leg is a direct ferry: Piraeus–Naxos about 3.5–6 hours (from €35), Naxos–Santorini about 1.5 hours (from €31.50), Santorini–Heraklion about 2 hours (summer). Fares are the lowest seen in October 2026.

The plan

14 days, one direction
DaysWhereHighlights
1–3AthensAcropolis and museum, Plaka, Ancient Agora; optional Delphi or Sounion
4–6NaxosPortara, old town, mountain villages, long sandy beaches
7–9SantoriniFira–Oia walk, caldera boat trip, sunset, wineries
10–14CreteKnossos, Heraklion, then Chania's old harbour, Balos or Elafonisi

The ferries

Direct legs (lowest adult fares seen, October 2026)
LegCrossingFare from
Piraeus → Naxos3.5–6 h€35 conventional, €60 fast
Naxos → SantoriniAbout 1.5 h€31.50
Santorini → HeraklionAbout 2 h (summer)Fast boats; check your date

Swaps

  • Paros instead of Naxos: livelier, with a short hop to Naxos if you want both.
  • Milos instead of Naxos for beaches and boat trips (summer connections).
  • Outside summer, swap the Santorini–Crete fast boat for a flight via Athens or the overnight ferry from Piraeus.

Tips

  • Fly into Athens and out of Crete to avoid backtracking.
  • Keep a spare day before your flight home in case of wind.
  • Best months: late May–June and September–early October.

FAQ

Is two weeks enough for Greece?

Yes for Athens, two Cyclades islands and Crete at a comfortable pace.

Should I fly or take ferries between Greek islands?

Ferries for Cycladic hops; they're direct and scenic. Flights help for long legs like Santorini–Athens in winter.

What's the best order for Athens, Santorini and Crete?

Athens → Naxos or Paros → Santorini → Crete, flying home from Crete.

7-day version →Island hop checker →Trip planner →

Sources

Related guides

Updated 2026-10. General planning guidance. Check with operators and local authorities.