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14-Day Greece Itinerary: Athens + Peloponnese + Islands

By FredolinePublished 2026-05-24Reviewed 2026-05-2411 min read

Greece in 14 days needs careful planning. Here's the honest plan.

Best 14-day Greece (mainland + 2 islands)

  • Day 1-3: Athens (Acropolis, Plaka, museums)
  • Day 4-5: Day-trips: Delphi + Meteora (rental car)
  • Day 6: Ferry to Santorini
  • Day 7-9: Santorini (3 nights)
  • Day 10: Ferry to Naxos
  • Day 11-13: Naxos + Paros (3 nights split)
  • Day 14: Ferry to Athens, fly home

Alternative — All-mainland

  • Day 1-4: Athens + Delphi day-trip
  • Day 5-7: Peloponnese loop — Nafplio + Mycenae + Olympia + Mystras
  • Day 8-10: Meteora
  • Day 11-13: Thessaloniki
  • Day 14: Fly home

Alternative — Crete deep dive

  • Day 1-2: Athens
  • Day 3-7: Chania (5 nights — west Crete)
  • Day 8-10: Rethymno
  • Day 11-13: Heraklion + Knossos
  • Day 14: Fly home

What to skip on 14 days

  • Mykonos unless party-focused — different trip.
  • 4+ islands in one trip — half is travel.
  • Northern Greece (Thessaloniki, Halkidiki) on a Cycladic-focus trip.

Best season

April-May (mild + minimal crowds), September-October (warm + thinning crowds). Avoid August (cruise crush, peak prices).

Cost reality

€150-€300/day comfortable. Cycladic islands at peak (July-August) double the cost.

For Greek islands specifics see Greek islands which to pick.

14-Day Greece Itinerary — Honest Picks 2026 · WhereToStayEurope