$8499—21-nt Greece tour & Aegean cruise inc flights & stays
Walk Greece’s legendary sites, then sail iconic Mediterranean ports on an epic land-and-sea journey.
Why We Love This Deal
Many trips skim Greece’s inland highlights, but this 21-night journey is built differently. You begin inland, where Greece’s story actually starts. A five-day guided journey unfolds through the country’s most powerful historic landscapes. Olympia, Delphi and Meteora anchor Greece’s classical, spiritual and cultural past. You stand on the very ground where the Olympic Games began. At Delphi, Apollo’s oracle once shaped empires. In Meteora, monasteries sit balanced impossibly between earth and sky, without demanding climbs. You ride the Odontotos Cog Railway through Vouraikos Canyon. At Epidaurus, perfect acoustics still carry a whisper across the ancient theatre. These are places best understood on foot, revealed slowly and with expert insight. A private guide and driver remove the hardest part of travelling this region. You then board Enchanted Princess and cruise the Aegean, sailing straight through its living legacy. The route moves forward from Athens to Istanbul via Santorini, Mykonos, Crete, Malta and Sicily. Your journey concludes with a two-night stay in Istanbul, a breathtaking city shaped by empires, mosques and markets. Flights, touring, cruising and hotels are all included. Greece is explored properly. The Aegean is crossed comfortably. Every detail is handled for you.
Starting at $8499 per person, Travelzoo members enjoy an exclusive $200 off CruiseAway's usual prices.
What's Included
- International economy flights from Sydney to Athens, return from Istanbul
- 2-night, 4-star hotel stay in Athens
- 5-day guided tour of Greece, including:
- 5 breakfasts and 5 lunches
- Overnight stays in Nafplio, Olympia, Delphi, Meteora and Athens
- Guided sightseeing across the Peloponnese and central Greece, including classical sites, historic towns like Nafplio, Thermopylae, scenic rail journeys, landmark bridges and monasteries.
- All touring transport and transfers included
- 10-night cruise from Athens (Piraeus) to Istanbul on the Enchanted Princess
- Ports of call: Santorini, Chania, Katakolon, Messina, Valletta, Mykonos and Kusadasi
- Accommodation in the cabin category you booked
- All shipboard main meals (excluding specialty restaurants)
- Most entertainment onboard
- All port and government charges
- 2-night, 4-star hotel stay in Istanbul
When
This itinerary departs Sydney on 27 August 2027.
Book by 20 February 2026.
Cabin upgrades
Featured prices are based on an Inside cabin while cruising. Upgrades start at $700 per person:
- +$700 for a Balcony
- +$2100 for a Suite
To find out more, see our partner's website.
Holiday snapshot
Sydney - Athens - Corinth - Diakofto - Kalavryta - Nafplio - Epidaurus - Mycenae - Olympia - Naupactus - Delphi - Arachova - Kalambaka - Santorini - Chania - Katakolon - Messina - Valletta - Mykonos - Kusadasi - Istanbul - Sydney
Itinerary highlights
Begin with a two-night stay in Athens, giving you time to explore the Acropolis, wander Plaka’s historic lanes and experience the energy of Greece’s ancient capital.
Travel across the Peloponnese to Corinth, stopping at the dramatic Corinth Canal viewpoint before exploring Ancient Corinth and the Bema of Apostle Paul.
Journey to Diakofto to board the historic Odontotos Cog Railway, winding through the Vouraikos Canyon to Kalavryta, then visit the remarkable Cave of the Lakes with its cascading pools and stalactite formations.
Overnight in Nafplio, one of Greece’s most picturesque towns, with time to visit Palamidi Castle or the harbour fortress of Bourtzi.
Continue to Epidaurus, home to the world-famous ancient theatre celebrated for its perfect acoustics, then explore Mycenae, including the Lion Gate and Tomb of Agamemnon.
Arrive in Olympia, birthplace of the Olympic Games, visiting the sacred ruins, stadium and temples that shaped ancient sporting history.
Cross the impressive Rion–Antirion Bridge and stop in Naupactus, a charming seaside town with Venetian walls and a historic harbour.
Explore Delphi, once considered the centre of the ancient world, visiting the Oracle site, museum and nearby mountain village of Arachova.
Reach Kalambaka and marvel at Meteora, where centuries-old monasteries sit dramatically atop towering rock pillars.
Return to Athens, passing historic Thermopylae, before embarking on your Aegean cruise.
Sail to Santorini, where whitewashed villages cling to caldera cliffs above sapphire waters.
Discover Chania, blending Venetian architecture, lively waterfronts and Cretan traditions.
Visit Katakolon, gateway to Ancient Olympia and the western Peloponnese.
Call at Messina, overlooking the Strait of Messina with sweeping views across Sicily.
Explore Valletta, a UNESCO-listed city of honey-coloured stone, fortifications and Knights of St John heritage.
Enjoy the cosmopolitan atmosphere of Mykonos, famous for its windmills, beaches and lively old town.
Arrive in Kusadasi, gateway to the extraordinary ruins of ancient Ephesus.
Conclude with a two-night stay in Istanbul, allowing time to explore grand mosques, bustling bazaars and waterfronts where Europe and Asia meet.