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2-Week Greek Islands Tour Packages
2-Week Greek Islands Tour Packages

2-Week Greek Islands Tour Packages

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Insider tips: Recommended 2-week Greek Islands tour itineraries

Compiled by

Greek Islands travel expert at TourRadar

MelissaGreek Islands travel expert at TourRadar

  • 14 Days in Greece, incl. Athens and Santorini

    A grand 14-day Greek adventure spans 18 destinations across 4 major islands. The itinerary takes you through Athens' Acropolis, Syros's coastal walks, Paros's Byzantine path, Naxos's mountain villages, and Santorini's caldera trail. Includes 13 breakfasts and English-speaking guide throughout.

    Map of Greek Island Wanderer
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    • Days 1-2

      Athens

      Start in Athens and arrive early to adjust to the time change. Get to the Acropolis by 8am before cruise ship crowds fill the site. One traveler notes, "The Acropolis is best visited first thing - get there by 8am before the cruise ship crowds arrive." Wander through the Plaka district's narrow streets and stop at local tavernas. Book your Acropolis tickets online to avoid long entrance lines.

      14 Days in Greece, incl. Athens and Santorini
    • Days 3-4

      Syros

      Take the morning ferry from Piraeus Port. Get there 45 minutes early since the port gets busy. The trip takes about 4 hours to Ermoupolis. Visit the medieval area of Ano Syros, where white buildings stack up to the Capuchin Church. The coastal walk from Kini to Galissas takes 2 hours at a moderate pace. Wear good shoes since the path is rocky.

      14 Days in Greece, incl. Athens and Santorini
    • Days 5-6

      Paros

      Take a 90-minute evening ferry to Paros. Stay in Drios to be close to the beaches. A TourRadar reviewer shares about the ancient Byzantine road from Lefkes to Prodromos: "The path is lined with wild herbs and offers spectacular valley views." Walk early in the morning to stay cool. Join the cooking class at Hotel Anezina, which many visitors rate as their favorite activity.

      14 Days in Greece, incl. Athens and Santorini
    • Days 7-8

      Naxos

      Take a 1-hour fast ferry to Naxos. Watch the sunset at the Apollo Temple portal. Visit authentic mountain villages like Halki and Moni. One traveler notes, "The Tragea Valley walk offers a completely different perspective of Greek island life." You can take an optional day trip to Delos and Mykonos for $50 plus a $12 entrance fee.

      14 Days in Greece, incl. Athens and Santorini
    • Days 9-11

      Santorini

      Take a 2-hour morning ferry to Santorini. Stay in Fira for easy access to everything. The Fira to Oia hike takes 4 hours. Start at 7am to avoid crowds and heat. A reviewer advises, "Bring plenty of water and sun protection; there's no shade on the caldera path." Visit Akrotiri archaeological site early before tour groups arrive.

      14 Days in Greece, incl. Athens and Santorini
    • Days 12-14

      Santorini

      Join the volcano boat tour ($70) with hot spring swimming. Explore quieter villages like Megalochori and Pyrgos away from cruise ship crowds. Book the 6:30pm wine tasting at Santo Wines to end your trip with a sunset view.

      14 Days in Greece, incl. Athens and Santorini
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  • 14 Days in Greece, incl. Athens and Greek Islands

    Three iconic Greek islands unfold over 14 days: Crete's ancient ruins and local bougatsa pastries in Heraklion, Naxos's Venetian castles and traditional citrus spoon desserts, and Paros's famous white marble heritage and 'Church of a Hundred Doors'. High-speed ferries connect islands, offering local dining experiences and stunning Aegean beaches.

    Map of Classical Greece Plus Greek Island Adventure
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    • Days 1-2

      Athens

      Begin your trip with two full days in Athens. Visit the Acropolis early at 8 AM to avoid crowds and heat. You'll need 3-4 hours for the archaeological sites. Spend your afternoon exploring the Plaka neighborhood. Take the metro from the airport instead of a taxi - it's 45 minutes and costs €10, while taxis often get stuck in Athens traffic.

      14 Days in Greece, incl. Athens and Greek Islands
    • Days 3-4

      Peloponnese

      Drive west to ancient Corinth (1.5 hours), then visit the Epidaurus amphitheater in late afternoon when the acoustics are best. Stay overnight in Nafplio and explore Ancient Olympia. Sign up for a cooking class to learn how to make authentic tzatziki.

      14 Days in Greece, incl. Athens and Greek Islands
    • Days 5-7

      Delphi & Meteora

      The drive to Delphi through the mountains takes about 3 hours. Visit the Oracle site early before tour buses arrive. Head north to the Meteora monasteries. A traveler shares: "Getting there early is crucial - by 10 AM the summer heat and crowds can be intense. Wear closed shoes with grip as the stone steps can be slippery, and bring a light scarf to cover shoulders inside the monasteries." The monasteries close at 5 PM and some require climbing up to 300 steps. Visit the Thermopylae battlefield on your way back to Athens.

      14 Days in Greece, incl. Athens and Greek Islands
    • Days 8-9

      Crete

      Take a 1-hour flight to Heraklion. Visit the Palace of Knossos in the morning before it gets too hot. Explore the Venetian harbor and try the local bougatsa pastry. Set aside 2-3 hours for the archaeological museum.

      14 Days in Greece, incl. Athens and Greek Islands
    • Days 10-11

      Naxos

      Take a 2-hour morning high-speed ferry from Heraklion. Stay near Naxos Town for easy access to beaches and historic sites. Beach umbrellas rent for about €10. Visit the marble gate (Portara) at sunset for the best photos.

      14 Days in Greece, incl. Athens and Greek Islands
    • Days 12-13

      Paros & Return

      Take a short ferry to peaceful Paros. Visit the Byzantine "Church of 100 Doors" in the morning for the best lighting. Take an afternoon ferry back to Athens (3-4 hours). Book outside deck seats ahead of time in summer.

      14 Days in Greece, incl. Athens and Greek Islands
    • Day 14

      Depart

      Give yourself at least 2 hours for airport transfer and check-in. Consider an afternoon flight to enjoy one last morning in Athens.

      14 Days in Greece, incl. Athens and Greek Islands
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  • 13 Day Greece Itinerary, incl. Athens and Greek Islands

    The 13-day tour at approx. $250 per day showcases 5 key destinations: Athens' Acropolis, Mykonos' Little Venice, Santorini's caldera, Heraklion's Palace of Knossos, and Chania's Old Town. Includes daily breakfast, English guide in Athens, and stays at 4-star hotels like El Greco Resort.

    Map of Greek Isles Adventure with Crete
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    • Days 1-2

      Athens:

      Land at Athens International Airport and head to the city center. Book your airport transfer ahead of time since Athens taxis aren't always reliable in peak season. On day two start early at the Acropolis. Get there by 8 AM to avoid crowds and heat. Wear shoes with good grip since the marble steps can be slippery. Visit the New Acropolis Museum in the afternoon when it's hottest outside - you'll appreciate the air conditioning.

      13 Day Greece Itinerary, incl. Athens and Greek Islands
    • Days 3-5

      Mykonos:

      Take the morning ferry from Piraeus Port to Mykonos. The trip takes about 4 hours. Pick seats on the port side where there's less wind. Stay in Mykonos Town so you're close to everything. Want great photos of the windmills? Go at sunset but arrive early for a good spot. Paradise Beach fills up quickly so get there before 10 AM. Skip the tourist restaurants by the harbor. The best local food is in the family tavernas in Little Venice.

      13 Day Greece Itinerary, incl. Athens and Greek Islands
    • Days 6-8

      Santorini:

      The fast ferry from Mykonos to Santorini takes about 2.5 hours. Stay in Fira or Imerovigli for amazing caldera views without the huge crowds of Oia. Walking from Fira to Oia takes about 3 hours. Go early and take lots of water. Book an afternoon catamaran cruise to the volcano when it's less busy than evening trips. Visit Perissa's black beach in the morning before the sand gets too hot.

      13 Day Greece Itinerary, incl. Athens and Greek Islands
    • Days 9-11

      Crete:

      Ferry from Santorini to Heraklion is around 2 hours. Stay in Heraklion to be near Knossos Palace. Visit the palace before 9 AM to beat the tour buses. Get a rental car to see more of the island. Elafonisi Beach is 2.5 hours from Heraklion but its pink sand makes the drive worth it. Want to hike Samaria Gorge? Start at 6 AM for the best experience.

      13 Day Greece Itinerary, incl. Athens and Greek Islands
    • Days 12-13

      Return to Athens:

      Choose between an overnight ferry (8-10 hours) or quick 45-minute flight back to Athens. On the ferry book an external cabin to sleep better. Schedule your departure flight after 11 AM in case of ferry delays or traffic.

      13 Day Greece Itinerary, incl. Athens and Greek Islands
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