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Greece Itinerary 14 Days

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Greece is a land where mythology meets everyday life, where ancient ruins stand proudly next to modern cafés, and where you can go from mountaintop monasteries to sun-drenched islands in a single trip. With its rich history, welcoming people, and varied landscapes, Greece offers more than just a beach holiday—it’s a place for memorable journeys. If you’re planning your first visit or returning for a deeper dive, this Greece itinerary 14 days is designed to help you experience the best the country has to offer—from cultural landmarks and scenic villages to island escapes and coastal adventures.

This 14-day itinerary is ideal if you want to see more than just the highlights. It blends the classics with a few lesser-known gems and gives you time to both explore and unwind. Whether you’re drawn to history, nature, coastal towns, or just great food and sunsets, Greece has something for everyone.

Day 1–2: Arrive in Athens – From Ancient to Modern (Start Your Greece Itinerary 14 Days)

Highlights:

  • Visit the Acropolis and the Acropolis Museum
  • Wander through Plaka and Monastiraki
  • Enjoy your first Greek meal with a view of the Parthenon

Begin your adventure in Athens, a city that’s both ancient and alive. Spend your first full day visiting the iconic Acropolis and learning about the city’s roots at the museum nearby. A local guide can add context and stories that make the ruins come alive.

In the evening, stroll through Plaka’s winding streets and stop for a relaxed dinner. If time allows, explore Monastiraki’s markets and rooftop cafés. You’ll be surprised how much Athens has to offer beyond the ruins.
🏛️ Culture • 🍷 City vibes • 🧠 Historical insights

Day 3–4: Delphi and Meteora – Legends and Landscapes

Highlights:

  • Day trip to Delphi and the Temple of Apollo
  • Visit the unique cliff-top monasteries of Meteora
  • Drive through central Greece’s stunning scenery

Leave the capital behind and head into the heart of the mainland. Delphi, once considered the center of the ancient world, sits in a dramatic mountain setting. Take time to explore the ruins and imagine what life was like in ancient Greece.

Continue on to Meteora, where centuries-old monasteries are perched on towering rock formations. These surreal landscapes feel like something out of a movie—and walking the paths between them is both peaceful and unforgettable.
⛰️ Dramatic views • 🧘‍♀️ Serenity • 🏺 Ancient stories

Day 5–7: Crete – Island Culture and Coastal Beauty

Highlights:

  • Explore the Palace of Knossos and Heraklion’s old town
  • Taste local food and visit olive oil or wine producers
  • Discover small villages and quiet beaches

Next, fly to Crete, Greece’s largest island and one full of variety. From ancient Minoan ruins to remote mountain towns, Crete has something for every type of traveler. Start with the archaeological site of Knossos, then explore Heraklion’s waterfront and bustling market.

Over the next couple of days, take a slow drive through the countryside, stop in local tavernas, and maybe try a cooking class or a visit to a farm. For a relaxing afternoon, seek out one of the island’s many hidden beaches.
🍇 Food and flavor • 🏞️ Countryside charm • 🏖️ Island exploration

Day 8–10: Santorini – Sunsets and Sea Breezes

Highlights:

  • Walk the cliffside paths between Fira and Oia
  • Take a boat trip around the caldera
  • Visit the volcanic beach and local wineries

Santorini is famous for good reason. Its whitewashed buildings, blue domes, and cliffside views are truly stunning. But there’s more than meets the eye here. Start with a scenic walk between villages or take a cable car down to the old port.

Don’t miss the chance to join a boat tour around the island’s caldera—many include stops at hot springs or nearby beaches. You can also visit smaller villages, ancient ruins, and vineyards that produce some of Greece’s most distinctive wines.
🌅 Iconic views • 🚤 Relaxed adventure • 🍷 Local taste

Santorini

Day 11–13: Naxos or Paros – Island Time at Its Best

Highlights:

  • Ferry to a quieter Cycladic island
  • Explore traditional villages and hidden beaches
  • Optional hiking, sailing, or beach hopping

After Santorini, slow things down on a neighboring island. Naxos and Paros are both beautiful options—less crowded but full of charm. These islands are great for a mix of simple pleasures: morning swims, coastal hikes, fresh seafood, and laid-back villages.

Rent a car or scooter to explore inland. You’ll find mountain towns, ancient ruins, and artisans selling handwoven goods. For those who want a bit more activity, day trips by boat or short hikes to historic sites are easy to arrange.
🕊️ Peaceful pace • 🧭 Local discovery • 💎 Hidden gems

Day 14: Return to Athens – A Reflective Finish

Highlights:

  • Travel back to Athens by ferry or flight
  • Enjoy a final walk and dinner in the city
  • Prepare for departure or an optional last museum visit

Wrap up your trip with one last evening in Athens. Depending on your travel schedule, you might have time for one more visit to a museum or just a relaxing dinner with a view. Reflect on the highlights, scroll through your photos, and start thinking about where in Greece you’ll want to go next time.
🎉 Trip recap • 💆‍♂️ Easygoing ending • 🍽️ One last taste

Travel Tips for a Smooth Experience

1. When to go: Late spring (May–June) and early fall (September–October) are great times to follow a Greece itinerary 14 days. The weather is warm but not too hot, and popular spots are more relaxed than during the peak summer months.

2. Getting around: Combine short flights with ferries to cover more ground comfortably. On the islands and in the countryside, renting a car or hiring a driver gives you more freedom to explore.

3. What to pack: Bring breathable clothing, walking shoes with good support, a sun hat, and layers for cooler evenings. Greece is casual in style, but many places appreciate neat attire, especially for dinner or visiting churches.

4. Plan ahead: Ferry schedules, museum hours, and local events can vary by season. Booking key transport and tours in advance helps avoid stress and lets you focus on enjoying the journey.

5. Connect with locals: Whether it’s a guide sharing stories, a shop owner offering a taste of homemade cheese, or someone pointing you to their favorite beach, these personal moments often become the most memorable.

Quick Overview: Greece itinerary 14 Days

DaysLocationHighlights
Day 1–2AthensAcropolis, Plaka, Monastiraki, Acropolis Museum
Day 3–4Delphi & MeteoraTemple of Apollo, mountain views, cliff-top monasteries
Day 5–7CreteKnossos Palace, countryside drives, coastal villages, local food
Day 8–10SantoriniCaldera boat tour, Fira to Oia hike, volcanic beaches, sunset views
Day 11–13Naxos or ParosQuiet beaches, charming villages, optional hikes or sailing
Day 14Return to AthensFinal dinner, city stroll, optional museum visit before departure

Final Thoughts: Greece itinerary 14 Days

Greece is the kind of place where each stop feels like its own little world. From mountaintops to island harbors, from ancient ruins to modern cafés, you’ll see just how many layers this country has to offer.

This Greece itinerary 14 days gives you a bit of everything: big moments at famous landmarks, quiet afternoons in seaside towns, and enough time to really sink into the pace of Greek life. Whether it’s your first visit or one of many, Greece has a way of staying with you long after you’ve left.

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Independent experts with more than 25 years of experience:

  • We are native Greeks based in Athens
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Greece Itinerary 14 Days