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1. Greek Island Wanderer: 14 days in Greece

Panoramic view of Naxos Chora town on a clear day during your 2 weeks in Gr
Naxos is renowned for its stunning beaches and breathtaking scenery, offering a perfect blend of relaxation and natural beauty.
Day 1 Welcome to Athens
Day 2 Explore Athens on our walking tour
Day 3 Catch a ferry to Syros and take a stroll along the Mediterranean coast
Day 4 Make the most out of your free day in the secluded village of Galissas
Day 5 Sail to Ermoupoli before heading to Paros for the night
Day 6 Enjoy a relaxing walk on an ancient Byzantine road crossing the island before sunbathing on the famous Golden Beach
Day 7 Explore Drios at your own pace
Day 8 Catch a ferry to Naxos
Day 9 Explore Naxos’ interiors and enjoy a coffee in the little town of Halki
Day 10 Enjoy your free day in Naxos
Day 11 Catch a ferry to Santorini and join the optional wine-tasting experience
Day 12 Do whatever you want on your free day in Santorini
Day 13 See the caldera of a real volcano on your walk to Oia
Day 14 End your tour in Santorini

This 14-day itinerary in Greece takes you on a captivating journey through country, combining vibrant cities with serene island escapes. Start in Athens, where a walking tour reveals the city’s historical treasures. Then, hop on a ferry to Syros, enjoying a stroll along its picturesque Mediterranean coast. Relish a free day in the charming village of Galissas before sailing to Ermoupoli and continuing to Paros for a night. Explore the island’s ancient Byzantine road and relax on the Golden Beach. Discover Drios at your own pace, then catch a ferry to Naxos. Experience the island’s interior and savor a coffee in the quaint town of Halki. After a day of leisure in Naxos, travel to Santorini to indulge in a wine-tasting experience. Enjoy your free day exploring the island before visiting Oia to admire the breathtaking caldera views. Wrap up your Greek adventure with a final day soaking in the beauty of Santorini.

2. Hiking the Greek Isles: 2 Weeks in Greece

A young woman hiking up the mountain and enjoying the view on the island of
Hike up Thassos in Greece and experience breathtaking views and rugged landscapes, where every step reveals the island’s natural beauty and charm.
The view of Oia during sunset.
Take in the beauty of Oia Village during sunset, where stunning views and vibrant colors create a magical, unforgettable experience.
Day 1 Welcome to Athens
Day 2 Take a ferry to Santorini, settle into your accommodation, and relax. In the evening, explore Fira and Oia for stunning sunset views.
Day 3 Hike from Fira to Oia along the caldera trail, enjoying breathtaking views of the Aegean Sea and the iconic white-washed buildings; relax in Oia or explore the local cafes.
Day 4 Take a day trip to the volcanic island of Nea Kameni. Hike up to the crater and explore the hot springs, then return to Santorini.
Day 5 Travel to Naxos by ferry; explore the charming town of Naxos, including the Portara and local markets.
Day 6 Hike to the summit of Mount Zas, the highest peak in the Cyclades, for panoramic views of the island and surrounding seas.
Day 7 Take a ferry to Paros; explore the picturesque town of Naoussa and its quaint streets.
Day 8 Hike from Naoussa to the beautiful beach of Kolymbithres, passing through scenic landscapes and enjoying coastal views; relax at the beach.
Day 9 Travel to Mykonos by ferry. Explore Mykonos Town, including the iconic windmills and Little Venice, and enjoy the lively nightlife.
Day 10 Hike the scenic trails of Mykonos, such as the paths around the Ano Mera village, or enjoy free time on one of the island’s beautiful beaches.
Day 11 Take a ferry to Thassos; explore the island's charming villages and beautiful landscapes; enjoy a free evening.
Day 12 Hike in Thassos, exploring trails like the one leading to the ancient site of Akropolis or the lush forests of Mount Ipsarion.
Day 13 Travel back to Athens; enjoy a free day to explore more of the city’s attractions.
Day 14 Depart from Athens.

Dive into a two-week Greek island adventure that blends history, stunning landscapes, and vibrant local culture. Start in Athens, where you’ll wander through ancient marvels like the Acropolis and Parthenon, and savor traditional Greek fare in the charming Plaka neighborhood. Set sail for Santorini, and unwind as you explore Fira and Oia, catching unforgettable sunset views. Hike the dramatic caldera trail from Fira to Oia, and embark on a day trip to the volcanic island of Nea Kameni, where you’ll marvel at the crater and relax in hot springs. Ferry to Naxos for a hike up Mount Zas, the highest peak in the Cyclades, and soak up the island’s charm. Discover the beauty of Paros with a scenic hike to Kolymbithres Beach and then head to Mykonos, where iconic windmills, lively nightlife, and beach relaxation await. Explore the lush trails of Thassos and its ancient sites before returning to Athens for some last-minute sightseeing or shopping. Wrap up your 14-day in Greece odyssey with a heart full of memories and a camera full of stunning snapshots.

3. Numerous cities and islands: 14 days in Greece

Meterora monastery during dusk on your 6 days in Greece.
Visit Meteora Monastery in Greece and marvel at its breathtaking cliffs and ancient spiritual heritage.
Day 1 Arrival in Athens
Day 2 Enjoy a detailed tour of Athens
Day 3 See the stunning Corinth Canal and Theatre of Epidaurus before reaching Olympia, the home of the Olympic games.
Day 4 Visit Olympia and its archaeological museum before heading to Delphi.
Day 5 Head to the UNESCO World-Heritage Site of Delphi and see the Meteora site
Day 6 Marvel at the Meteora Monasteries and drive through the striking plain of Thessaly and the Valley of Tempi before spending the night in Thessaloniki
Day 7  Enjoy a tour of Thessaloniki
Day 8  See the waterfall of Edessa and then visit the UNESCO-listed World Heritage Site of Aigai in Vergina.
Day 9  Get lost in the Archaeological Museum of Pella before returning to Athens
Day 10  Enjoy your free day in Athens
Day 11  Sail to the romantic island of Mykonos
Day 12  Explore the sights in Mykonos.
Day 13  Head to the charming island of Santorini
Day 14  Decide whether to enjoy another free day or join our optional Aphrodite Boat Sunset tour heading to an active volcano, concluding your Greek journey.

This itinerary will take you to some of the best places to visit in Greece in two weeks. It includes Greek mainland attraction tours as well as island-hopping excursions. See Greece's modern and ancient sides, from Athens to Olympia to the seaport town of Nafplio. Visit the stunning Royal Palace and the popular Syntagma Square in Athens before heading to the romantic Temple of Zeus. Explore the Museum of Byzantine Culture in Thessaloniki, awarded the Council of Europe's Museum Prize in 2005, learn everything about ancient Greece at the Archaeological Park of Dion, and make the most out of your free time in Santorini sunbathing in the famous Red Beach. 

Need help in planning your 14-day trip to Greece?

Spending 2 weeks in Greece offers a comprehensive and immersive experience of this enchanting country. With ample time to explore its iconic historical sites, picturesque islands, and vibrant local culture, you’ll capture the essence of Greece’s diverse allure. From the ancient wonders of Athens to the breathtaking landscapes of Santorini and the culinary delights of Crete, this two-week journey ensures a rich and memorable adventure, showcasing the best that Greece has to offer.

Are you still wondering what to do on your two-week itinerary in Greece? Reach out to our travel experts to plan your own customized trip in Greece. For ideas on how much time to spend in the country, check our guide on how many days to spend in Greece. For a seasonal overview, check out our guide on the best time to visit Greece.

Greece Tours
Published by Tim Green, updated on August 7, 2024
Plan a trip to GreeceWe offer different tour types. You can also chat with a local travel specialist if you want a customized tour to Greece.
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