2 Weeks in Greece: 4 Unique Itinerary Ideas for 14 Days

Spending 2 weeks in Greece could lend itself to a thorough Greek experience, including both the mainland and the islands. It's popular to spend some days on the mainland for historical exploration in Athens and Delphi followed by heading to the Cyclades islands for beach resorts and water fun.

Alternatively, you could stay on the mainland and embark on an epic journey through regions like the Peloponnese peninsula, Thessaly, and Northern Greece, including cities like Thessaloniki.

With 14 days, most of our clients extend their Greek adventures by visiting neighboring countries, such as Italy or Turkey, adding more diversity and excitement to their 2-week trips.

However, all of our itineraries are customizable. Please feel free to contact us with your preferences and interests, and together we would create your dream tour.

Itinerary List

Itinerary 1: 14-Day Leisure Vacation in Greece

Days 1–2: Athens
Day 3: Delphi
Days 4–6: Naxos
Days 7–8: Santorini
Days 9–10: Heraklion, Crete
Days 11–13: Chania, Crete
Day 14: Departure

This itinerary is designed to offer a blend of history exploration, outdoor adventures, water sports, and beach relaxation, which is ideal for first-time visitors seeking a laid-back and comprehensive experience.

Begin your journey by immersing yourself in the historical wonders of Athens and Delphi. Visit iconic landmarks, such as the Acropolis and the Temple of Apollo, to catch a glimpse of Greece's rich past.

Then, you would head to Naxos for its stunning beaches and picturesque villages. Opt for unique experiences, such as horseback riding or hiking through the island's wilderness, for a memorable adventure.

Appreciate a stunning sunset in Santorini by taking a relaxing cruise and sampling some local wines. Hop on a ferry to Heraklion to delve into the world of the ancient Minoan civilization and explore the mythical Knossos Palace.

From Chania's Old Town, you would find an array of activities to keep you engaged. Join a traditional cooking class to learn about Greek cuisine, embark on a boat tour to witness the beauty of Balos Lagoon, and unwind on the pink sand beach of Elafonisi.

14-day Cultural and Food Greece Tour Athens - Delphi - Kalambaka - Naxos - Santorini - Crete

Itinerary 2: 14-Day Mainland Exploration in Greece

Days 1–2: Athens
Days 3–4: Nafplio
Day 5: Olympia
Day 6: Delphi
Days 7–8: Meteora
Days 9–10: Thessaloniki
Days 11–13: Kassandreia
Day 14: Departure

History enthusiasts and nature lovers, this epic road trip is tailor-made for you. It guides you from the southern to the northern reaches of Greece, delving deep into the country's rich history and culture.

Embarking from Athens, the cradle of European culture, your journey unfolds across the Peloponnese peninsula. Immerse yourself in Greek mythology, marvel at the wonders of nature in Meteora, pass by the majestic Mount Olympus, explore ancient monuments in Thessaloniki, and unwind on the stunning beaches of Kassandreia.

In Meteora, we would arrange a light hike and visits to some of the active monasteries. Take in the awe-inspiring views from the steep cliffs and delve into the fascinating stories of the monks who constructed these architectural marvels.

There's no need to worry about connecting your schedule as your private tour guide and private transfer service would take care of everything perfectly for you. Just engage with the locals, enjoy the natural scenery between destinations, and savor every memorable moment of this enriching journey.

If this itinerary doesn't meet your requirements, feel free to contact us. We would be happy to personalize a private tour for you.

Itinerary 3: 14-Day Greece and Italy Tour

Days 1–3: Rome, Italy
Days 4–5: Florence
Days 6–7: Venice
Days 8–9: Athens, Greece
Days 10–11: Santorini
Days 12–13: Mykonos
Day 14: Departure

This 2-week journey would take you on an exploration of the picturesque landscapes and ancient history of Italy and Greece. It offers a perfect balance between artistic influence and beach relaxation.

You would begin your adventure in Rome, where history and modernity intertwine seamlessly. Indulge in authentic Italian cuisine and immerse yourself in the vibrant atmosphere of this historic city by visiting iconic landmarks, such as the Colosseum and the Roman Forum.

Florence is not to be missed because of its Renaissance culture and artistic architecture. Immerse yourself in this cultural hub by taking a leisurely stroll to visit the David statue, Dante's House Museum, and Palazzo Vecchio.

Continue your journey to Venice, a city built on water, where you could engage in various water activities, such as cruising along charming canals on a gondola while listening to the boatman singing Italian folk songs.

After days of walking tours, Greece would be your relaxation hub. Savor traditional cuisine in the open-air markets of Athens, sip local wine while admiring a stunning sunset in Santorini, and indulge in the vibrant nightlife on one of the beaches under the starry sky in Mykonos.

14-Day Best of Italy and Greece TourVestiges & Charm, Sea Echoes & Delicacies, Italy & Greece!

Itinerary 4: 14-Day Greece and Turkey Tour

Days 1–3: Istanbul, Turkey
Days 4–6: Cappadocia
Day 7: Izmir
Days 8–9: Santorini, Greece
Days 10–11: Mykonos
Days 12–13: Athens
Day 14: Departure

This 2-week itinerary allows you to delve into the natural beauty and rich history of two distinct countries. Typically, we recommend spending a week in each for a more immersive experience. You would explore Turkey, the country straddling two continents, and then Greece, the birthplace of European culture.

Start your journey in the vibrant 'City of Cats', Istanbul, which is renowned for its bustling open-air markets and iconic historical wonders, including Hagia Sophia and the Blue Mosque. Taking a Bosphorus sunset cruise is a must, where you could witness both the striking architecture and the picturesque riverbanks bathed in the soft light of dusk.

We highly recommend staying in one of the cave hotels in Cappadocia, from which you could admire the region's unique rock formations known as "fairy chimneys" and watch hot-air balloons slowly rising from the horizon. The real magic lies in floating above the lunar-like landscape in a hot-air balloon, allowing you to behold this enchanting land from on high.

Before basking on the stunning beaches and enjoying the rich culture of Greece, treat yourself to fresh seafood in Izmir after a day trip to Ephesus. Immerse yourself in the stories of ancient ruins and let the profound history of the remains act as a prelude to your upcoming adventures in Greece.