Nafplio Greece with palm trees, boats and Bourtzi castle on the water at sunset

Two-Week Immersive Greece Road Trip Vacation

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited


Places Visited

Athens, Nafplio, Monemvasia, Olympia...

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Suggested Duration

15 Days

From incredible sunsets and ancient ruins to medieval castles and hanging monasteries, discover limitless splendor during this two-week Greece road trip. You can freely explore the Peloponnese in search of seaside cities and preserved epic theaters. Witness the birthplace of the Olympics and the home of the whispering Oracle as you dive deep into Greece’s welcoming culture, inspiring heritage, and endless mythology.

Customizable Itinerary

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Trip Highlights

  • Discover the magnificent history and layers of ancient culture at the Athens Acropolis on a private tour
  • Step into the ancient wonders of Greece with your private guide when touring Delphi in search of lingering sings of the infamous Oracle
  • Witness the inspiring Cyclopean walls of Mycenae, the home of King Agamemnon and the forces that once dominated Greece
  • Bask in the charming medieval castle town of Monemvasia, where Greek, Venetian, and Ottoman architecture edge the coastal cliff
  • Embrace the staggering views and unique positions of the monasteries at Meteora, which are located on top of soaring karsts
  • Delight in a private boat ride to Aegina Island, where you can lounge in the picturesque port and tour the ancient archeological sites
  • Indulge in the elegant ambiance of Nafplio, Greece’s first capital of a united nation, which is known for its seaside ambiance and marbled lanes
  • Pay homage to the ancient Olympic Games on a private guided tour of Olympia, which housed the games for nearly 12 centuries
  • Enjoy the stunning colors of a sunset over the Aegean Sea as seen from the ruins of the Temple of Poseidon at Cape Sounion
  • Stand in the heart of the ancient Epidaurus Theater, where a number of famous Classical Greek plays premiered over 2,300 years ago

Starting Price

$6,235 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of this Travel Agency

4.96 stars based on 280 reviews.

Greece Luxury Vacation Review: Delphi, Athens, Hydra, Santorini,...
"The entire trip was a delight! It was a pleasure to work...

Reviewed By Stephanie M.

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"We were thrilled with Zicasso’s travel agency. From start...

Reviewed By Amy C.

Greece Luxury Mother/Daughter Travel Review: Athens, Chania,...
"Yvonni was our agent/curator at the travel agency and put...

Reviewed By Corinne P.

Greece Luxury Vacation Review: Athens, Mykonos, Naxos, Santorini,...
"Our Greek experience far exceeded our expectations, primarily...

Reviewed By Robert W.

Greece Luxury Vacation Review: Crete, Cuisine, Wine, History,...
"From the moment we landed in Athens and for the next 16...

Reviewed By Mark S.

Greece Luxury Trip Review: Athens, Crete, Santorini, Private...
"Every trip, guide, driver, restaurant was timely and perfect."

Reviewed By David M.

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