Greece 20-Day Tours & Itineraries

Explore 5 trips designed by local kimkim specialists to get ideas for your trip to Greece.

In 20 days, travelers can experience mainland history and at least one major Greek island chain with an itinerary based on specific interests. History-minded travelers can begin and end in Athens before visiting the sacred sites of Delos near Mykonos, prehistoric Akrotiri in Santorini, and the Palace of Knossos on Crete. Then return to the mainland to see the Cyclopean walls of Mycenae, stroll the stadium grounds at Olympia. Or, spend three weeks hopping between multiple islands in the Cyclades at an easy pace, experiencing the beaches, shopping, and cultural activities of each.
 

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Beaches of Crete
Map of Laid-Back Athens, Tinos, Mykonos, Santorini, and Crete - 20 Days
Laid-Back Athens, Tinos, Mykonos, Santorini, and Crete - 20 Days

Slow down and indulge in the rich flavors and inviting waters of Greece with this itinerary. Start in the capital, where you'll see the sights and sample the street food, before heading to the islands. Visit the hidden gem of Tinos, where you'll learn about the centuries-old marble craft. Continue on to Mykonos for some beach time before heading to Santorini, where you'll cruise around its volcanic caldera. Then make your way to Crete to explore its historic villages and relax by its magnificent lagoons before returning to Athens for a sunset sendoff.

Sunset over Meteora
Map of Mainland Greece Adventure Trip - 20 Days
Mainland Greece Adventure Trip - 20 Days

Delve into Greece's culture and history with this 20-day adventure around the mainland. Discover Athens by bicycle, and learn about classical mythology and modern art along the way, before hiking in the mountains of Meteora and the villages of Zagori. Tackle some rapids and take a dip in the turquoise waters of the Peloponnese. Then head to Nafplio, where more hiking, biking, and some cheese-making await!

Temple of Olympian Zeus, Athens
Map of Historic Athens, Mainland Greece, Cyclades, and Crete - 20 Days
Historic Athens, Mainland Greece, Cyclades, and Crete - 20 Days

Take a deep dive into the history, culture, and beauty of Greece with this itinerary. Starting and ending in Athens, you'll begin by exploring the Acropolis and the Parthenon, followed by stops in Mykonos, the sacred island of Delos, and ancient Naxos. You'll also visit prehistoric Akrotiri on Santorini and Crete's Palace of Knossos on your tour of the islands. Then return to the mainland to see the birthplace of the Olympics and the Temple of Poseidon on the Athenian Riviera.

The shores of Naxos
Map of Active Athens, Mainland Greece, Cyclades, and Crete - 20 Days
Active Athens, Mainland Greece, Cyclades, and Crete - 20 Days

In just under three weeks, you'll explore the Greek mainland and islands by hike, horse, kayak, and more. Learn to fish the traditional way before heading for the Cyclades, where you'll go surfing on Tinos and scuba diving on Naxos. Then sail over to Crete, where you'll learn to cook like the locals and trek through the stunning Samaria Gorge. Complete your journey back on the mainland with a kayaking excursion around Nafplio's imposing coastal castle. 

Bay of Nafplio and the Bourtzi Castle at sunset
Map of Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 20 Days
Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 20 Days

Go from the city to the sea and back on this comprehensive itinerary. You'll start with the Acropolis and a sunset tour of the Temple of Poseidon before venturing down to Mykonos and Santorini for farm dinners and wine tasting. Next, head to Crete's charming cities and rugged Samaria Gorge before you return to the mainland, where you'll wrap up your journey among the monuments of Nafplio.

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