Greece 16-Day Tours & Itineraries

Explore 18 trips designed by local kimkim specialists to get ideas for your trip to Greece.

Sixteen days in Greece means plenty of time on the mainland, plus exploration of at least one major Greek island chain. You might spend a few days each touring the countryside of Mykonos, cruising the caldera on Santorini, hiking the Samaria Gorge and doing cultural activities on Crete, and getting your fill of history around Athens. For an active trip, spend half your time cooking and rafting your way through mountainside Zagori villages before ferrying to Corfu to bike past the island's forts, monasteries, and stony coastline.

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Look out at the glittering sea and colorful buildings in Oia
Map of Discover Athens, Mykonos, Santorini & Crete - 16 Days
Discover Athens, Mykonos, Santorini & Crete - 16 Days

Experience some of the greatest aspects of Greece and its islands on this 16-day tour. You'll start in Athens, traveling back in time with visits to the Acropolis and the Archaeological Site of Delphi. Explore the Cycladic islands next with a tour of Mykonos and neighboring Delos. Then it's off to Santorini for sunsets and a Caldera cruise, followed by the historic sites and traditional villages of Crete before you return to Athens.

Ermoupoli town beach on Syros
Map of Relaxing Secret Cyclades - 16 Days
Relaxing Secret Cyclades - 16 Days

See the lesser-known side of the Cyclades on this 16-day  island itinerary. After sampling the street foods of Athens, you'll ferry off to the Cycladic islands that deserve just as much of the spotlight as their more-famous siblings. Tour the mansions of the Cycladic capital on Syros, explore the Tinos marble scene, bike the beaches of Naxos, and see the villages and vineyards of Ios before your return to Athens, accompanied by the sweeping of the Aegean Sea.

Drive along Greece's pristine coast on this 16-day road trip
Map of Mainland Greece Road Trip - 16 Days
Mainland Greece Road Trip - 16 Days

On this 16-day road trip across Greece, you'll see historical sites, sample local flavors, and discover beautiful castles and monasteries. Spend a few days in the capital learning about the Acropolis and enjoying the culinary delights of the modern era. Then, drive along the Peloponnese and Mani peninsulas to sample wine in Nemea, explore several archaeological sites, relax on pristine beaches, and discover picturesque villages before ending your journey back in Athens.

Taste of the Cyclades and Crete - 16 Days
Map of Taste of the Cyclades and Crete - 16 Days
Taste of the Cyclades and Crete - 16 Days

The glittering Cyclades span hundreds of miles, with centuries of history under their belt. Your trip through the island chain will start in glamorous Mykonos before a stop at relaxed Paros for lazy days of beaches and tavernas. Continue to Naxos and Ios, making your way to the volcanic sunsets and cliffside architecture of Santorini. Finally, head to Crete, where excellent cuisine and hospitality await.

Chapel in Archanes
Map of Crete & Cyclades Culinary Heritage - 16 Days
Crete & Cyclades Culinary Heritage - 16 Days

What better way to learn a culture than through food? This 16-day itinerary will take you into Greece's past and present via hands-on agricultural experiences. Head to the islands to learn cook in Tinos, visit a traditional farm and villages on Mykonos, and sample the home-grown products of Naxos. Then continue onto Crete, where you'll visit olive groves, historic homes, traditional dance performances, and more before your return to Athens.

Angelokastro Fortress on Corfu
Map of Adventurous Athens, Central Greece and Corfu - 16 Days
Adventurous Athens, Central Greece and Corfu - 16 Days

Spend 16 days exploring both central and coastal Greece after a few days in the country's dynamic capital. Start in Athens with a sail around the Saronic Gulf in search of your dinner before you spend two days amid the cliffs of Meteora.  From there you'll hike, cook, and raft your way through the mountainside Zagori villages, then hop a ferry to Corfu to bike, jeep, and kayak past the island's forts, monasteries, and stony coastline.

Elafonissi's famous pink sand beach
Map of Authentic Greek Adventure: Athens to the Cyclades - 16 Days
Authentic Greek Adventure: Athens to the Cyclades - 16 Days

Get to know Crete, Athens, and the Cycladic Islands on the 16-day version of this experiential tour. After visiting the capital city, head to Chania as your base for exploration on Crete, where you'll take in the medieval architecture and postcard-perfect Venetian port. Spend time hiking, eating, and more in a traditional village before wrapping up your journey with Santorini wine-tasting and a horseback ride on lesser-known Naxos.

Explore Santorini and enjoy the views of the Agean sea vrom villages like Oia
Map of Laid-Back Athens, Tinos, Mykonos, Santorini & Crete - 16 Days
Laid-Back Athens, Tinos, Mykonos, Santorini & Crete - 16 Days

Take your time exploring Athens and the islands on this Greece tour, following a relaxed pace from the markets of Athens to the vineyards of Nemea. Go off the beaten path to the pilgrimage island of Tinos before sailing to Mykonos for some cosmopolitan charm. You'll explore the picturesque streets of Santorini and cruise around its volcanic caldera before going to Crete. Get your fill of historic villages and luxurious beaches before wrapping up your trip back to the capital.

Palace of the Grand Master of the Knights of Rhodes
Map of Discover Rhodes, Crete, and Corfu - 16 Days
Discover Rhodes, Crete, and Corfu - 16 Days

The Colossus of Rhodes may be lost to the ages, but many of the rest of the island's historic wonders remain standing and ready to be explored on this 16-day itinerary. After a mythology tour in Athens, you'll venture out to explore Rhodes's beaches, castles, and villages. Head to Crete next to see the Minoan Palace of Knossos along with local agricultural traditions, then top off your trip in Corfu with both modern mansions and Homeric islets before you return to Athens.

The bells of Santorini
Map of Greek Panorama: Cyclades, Crete, and the Mainland - 16 Days
Greek Panorama: Cyclades, Crete, and the Mainland - 16 Days

See the highlights of Greece from the Acropolis to the Temple of Zeus and the islands in between. Start in Athens with a mythology tour, ferry to the Cyclades to tour the countryside of Mykonos, and cruise the caldera on Santorini. Head to Crete next to take in the natural beauty of the Samaria Gorge and the wonders of Knossos and Chania, visiting the temples at Delphi and Epidaurus before you depart.

The theater at Delphi
Map of Historic Athens, Mainland Greece, Cyclades, and Crete - 16 Days
Historic Athens, Mainland Greece, Cyclades, and Crete - 16 Days

This itinerary offers a chance to experience the rich history and mythology of ancient Greece from up close. Start in Athens with a tour of the Acropolis and the Parthenon, followed by an island-hopping adventure to historical sites in Mykonos, Delos, and Santorini. In Crete, you'll explore the Palace of Knossos and the Minotaur's labyrinth before returning to the mainland. Next, you'll learn about the Eleusinian Mysteries, visit the home of Helen of Troy at Mycenae, and see the best-preserved ancient Greek theater at Epidaurus. End your journey with a spectacular sunset at the Temple of Poseidon.

Enjoy delicious Greek food overlooking the Aegean Sea in Mykonos
Map of Cyclades & Peloponnese Culinary Heritage - 16 Days
Cyclades & Peloponnese Culinary Heritage - 16 Days

Eat your way across Greece on this 16-day tour of Athens, the Peloponnese peninsula, and the Cyclades islands. Start your trip with a welcome dinner in the capital before heading to Nafplio to explore the region's agriculture and visit three local vineyards. Then, it's time for a trip to the islands, where you can try some of the favorite foods and drinks of Tinos, Mykonos, and Naxos and learn to prepare your own versions of beloved dishes.

The atmospheric mountains of Zagori
Map of Mainland Greece Adventure Trip - 16 Days
Mainland Greece Adventure Trip - 16 Days

In two and a half weeks you'll go from the bustling capital to the peaceful villages of Zagori to the Venetian side streets of Nafplio with this active itinerary. Get ready to discover the Greek mainland by bicycle, kayak, and on foot, as you climb to the clifftops of Meteora, bike along the coast, and paddle in the sea below imposing castles. After all that effort, reward yourself with a sunset finale at Cape Sounion's Temple of Poseidon.

The wild beaches of Naxos
Map of Active Athens, Tinos, Naxos, and Crete - 16 Days
Active Athens, Tinos, Naxos, and Crete - 16 Days

Get ready to hike, bike, and swim your way around Athens and some of Greece's most beautiful islands. Begin and end your journey in the ancient capital, where you'll see history from the seat of your bicycle. Then soak up the beauty and culture of Naxos on horseback, learn to surf on the hidden gem of Tinos, and trek through Crete's spectacular Samaria Gorge. Reward yourself with one last Aegean sunset at the Temple of Poseidon.

The ancient Portara gate on Naxos
Map of Active Athens, Mainland Greece, Cyclades, and Crete - 16 Days
Active Athens, Mainland Greece, Cyclades, and Crete - 16 Days

You'll do more than just lounge on the beach with this adrenaline-filled itinerary. In 16 days you'll explore the Greek mainland and islands by bike, hike, kayak, and more, as you go from the classic ruins of Athens to the shores of the Cyclades to the mountains of Crete. Learn to surf off the beaten path on the island of Tinos, ride a horse along the stunning coast of Naxos, and paddle around the fortress castle of Nafplio on this unforgettable adventure.

Explore some of Greece's most beautiful natural landscapes
Map of Active Adventure in Greece: Hiking, Cycling, Swimming & Kayaking - 16 Days
Active Adventure in Greece: Hiking, Cycling, Swimming & Kayaking - 16 Days

Pack your gear and get ready for a 16-day active adventure across mainland Greece and the islands of Crete, Santorini, and Naxos. Spend a night in Athens, then head to Nafplio for an e-bike tour and Kardamyli for standup paddleboarding and snorkeling. In Chania, jump on a Trikke tour and hike through Samaria Gorge, then in Heraklion, join a 4WD safari along an ancient Minoan trail at sunset. Finish with a sea kayak in Santorini and, with the energy you have left, a trek up Mount Zas in Naxos.

Discover some of the lesser known islands of the Cyclades, like Sifnos
Map of Island Hopping From Athens Across the Cyclades - 16 Days
Island Hopping From Athens Across the Cyclades - 16 Days

Immerse yourself in the culture of Athens and six Cycladic islands on this 16-day tour, visiting local villages, farms, and wineries. Begin by exploring the Acropolis in the capital, then fly to Mykonos to hike, eat, and sip wine before hopping on a ferry to Naxos, where you'll absorb history at the Temple of Apollo and cruise around the island. Learn how to cook traditional dishes on a farm in Paros, then explore the islands of Sifnos, Milos, and Santorini on horseback, on foot, and in a Jeep.

Wander the ruins of Knossos Palace just outside of Heraklion
Map of Historic Tour Through Mainland Greece & Crete - 16 Days
Historic Tour Through Mainland Greece & Crete - 16 Days

Immerse yourself in Greece's rich culture, history, and mythology on this 16-day trip across the mainland and Crete. Begin in Athens, where you'll explore the Acropolis, visit museums, and discover the city's Ottoman history. More archaeological wonders await in Nafplio, Olympia, and Delphi as you walk in the footsteps of ancient Greeks. Finally, visit the UNESCO-listed monasteries of Meteora before flying to Crete to explore Knossos Palace in Heraklion and ride a Trikke along Chania's Venetian harbor.

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