Greece 2-Week Tours & Itineraries

Explore 43 trips designed by local kimkim specialists to get ideas for your trip to Greece.

A two-week tour of Greece can pair time on the mainland with a major Greek island chain. Spend a week getting to know Athens, with day trips to Delphi and Olympia, before island-hopping among the Cyclades. 

Or, skip the mainland attractions and split your time between four islands: Try an authentic cultural adventure through Mykonos, Naxos, and Santorini, ending with Crete—a larger island that could easily take five days to explore. Options for travelers looking to get off the beaten path include the Peloponnese and Ionian islands, as well as Thessaloniki in northern Greece.

For more great itineraries, check out 2 Weeks in Greece: 4 Great Itineraries.

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White and blue churches over Santorini's caldera
Map of Discover Athens, Mykonos, Santorini, and Crete - 14 Days
Discover Athens, Mykonos, Santorini, and Crete - 14 Days

Delve into Greece's modern culture and ancient history with this exciting itinerary. Immerse yourself in Greek mythology in Athens and Delphi before beginning your island hopping adventure. Explore the picturesque streets and inviting waters of Mykonos and the volcanic island of Santorini, with a stop at the sacred island of Delos along the way. Then head to Crete for more fascinating archaeological sites, hiking in the mountains, and visits to traditional villages before returning to Athens.

Balos lagoon on Crete
Map of Laidback Athens, Tinos, Mykonos, Santorini, and Crete - 14 Days
Laidback Athens, Tinos, Mykonos, Santorini, and Crete - 14 Days

Need a vacation? Find your piece of paradise with the 2-week version of this laidback itinerary. Start with street food and native wine varietals in Athens, before heading to Tinos for a cultural tour. Glamorous Mykonos and Santorini are next, before continuing to Crete, where turquoise lagoons and village tours making sure you're fully blissed out before you go back to Athens.

Overlooking the Santorini caldera
Map of Relaxed Athens, Santorini, Naxos & Mykonos - 14 Days
Relaxed Athens, Santorini, Naxos & Mykonos - 14 Days

Head to Greece for 14 days of relaxation. Start with a culinary tour and winery day trip on the mainland before chilling island-style in the Cycladic Islands. Cruise through the caldera of Santorini, prepare a typical Greek meal on Naxos, and recline on sandy beaches throughout.

Rooftops of Thessaloniki
Map of Enchanting Northern Greece and Corfu - 14 Days
Enchanting Northern Greece and Corfu - 14 Days

Experience the lesser-known side of the country with this two-week trip across Northern Greece. You'll go from Greece's second city of Thessaloniki to living like the proverbial pasha in lakeside Ioannina, then up to the clifftop monasteries of Meteora. Continue on through the stone Zagori mountain villages to wrap up your journey on the shores of Corfu in the Ionian Sea, where you'll follow in legendary traveler Odysseus's footsteps.

The Cyclades are the quintessential Greek isles
Map of Taste of the Cyclades and Crete - 14 Days
Taste of the Cyclades and Crete - 14 Days

The glittering Cyclades span hundreds of miles, with centuries of history under their belt. The two-week version of this itinerary starts in glamorous Mykonos before a stop in Naxos for beach time and a cooking class. Then, make your way to the volcanic sunsets and cliffside architecture of Santorini. End your trip on Crete, where amazing beaches, excellent cuisine, and great hospitality await.

Ancient columns on Delos
Map of Historic Athens, Mainland Greece, Cyclades and Crete - 14 Days
Historic Athens, Mainland Greece, Cyclades and Crete - 14 Days

Get up close and personal with ancient Greece on this two-week trip. Begin at the Acropolis and its famous Parthenon before ferrying to the beautiful Cycladic Islands. Archeological stops include the sacred site of Delos, prehistoric Akrotiri, and the Palace of Knossos on Crete. End your trip on the mainland with visits to mythical Mycenae, the original Olympic stadium, and more.

A traditional village at Mani, Greece
Map of Mainland Greece Road Trip - 14 Days
Mainland Greece Road Trip - 14 Days

Take in the sights and flavors of the countryside on this two-week road trip around mainland Greece. Starting in Athens, you'll explore the Acropolis and sample local delicacies before making your way to the Peloponnese. Here you'll encounter traditional villages, ancient castles, beautiful Byzantine architecture, and fascinating archaeological sites. Go wine tasting in Nemea, consult the oracle at Delphi, and see the birthplace of the Olympics along the way.

Paleokastritsa bay on Corfu
Map of Discover Rhodes, Crete, and Corfu - 14 Days
Discover Rhodes, Crete, and Corfu - 14 Days

Odysseus's journey lasted 10 years as he tried to get home after the Trojan War. Your two-week journey will take a little less time but hopefully feel equally legendary with this itinerary. After a mythology tour in Athens, you'll head to the island of Rhodes to explore in its medieval old town. Proceed to Crete to wander the Palace of Knossos, once home to labyrinth of the Minotaur, then sail to some of the very places Odysseus set foot from Corfu before you return to Athens.

Elafonissi's famous pink sand beach
Map of Authentic Greece: Athens, Crete, and the Cyclades - 14 Days
Authentic Greece: Athens, Crete, and the Cyclades - 14 Days

Experience the romance of Crete, captivating Athens, and the classic Cyclades with the 14-day version of this adventurous itinerary. You'll use coastal Chania as your initial base for exploration, where you'll take in the medieval architecture, elegant mansions, sculpted fountains, and postcard-perfect Venetian port. Spend a few nights in a traditional village before wrapping up your journey with Santorini and lesser-known Naxos, the quintessential Cycladic island.

Greek islands
Map of Mainland Greek History & the Cyclades - 14 Days
Mainland Greek History & the Cyclades - 14 Days

Discover Athens, Delphi, and the best of the Greek islands during this fun 14-day itinerary. Visit major archeological sites, sample volcanic vintages at wine tastings on Santorini, visit an organic farm on Mykonos, sail the Athenian Riviera, and much more.

Hills of Tinos
Map of Active Cyclades: Tinos, Naxos & Ios - 14 Days
Active Cyclades: Tinos, Naxos & Ios - 14 Days

Get off the beaten path while hopping between lesser-known Greek islands on this two-week tour. Catch a wave at Kolymbithra beach, dive in Naxos, or cruise the waves of the Aegean—adventure awaits around this itinerary's every turn.

Monemvasia fortress on the Aegean
Map of Historic Peloponnese and Zakynthos - 14 Days
Historic Peloponnese and Zakynthos - 14 Days

Take two weeks to cross the stories of the Peloponnesian peninsula with this 14-day itinerary.  Start with the classics on the Acropolis, then make your way down through to the site of the kingdom of Mycenae, ancient vines of Nemea, and stadium at Olympia. Top it off with four days of shipwrecks and sea turtles on the island of Zakynthos before you return to Athens and thank Poseidon for your journey.

The old port of Chania
Map of Athens and Crete Family Adventure - 14 Days
Athens and Crete Family Adventure - 14 Days

Spend two weeks taking your family through the largest of the Greek islands with this Crete-focused itinerary. After a quick stop in Athens, you'll head out to the town of Chania to explore Crete from all angles, whether you're on a trek through the natural beauty of the Samaria Gorge, historic village tour, or interactive food experience.

Back streets of Syros
Map of Relaxing Secret Cyclades - 14 Days
Relaxing Secret Cyclades - 14 Days

While away two weeks in lesser-known islands and get a taste of Athens with this 14-day itinerary. Whether you're hiking amid the marble-rich hills of Tinos or tasting fresh produce on Naxos, these four Cycladic islands will have you asking "Santorini, who?" in no time.

Streets of Mykonos
Island History & Culture in Athens, Mykonos, Santorini & Crete - 14 Days

Gallivant through Greece with this two-week itinerary from Athens to Crete and back. After a tour of the Acropolis, you'll head to the Cycladic islands of Mykonos and Santorini, home to archaeological exploration, bright beaches, and indulgent food and wine. Keep going to the island of Crete to venture through the Palace of Knossos, storied island of Spinalonga, and spas of Elounda before you return for a final night in Athens.

Sunset over a monastery in Meteora
Map of Best of Greece: Mainland, Santorini & Crete - 14 Days
Best of Greece: Mainland, Santorini & Crete - 14 Days

Travel for two weeks across a wide span of Greece's top attractions, from the clifftops of Meteora to the Cretan seaside. You'll start by winding your way through the many columns of mainland historic attractions like ancient Delphi and Olympia. Go out to sea to Santorini for a taste of the Cyclades, then end your trip in Crete's second-largest city.

Crystal clear waters on the shores of Crete
Map of Active Athens, Mainland Greece, Cyclades, and Crete - 14 Days
Active Athens, Mainland Greece, Cyclades, and Crete - 14 Days

On this two-week adventure around the Greek mainland and islands, you'll do everything from hiking to biking to kayaking as you explore the country's beauty and culture. You'll learn to fish the traditional way in the Aegean, go trekking through the lunar landscape of Volax on Tinos, and bike your way around the beaches of Naxos. Soak up some history along the way at Delphi, Chania, and Nafplio.

Cape Amarandos on Skopelos
Map of Central Greece, Skopelos & Corfu Exploration - 14 Days
Central Greece, Skopelos & Corfu Exploration - 14 Days

Make your way across the middle of Greece with this two-week itinerary. Over the span of 14 days, you'll go from up on Mount Pelion, once believed to be the home of the centaurs, down to Skopelos island and then back up to the clifftop monasteries of Meteora and Zagori mountain villages. Go back out to sea with a trip to Corfu before you return to Athens.

The Propylaea on the Acropolis
Map of Historic Greece By Land & Sea - 14 Days
Historic Greece By Land & Sea - 14 Days

See Greece's expansive history both archaeological and nautical with this two-week itinerary. You'll start off atop the Acropolis before you head down for a bike ride through the Athenian city streets. Then set sail across the Saronic Gulf for your own personal island experience, stopping on Aegina, Poros, and Moni. Get back on land to proceed through ancient Epidaurus, Mycenae, and Corinth before you return to Athens.

Site of a former village in Samaria Gorge
Map of Active Athens, Tinos, Naxos, and Crete - 14 Days
Active Athens, Tinos, Naxos, and Crete - 14 Days

Take two weeks to discover the islands from a more active perspective with this itinerary. Learn to surf on Tinos, ride a horse along the beaches of Naxos, and even cook in the Botanical Gardens of Crete as you discover three major islands sandwiched in between your Athenian arrival and departure.

The old port of Chania, built by Venetians in the 14th century
Map of Historical and Island Adventures: Athens, Crete, and the Cyclades - 14 Days
Historical and Island Adventures: Athens, Crete, and the Cyclades - 14 Days

Experience the culture, scenery, and romance of Crete—Greece's largest island— captivating Athens, and the most "classic" Greek island group, the Cyclades, with this itinerary. After exploring the enticing Greek capital, you'll use the coastal city of Chania, with its medieval architecture, elegant mansions, sculpted fountains, and postcard-perfect Venetian port as your base of exploration. Then, head for Santorini to experience the highlights of this famous island and wrap up your adventure in lesser-known Naxos, the quintessential Cycladic island.

Spend time in Mykonos with the whole family
Map of Family Adventures in Athens and the Cyclades - 14 Days
Family Adventures in Athens and the Cyclades - 14 Days

Take two weeks for everyone to see the islands with this family-focused itinerary. After a mythology tour of Athens, you'll ferry out to Mykonos to take in everything from the archaeological site at Delos to a traditional farm dinner. Naxos is up next, with bikes and horses to transport you through its fields and beaches, followed by Santorini, where you'll end your trip with a cruise through the volcanic caldera.

Aerial view over Nafplio
Map of Mainland Greece Adventure Trip - 14 Days
Mainland Greece Adventure Trip - 14 Days

You'll tackle clifftop monasteries, river rapids, and the southern coastline on this two-week adventure. Start in Athens, where you'll explore the sights by bicycle. Then make your way to the curious rock formations of Meteora and the picturesque mountain villages of Zagori. After an excursion to the waterfall pools and alpine lakes of the Peloponnese, head to Nafplio for more hiking, biking, and a sea kayaking trip with stunning views.

Meteora
Map of Family Exploration of Mainland Greece: Athens, Delphi, Meteora, & More - 14 Days
Family Exploration of Mainland Greece: Athens, Delphi, Meteora, & More - 14 Days

Take two weeks to travel to some of Greece's lesser-visited landmarks and villages with this family-focused itinerary. Guided tours specifically designed for school-age children will help keep everyone engaged with stories from history and legend as you visit ancient monuments, gardens, and natural attractions. Start with the main sights in Athens, then hit the road up to the temples of Delphi, sky-high monasteries of Meteora, the northern bustle of Thessaloniki, and stone villages of Zagori.

Get in those caldera views
Greek Hotspots in Athens, Mykonos & Santorini - 14 Days

Take a two-week jaunt between some of Greece's most popular sites with this itinerary. Start off with a spin through Athens, enjoying a food tour, and views from the Acropolis before you ferry out to Mykonos. Cruise around the island to experience its beaches and bustling nightlife, then head to your final stop in Santorini, where you'll hike, sail, and sip your way through Cycladic culture.

Columns on Delos
Map of Past and Present in Athens, Tinos, Mykonos & Naxos - 14 Days
Past and Present in Athens, Tinos, Mykonos & Naxos - 14 Days

Some say that Greek civilization has been around so long, they've had the opportunity to try every form of government. See the results of those political experiments on this 14-day itinerary, starting in Athens, the birthplace of democracy. You'll head out to the Cyclades after an Acropolis tour to experience the food and history of the islands before you return to the city.

Colorful scenery on the Red Beach, Santorini
Explore Athens & Island-Hop Around Mykonos, Santorini & Crete - 14 Days

This exciting two-week itinerary through Greece has something for everyone: ancient history, cultural experiences, outdoor adventure, world-class beaches, and gourmet food and drink. Spend the first few days sightseeing in Athens, learning about Greek antiquity at the Acropolis and the Acropolis Museum. Then you'll head to Mykonos for relaxing beach time and a half-day cruise around nearby islands. Catch the ferry to Santorini next, exploring traditional villages and sampling locally crafted spirits — and soaking up views of truly spectacular sunsets, of course. Wrap up the trip on Crete, where you'll tour the Cave of Zeus and marvel at dramatic scenery on the drive to the legendary Elafonissi Beach, famed for its pink sands and clear blue waters.

Evening in Mykonos
Map of Essential Greece: Athens & Greek Cyclades Sailing Adventure - 14 Days
Essential Greece: Athens & Greek Cyclades Sailing Adventure - 14 Days

With two full weeks in Greece you can see many of its unmissable sights, and experience many of its greatest attractions. An ancient country littered with historic ruins, with a stunning view around every corner, on this tour you'll combine sightseeing with relaxing and sailing around on a charter yacht. Start in the buzzing capital, Athens, then move on to the cliff-side monasteries at Meteora and the famous site of Delphi. After a dose of culture and history, head to Mykonos to board your charter yacht for a multi-day sailing tour of the Cyclades islands. Enjoy the famous Aegean winds, sparkling beaches, and a slower pace of life.

Historical Corfu town
Map of Adventurous Athens, Central Greece, and Corfu - 14 Days
Adventurous Athens, Central Greece, and Corfu - 14 Days

You'll go from the bustling capital to the serenity of traditional hillside villages to the shores of Corfu on this two-week adventure.  Explore the sights and sounds of Athens by bicycle before taking to the water to fish for your dinner in the Saronic Gulf. Next, you'll trek through the mountains of Meteora and Zagori, where you'll learn to cook a three-course Greek meal. Hop on a ferry to Corfu to end your journey with some hiking, biking, and kayaking along the beach to the fortresses of the Old Town.

Peloponnese Waters
Athens, the Peloponnese, Delphi & Santorini - 14 Days

Travel across the Peloponnesian peninsula and dive into Greek history with this 14-day itinerary. After a brief stay in Athens, go down to the sea to visit Nafplio, Ancient Olympia, and Delphi. Set sail for the quintessential Greek island of Santorini to end your journey on its stunning caldera.

The National Academy in Athens
Map of Greek Panorama: Athens, the Cyclades, and Crete - 14 Days
Greek Panorama: Athens, the Cyclades, and Crete - 14 Days

Start your grand tour with a guided trip to the Acropolis in Athens. Then, cruise to Mykonos and Santorini for some island luxuriating, trek Crete's beautiful Samaria Gorge, and top it off with the Peloponnesian peninsula and a trip to a working olive grove, one connection between history and present.

See the sea
Map of Family Highlights of Greece: Athens, Meteora, Delphi, Naxos & Santorini - 14 Days
Family Highlights of Greece: Athens, Meteora, Delphi, Naxos & Santorini - 14 Days

This two-week itinerary will take your whole family to some of Greece's most popular spots on both land and sea. You'll start on the mainland, with a mythology experience in Athens followed by an excursion to the clifftop monasteries in Meteora. Seek Apollo's oracle at the ruins of Delphi, then head out to the islands. Enjoy the island-grown cuisine and beaches of Naxos, then hike the Santorini caldera before you return to Athens to watch the sun set over the Temple of Poseidon.

Looking down at the Old Town in Naxos from the castle
Culture & Adventure in Athens, Naxos & Santorini - 14 Days

Spend two weeks exploring Athens and some of the highlights of the Cyclades with this itinerary. You'll start atop the Acropolis before getting down into the streets of Athens for a morning bike tour, then head over to the Cycladic islands of Naxos and Santorini. Lounge on the beaches, sample some highlights of island cuisine, and hike alongside the famous caldera before you return to Athens.

Panoramic view of Athens
Map of Discover Athens, Thessaloniki & Crete - 14 Days
Discover Athens, Thessaloniki & Crete - 14 Days

Spend two weeks exploring the Greek cities of Athens and Thessaloniki and the island of Crete with this comprehensive itinerary. Start and end in the capital, where you'll tour its neighborhoods on foot and on two wheels, discover its most photogenic spots, indulge in Athenian cuisine, and learn about ancient mythology straight from the source. In Thessaloniki, you'll discover a rich history spanning several eras and visit archaeological sites on a walking tour. Then head to Crete, where you'll roam the quaint Venetian lanes of Chania's Old Town and tour the ruins of the Palace of Knossos.

Kayak over the ruins of Epidaurus
Map of Greek History, Nature, and Culture for Families: Athens & the Peloponnese - 14 Days
Greek History, Nature, and Culture for Families: Athens & the Peloponnese - 14 Days

Take older kids and teens on this two-week itinerary that will get you out into some of the most interesting natural landscapes in Greece. You'll start in Athens, exploring the capital's parks and street art scene, then head to Nafplio to explore ancient theaters and monuments by both land and sea. Visit the castles of the Mani Peninsula, learn about Greek cooking in Kalamata, and tour the Classical-era temples at Delphi before you head home.

So much to stumble upon
Map of Cyclades & Peloponnese Culinary Heritage - 14 Days
Cyclades & Peloponnese Culinary Heritage - 14 Days

Spend two weeks treating yourself to some of Greece's finest food and wine traditions. You'll start with four days among the fields of Nafplio in the Peloponnese, followed by a full week in the Cyclades where you'll learn to cook on Tinos, visit a Mykonian farm, and tour the tavernas of Naxos. Cap it off with a cooking class under the Acropolis upon your return to Athens. 

Lindos village and castle, Rhodes Island
Discover Athens and the Greek Islands of Lemnos, Kos & Rhodes - 14 Days

This action-packed two-week tour around Greece offers everything from Roman ruins and archaeological museums to island-hopping, a wine tasting, and a visit to a butterfly habitat. You'll kick off the tour in Athens, doing some traditional sightseeing and enjoying a food tour of the capital. Then you'll fly to Leros, a lesser-visited Greek island known for its beaches and historic windmills. Next, it's off to the island of Kos, where you'll swim and sunbathe on the beach, then tour the island's historic castles. The adventure ends with several days on the island of Rhodes, where the itinerary includes visits to quaint villages, a day trip to an idyllic island, a Greek wine tasting, and sunset with a spectacular view over the sea.

Take a sunset bike tour in the Mani Peninsula
Map of Greek Culture & Adventure for Families: Athens & the Peloponnese - 14 Days
Greek Culture & Adventure for Families: Athens & the Peloponnese - 14 Days

Your school-aged children can learn about Greek culture in a sun-filled and interactive style on this itinerary. You'll start off by creating comic books or learning some Greek language skills in Athens. Then head to the Mani Peninsula, full of beautiful beaches and stone villages to explore. Finish your trip in the famous olive region of Kalamata, with cooking lessons, archery, scenic hikes, and more.

Figs in the Cretan sun
Map of Cyclades & Crete Culinary History Tour - 14 Days
Cyclades & Crete Culinary History Tour - 14 Days

Greece has been growing crops ranging from chickpeas and cucumbers to pomegranates  and walnuts since the days of antiquity. Spend two weeks sampling the fruits of their finely honed labor with this 14-day culinary and cultural tour. Whether you're learning to cook on Tinos or exploring the villages of Crete, the craftsmanship will be obvious in every bite.

The ruins of Hadrian's Library, Athens
Map of  Urban Adventures and History in Athens & Thessaloniki - 14 Days
Urban Adventures and History in Athens & Thessaloniki - 14 Days

Get ready to explore the best corners of Athens and Thessaloniki and their surrounding regions with this two-week itinerary. Start your adventure in the capital, where you'll immerse yourself in its rich history, mythology, and of course, food! Take part in a bicycle excursion, photo safari, and a jaunt through the markets of Athens before heading north to Thessaloniki. There, you'll wander the cobbled streets of Ano Poli and learn about the city's unique patchwork of cultural influences. Finish your journey back in Athens with a cooking class and an unforgettable sunset farewell.

Chora, Naxos
Map of Athens and the Cyclades for Families: Athens, Tinos, Naxos & Santorini - 14 Days
Athens and the Cyclades for Families: Athens, Tinos, Naxos & Santorini - 14 Days

The whitewashed architecture of the Cyclades is one of the most classic Greek images. Spend two weeks amid this island chain's charms with this family-friendly itinerary full of hands-on activities for school-aged children. You'll start off with games and stories in Athens, then head to Tinos to learn about the art of marble sculpting. From there, you'll visit the villages and beaches of Naxos before you wrap up your trip along the rim of Santorini's famous caldera.

Enjoy the beaches of Crete
Map of Interactive Athens and Crete for Families - 14 Days
Interactive Athens and Crete for Families - 14 Days

This two-week itinerary gives you and your school-aged children plenty of time to get their hands on Greek cultural activities in Athens and the major cities of Crete. Start in Athens, where you can paint the Parthenon and exercise like an Olympian at the Panathenaic Stadium. You'll fly to Crete, where you'll participate in mosaic-making workshops, archaeological adventures, and botanical treasure hunts, alongside plenty of time to wander at your own pace or relax on the beach.

The Temple of Apollo on Naxos
Greek History & Gourmet Adventure in Athens, Naxos & Amorgos - 14 Days

Food and wine enthusiasts — especially those looking to get off the beaten path a bit — will love this two-week itinerary around Athens and a pair of Greek islands. The trip starts with a few days in Athens, where you'll get oriented in Greek history and mythology. Then it's off to the island of Naxos, where you'll sample local sweets and visit a family-run olive oil farm. You'll also enjoy a day of sailing on the Aegean Sea before continuing to the lesser-visited island of Amorgos for several days of eating, drinking, and sunbathing. Learn how to prepare Greek food during a cooking class, sip wine with a sunset view, and pick up some bottles of locally produced olive oil to take home with you. You'll head back to Athens for one last Greek meal before the trip comes to an end.

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