Best Greece 2-Week Tours & Itineraries - Compare 48 Trip Ideas

White and blue churches over Santorini's caldera

Discover Athens, Mykonos, Santorini & 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 visiting traditional villages before returning to Athens.

Laid-Back Athens, Tinos, Mykonos, Santorini & Crete - 14 Days

Find your piece of paradise with the two-week version of this laid-back 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 ensure you're thoroughly blissed out before you return to Athens.

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.

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

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.

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.

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.

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.

Head to the quaint village of Vamos on Crete

Authentic Greece: Athens, Crete & 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 base, taking in medieval architecture, elegant mansions, sculpted fountains, and a postcard-perfect Venetian port. Spend a few nights in Vamos, a traditional village, before wrapping up your journey with Santorini and lesser-known Naxos.

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.

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.

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.

Relaxing Secret Cyclades - 14 Days

While away for two weeks in lesser-known islands, get a taste of Athens with this itinerary that focuses on relaxation. Whether 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.

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.

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.

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.

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.

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.

Crystal clear waters on the shores of Crete

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.

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.

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.

Site of a former village in Samaria Gorge

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

Historical & Island Adventures: Athens, Crete & the Cyclades - 14 Days

Experience Greece's largest island, Crete's, culture and scenery, captivating Athens, and the most "classic" Greek island group, the Cyclades, with this itinerary. After exploring the 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. 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.

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.

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.

Spend time in Mykonos with the whole family

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Take a sunset bike tour in the Mani Peninsula

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.

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.

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.

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.

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.

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.

See the world-famous Temple of Erectheion at the Acropolis

Luxury Journey Through Ancient Greece: Athens, Crete & Peloponnese - 14 Days

Dive into the ancient history, culture, and gastronomy of Athens, Crete, and the Peloponnese with this two-week luxury tour that ticks off the classical highlights. Start in the country's capital for private tours of the Acropolis and Athens' modern-day neighborhoods, then fly south to Crete for authentic experiences in idyllic hilltop and lakeside hamlets. Throw in a sunset cruise, private vineyard tours, and 5-star accommodation, and you'll leave feeling refreshed and inspired.

Stay two nights in a cliffside hotel in Mykonos (photo courtesy of Cavo Tagoo Mykonos)

Luxury Highlights of Greece: Athens, Mykonos, Naxos, Santorini & Crete - 14 Days

This two-week tour of Greece combines elegant luxury with action-packed fun, starting in Athens, where you'll visit the ancient Acropolis and drive along the scenic Athenian Riviera. Then, you're off to Mykonos for fresh oysters and a sunset catamaran cruise. From here, hop a ferry to Naxos and take a high-speed boat tour of its pristine beaches, followed by Santorini for wine tastings and seaside dining. End with Crete's impressive Knossos Palace and the pale pink sands of Balos Beach.

Explore the tranquil waters of Crete's Balos Beach with a private speedboat tour

Luxury & Adventure in Greece: Athens, Crete & Santorini - 14 Days

Outdoor adventures meet ultimate luxury on this two-week trip around Greece. Explore Athens by bike and kayak to the Temple of Poseidon, then you're off to Crete and the ancient city of Chania. Walk the streets of the Old Town, venture into the Samaria River Gorge, and relax on the pink sands of Balos Beach before transferring to Heraklion for visits to the Cave of Zeus and Knossos Palace. End in Santorini, cruising around the island via catamaran and savoring a decadent picnic at a local organic farm.

Sail your cares away on this luxury sailing vacation in the Cyclades

Luxury Sailing in the Cyclades: Santorini, Paros & Mykonos - 14 Days

Experience quintessential Greek islands and the warm breeze of the Cyclades on this first-class, two-week sailing vacation. After a 5-star welcome at one of Athens' top hotels, explore the city with private tours before jetting off to Santorini for sunset wine tasting and a spa afternoon. Sail to Paros and Mykonos via your own private yacht, with luxurious stays on each, while experiencing the best of the archipelago's beaches, charming towns, and snorkeling spots.

Dine overlooking the South Aegean on Naxos island (photo courtesy of 18 Grapes Hotel Naxos)

Luxury Greek Gastronomy Tour: Athens, Nafplio, Santorini & Naxos - 14 Days

See and taste the best of Greece and its islands on this fun-filled two-week luxury tour, starting in Athens for a private tour of the Acropolis and a Greek wine tasting. From here, you're off to historic Nafplio for a decadent dinner with a personal chef. Then it's time to hop on a ferry to Santorini and then Naxos for sailing and catamaran cruises and visits to local farms known for cheesemaking and wine. Finish back in t with a scenic drive along the Athenian Riviera to finish the adventure.