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2 Week Greece Itineraries & Tours

Ratings of Zicasso's Service

Indulge in a vacation that encompasses a lavish lifestyle. Savor fine food and wine, unwind on pristine island beaches, and get lost in your imagination when you encounter Greece’s enchanting ancient history. From Athens to Crete, your ideal 2-week Greece vacation starts with Zicasso’s local experts. Design your perfect Aegean getaway today.

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your dream 2 week Greece itinerary.

  2. 2

    We match you with up to 3 top travel specialists (travel agencies). They compete to plan your vacation.

  3. 3

    Book the trip when you are satisfied.

Ratings of Zicasso's Service

Tailor Made Itineraries

Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

Chania is a beautiful resort town with a long history, Crete, Greece

Greece Island Explorer: Crete, Naxos, Mykonos & More

14 Day Custom Tour

From $3,495

Explore and experience iconic beaches and enchanting panoramas during your 14-day Greece island-hopping vacation. You will travel to four islands known for their combination of pink and white beaches, whitewashed villages, and fascinating ancient ruins. Your tour will be custom-tailored to immerse you in Greece’s history and heritage as you traverse the marvels of Crete, Mykonos, Naxos, and Santorini for an unforgettable Mediterranean getaway.

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Olive groves of Crete, the largest island in Greece

Epic Culinary Tour of Aegean Flavors

14 Day Custom Tour

From $3,495

Blend the traditions of contemporary culture and ancient heritage during your 14-day Greece food tour. Diverse flavors from around the Mediterranean will influence centuries-old recipes while exclusive wines will showcase the strong roots of viticulture around the Aegean Sea. Ancient ruins and Venetian architecture will decorate charming landscapes as you find wild herbs, sample aromatic liqueur, and uncover secret tastes to find the culinary essence of Greece.

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Minoan palace of Knossos, the place where the Minotaur roamed Crete, Greece

Spirit of Greece Tour: History, Grandeur & Romance

14 Day Custom Tour

From $3,495

Discover how the culture and spirit of the Mediterranean have withstood the tests of time during your 14-day romantic Greece tour. Inspiring mythology, charming cliff-side vistas, and sensational beaches will dazzle you. Whether indulging in island beauty during a honeymoon or embracing the enchanting ambiance of the ancient world during a couple’s getaway, you will wander in passionate legends and enjoy historic sites that shaped the Western World.

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Kastani Beach on Skopelos island, Greece

Delights of Deities: Greece Cultural Tour

14 Day Custom Tour

From $3,495

Celebrate timeless beauty and tradition during your 14-day cultural tour of Greece that makes Classical history tangible. Customized to your interests, you will explore secluded ancient monasteries and picturesque coastlines. Witness the iconic image of the Parthenon looming above Athens and the remaining mythical ramparts of Mycenae. Whether a connoisseur of antiquity or an enthusiastic art-lover, you will delight in the cultural marvels of Greece.

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The old harbor of Ammoudi under Oia village on Santorini

The Great Aegean Escape: Greece & Turkey Vacation

14 Day Custom Tour

From $3,565

Escape from the mundane on this 14-day expedition through the Aegean Sea. Don’t wait for a reason to get up and see the splendors of Greece, from the marbled walkways to the glowing white houses, the perseverant pillars to the Moorish designs. If the ruins could, they would speak for themselves, but you won’t know their story if you don’t visit. The beatitudes of the Aegean cannot be viewed from home and only experienced along the land and sea of your wildest dreams. It’s never too late to make those dreams come true. There’s no better time than now to make your escape to Greece.

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You can spend the night in one of these medieval houses in Naxos, Greece

Two-Week Family Vacation: Myths & Wonders of Greece

14 Day Custom Tour

From $3,495

Your two-week family Greece tour will bring adventure and timeless memories on an immersive excursion into marvelous history, enchanting scenery, and captivating mythology. Medieval homes and Venetian towers, ancient temples, and preserved villages will highlight the wonders of the heritage. Swim in the warm Aegean Sea, follow in the footsteps of Zeus and enjoy masterful flavors of traditional cuisine for the ultimate family-friendly Greece tour.

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Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.
Ancient theater in Delphi, Greece

Two-Week Greece Tour: Wine, History & Legends

14 Day Custom Tour

From $3,495

Beauty becomes grandeur and legend becomes history during your personalized luxury tour of Greece offering an odyssey of adventure. Stunning ruins, bleached mountains, whitewashed homes, and turquoise waters accentuate the iconic charms of the mainland as the Peloponnese and Cycladic islands connect the deep well of antiquity with contemporary comforts. Uncover the path of the Minotaur and listen for whispers of the Oracle at Delphi, and then search for wisdom at the Parthenon dedicated to Athena and watch the sun fade beyond a majestic caldera. Indulge in marbled lanes, dramatic fortresses, and the lush countryside for an epic exploration only Greece could accomplish.

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Corinth, Temple of Apollo one of the landmarks of Greece

Mainland & Island Hopping Greece Adventure Tour

14 Day Custom Tour

From $3,495

From the cradle of Western civilization to island hopping across the Aegean, welcome to two weeks of chic cafes, charming villages, lively heritage, and magnificent old ruins. Mix the classical past with the relaxed coastal present, then travel into time-warped settings, where you live out mythical tales. Handcrafted to incorporate a complete variety of Greek highlights, this is the very best of the mainland and island Greece in two weeks.

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The mountains and forests of Zagori.

2-Week Luxury Tour of Mainland Greece

13 Day Custom Tour

From $7,015

Indulge in splendor and celebrate discovery during this 13-day luxury Greece tour. Experience the marvels of Greece's overlooked mainland, traverse remote mountain villages, and reach the pinnacles of soaring monasteries. Whether enjoying the marbled walkways of an elegant seaside town or basking in the vista of a preserved historic castle, this Greece trip will allow you to bask in luxury, immerse you in the culture, and highlight Greece's history.

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We Work With the Best Greece Travel Agents for 2 Week Tours

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More About 2 Week Greece Tours

Greece Travel Guide
Agios Nikolaos, Greece
Greece Travel Guide

Explore the ancient world and enjoy modern comforts in the ideal destination of Greece.

With our Greece Travel Guide you can access the details and inspiration you need to create the perfect vacation.

From island paradises and cultural wonders to culinary delights, your customized trip to Greece will be made even better when you plan with the experts. Get connected with a travel specialist to learn more.

Read More    >
Best Time to Visit Greece
Scenic view of traditional cycladic houses with flowers in foreground in Oia village, Santorini, Greece.
Best Time to Visit Greece

The best time to visit Greece is in the spring to early summer, or in the fall.

However, Greece can be a year-round destination as each season offers something unique to travelers.

Whether you wish to visit the shimmering islands of Crete and Santorini for your honeymoon or want to explore the mainland with your family, your best time to visit depends on how you wish to experience Greece.

Read More    >
How to Plan a Trip to Greece: Frequently Asked Questions
Symi Island, Greece
How to Plan a Trip to Greece: Frequently Asked Questions

In this guide to preparing for a trip to Greece, we answer the most common travel questions and provide tips to make your trip more meaningful.

Greece is a popular European destination in the Mediterranean that welcomes travelers wishing to explore its ancient origins, spend time on gorgeous islands, and indulge in regional flavors and culinary traditions. However you want to discover Greece, you can ensure your trip is successful with our travel insights.

We share everything you need to know before you go on vacation so you can enjoy the pleasures of traveling without the stress of planning an international trip.

Read More    >
Top 7 Things to Do in Greece
Rock pillars and monestaries of Meteora, a UNESCO world heritage site in Thessaly, Greece.
Top 7 Things to Do in Greece

Greece is a country with endless essential experiences and countless things to do.

From culturally immersive tours to leisurely lounging on the beach, learning the art of artisan crafts to witnessing the breathtaking UNESCO World Heritage Sites, the powerful allure of Greece stretches from the mainland to the islands.

Discover the authentic and customizable things to do in Greece for your perfect trip.

Read More    >
6 Best Places to Visit in Greece
The town Oai on the Caldera of Santorini, Greece.
6 Best Places to Visit in Greece

Greece invites travelers eager to explore ancient ruins, sparkling beaches, and more at the following must-see destinations.

Greece takes you beyond the dreamy ideals of whitewashed architecture and massive marble statues to shine a light on the intimate beauty of life’s finer details. Ruins bleached by millennia of sunlight tower over the diverse landscape and azure waters spread across more than 6,000 islands. Greece is a cultural treasure chest with beaches sparkling along the coast of famous islands.

To best consider your trip design, the following destinations offer essential experiences to inspire your travels.

Read More    >

Reviews of Zicasso's Referral Service

4.92 stars based on 1446 reviews.

Greece Review: Mykonos Island Tour, Sailing, Food Tours,...
"The tour guides were fabulous, and some of the best we...

Reviewed By Jennifer J.

Luxury Greece Vacation Review: Crete, Santorini, Naxos,...
"Panos is a gentleman and patiently worked with us through...

Reviewed By David C.

Luxury Anniversary Vacation Review: Greece, Imerovigli Village,...
"Once again, Zicasso connected me with a superb travel agent...

Reviewed By Jeffrey S.

Family Greece Vacation Review: Crete, Santorini, Palaces,...
"From the moment we started planning the trip through our...

Reviewed By Deanna M.

Luxury Greece Vacation Review: Athens, Crete, Naxos, Santorini,...
"The trip planned by Dimitrios was perfectly executed."

Reviewed By Lorraine A.

Luxury Greece Family Travel Review: Athens, Crete, Acropolis,...
"Irene's Company and all her Staff are absolutely among...

Reviewed By Devang D.