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14 Day Greece Itineraries

Ratings of Zicasso's Service

The best Greece vacation encompasses a wide range of experiences. With Zicasso’s experts, unlock unlimited potential as you can explore ancient temples, hike island mountains, or simply relax in paradise with delectable cuisine at your side. A 14-day Greece itinerary with Zicasso offers the chance to embark on a trip of a lifetime tailor made for you.

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your dream 14 day Greece itineraries.

  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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Visit the Mani region in the south of the Peloponnese, where every house is a monument from Byzantine times, Greece

Uncovering the History & Culture of Greece Vacation

14 Day Custom Tour

From $3,495

History and culture of Western Civilization will reveal 4,000 years of tradition on your 14-day historical Greece tour. From the famous images of the Parthenon to gilded Byzantine churches, the dramatic walls of Mycenae to the Venetian streets of charming harbors, you will step into history in a time-honored setting uncovering the often-overlooked treasures of Greece along the mainland, islands, and Peloponnese Peninsula.

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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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Kalambaka is a Greek city at the very foot of the Meteora rocks, on which the world famous Meteora monasteries are located.

Northern Greece Vacation: Off the Beaten Path to Corfu

14 Day Custom Tour

From $3,495

Byzantine treasures and whispering oracles will emanate from the dramatic landscapes and uninhibited history on your 14-day off the beaten path Greece tour focused on exploring Northern Greece. Preserved traditions will meet the relaxed ambiance shaped by ancient cultures, Ottoman occupation, and enchanting fairytale villages known as the Zagorohoria. Your custom-tailored tour of Greece will immerse you in adventure and discovery uncovering heritage, wonder, and beauty.

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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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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.
Visit the ruins of the Acropolis, Athens, Greece

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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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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Reviews of Zicasso's Referral Service

4.93 stars based on 1255 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,...
"Dimitrios and Bianca were wonderful every step of the way."

Reviewed By Karin K.

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

Reviewed By David C.

Luxury Greece Trip Review: Naxos, Santorini, Crete, Peloponnese...
"We are extremely pleased with our travel agency. The owner,...

Reviewed By Michael H.

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

Reviewed By Lorraine A.

Greece Travel Review: Athens, Mykonos, Naxos, Santorini,...
"Most impressive was George’s attention to detail and support...

Reviewed By Gary P.