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2 Week Greece Itineraries

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

  1. Describe your dream 2 week Greece itinerary.

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

  3. Book the trip when you are satisfied.

Ratings of Zicasso's Service

Sample Itineraries

Get inspired with our sample trips below. You can have any trip tailor made for your private travelAny number of days.
Any departure date. Any experience you want.

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Breathtaking view of Athens and Parthenon, 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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

The mountains and forests of Zagori.

Greece Mainland Discovery Tour

13 Day Custom Tour

From $7,795

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Helpful Content

Reviews of Zicasso's Referral Service

4.9 stars based on 1561 reviews. See all our reviews.

Review photo submitted by Roy H.
Travel Review: Luxury Greece Vacation, Athens, Paros, Mykonos,...

"Having a local travel expert is paramount to having the...

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Greece Travel Agent Review: Athens, Amorgos, Santorini,...

"The accommodations [our travel planner] selected were wonderful....

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Greece Travel Review : Luxury 3-Week Family Trip

"We are seasoned travelers and know the difference between...

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Greece Travel Review: Luxury 2-Week Honeymoon Trip, Naxos,...

"[Our travel planner] checked in regularly on us and responded...

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Travel Review: Luxury One-Week Tour of Greece, Mykonos,...

"Each island was very different & had their own identities,...

Reviewed By Josh R.

Review photo submitted by Alysa F.
Travel Review: 13-Day Greece Vacation, Private Family Tour,...

"We had an amazing experience using the Traveler Planner."

Reviewed By Alysa F.