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2 Week Greece Itineraries & Tours

Design My Dream Trip
Verified Traveler Reviews

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.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

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

14 Day Trip IdeaFrom $5,700

Greece Island Explorer: Crete, Naxos, Mykonos & More

Mykonos, Delos, Chora, Naxos, Santorini +10 more
Paros, Greece

16 Day Trip IdeaFrom $14,000

Luxurious Cultural Greece Tour: Athens, Nafplio, and More

Athens, Nafplio, Aegina, Poros, Hydra +8 more
Olive groves of Crete, the largest island in Greece

14 Day Trip IdeaFrom $5,700

Epic Culinary Tour of Aegean Flavors

Athens, Tinos, Mykonos, Little Venice, Naxos +7 more
Minoan palace of Knossos, the place where the Minotaur roamed Crete, Greece

15 Day Trip IdeaFrom $6,200

Spirit of Greece Tour: History, Grandeur & Romance

Athens, Olympia, Delphi, Mykonos, Kusadasi +1 more
Kastani Beach on Skopelos island, Greece

14 Day Trip IdeaFrom $5,700

Delights of Deities: Greece Cultural Tour

Athens, Olympia, Delphi, Thermopylae, Meteora +6 more
The old harbor of Ammoudi under Oia village on Santorini

14 Day Trip IdeaFrom $5,900

The Great Aegean Escape: Greece & Turkey Vacation

Athens, Mykonos, Kusadasi, Patmos, Rhodes +2 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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Family at Minoan Palace in Knossos, Crete, Greece.

14 Day Trip IdeaFrom $5,700

Two-Week Family Vacation: Myths & Wonders of Greece

Athens, Acropolis, Crete, Chania, Vamos +9 more
Ancient theater in Delphi, Greece

14 Day Trip IdeaFrom $5,700

Two-Week Greece Tour: Wine, History & Legends

Athens, Cape Sounion, Delphi, Spetses, Epidaurus +7 more
Corinth, Temple of Apollo one of the landmarks of Greece

14 Day Trip IdeaFrom $5,700

Mainland & Island Hopping Greece Adventure Tour

Athens, Peloponnese, Corinth, Mycenae, Epidaurus +8 more
The medieval monasteries of Meteora.

13 Day Trip IdeaFrom $11,500

2-Week Luxury Tour of Mainland Greece

Meteora, Delphi, Nafplio, Athens, Zagori +1 more

4.9

Reviews of Zicasso's 2 Week Greece Itineraries & Tours

Based on 2519 verified traveler reviews.

Krissy P.
Greece Vacation Review: Santorini, Corfu, Crete, Athens, Syros, Wine Tasting, 18-Day Trip

We traveled to Greece in September 2025 for an 18-day trip to five locations. We went through Zicasso and were paired with the primary travel company and the local partner. I cannot express how wonderful our trip was. It was apparent that every detail was carefully tailored to meet all of our wants and needs. From the transfers to the tours, and the hotel accommodations and locations, everything about it was just perfect! Highly recommended if you want a worry-free trip.

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Barbara B.
Greece Travel Review: Santorini, Naxos, Hydra, 12 Nights

It was an excellent experience. Zicasso's travel designer worked with me every step of the way to plan an ideal trip.

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Teresa R.
Greece Travel Review: 9 Nights

Zicasso's travel company was an absolute joy to work with. Our travel expert and her team listened to every bit of information we shared regarding what we were looking for in a trip to Greece. No one else paid as close attention.

The hotels, tours, and transportation were exceptional. They were always on time and delivered what they promised. The 24/7 concierge service we received was awesome, no matter how insignificant our questions were. They stayed on top of things that might impact our travel, like a strike, and communicated with us and made new arrangements efficiently. We would give more than five stars if we could.

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Joe S.
Greece Travel Review: Ithaca, Kefalonia, Olive Farm, Sailing, Kayaking, Cooking Class, 15 Nights

Zicasso's travel company was wonderful to work with and super-responsive. Our trip ticked all of the boxes; small island to large, relaxation and history, restful boutique hotels to our personalized stay on an olive farm.

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Edward M.
Greece, Croatia Travel Review: Naxos, Hvar, 13 Nights

We were very pleased with our recent travel experience with Zicasso's tour company. Their communication was excellent, keeping us updated and responding to our questions quickly. The trip was well organized, smooth, and carefully planned. The destinations were unique and thoughtfully selected, making the itinerary memorable. We highly recommend this company to anyone seeking a hassle-free and unforgettable travel experience.

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Gayathri R.
Greece Tour Review: Delphi, Santorini, 10 Nights

Zicasso's travel specialists did an excellent job. We loved the hotel in Santorini.

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