
2 Week Greece Itineraries & Tours
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

14 Day Trip IdeaFrom $5,700
Greece Island Explorer: Crete, Naxos, Mykonos & More

16 Day Trip IdeaFrom $14,000
Luxurious Cultural Greece Tour: Athens, Nafplio, and More

14 Day Trip IdeaFrom $5,700
Epic Culinary Tour of Aegean Flavors

15 Day Trip IdeaFrom $6,200
Spirit of Greece Tour: History, Grandeur & Romance

14 Day Trip IdeaFrom $5,700
Delights of Deities: Greece Cultural Tour

14 Day Trip IdeaFrom $5,900
The Great Aegean Escape: Greece & Turkey Vacation
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
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.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.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.

14 Day Trip IdeaFrom $5,700
Two-Week Family Vacation: Myths & Wonders of Greece

14 Day Trip IdeaFrom $5,700
Two-Week Greece Tour: Wine, History & Legends

14 Day Trip IdeaFrom $5,700
Mainland & Island Hopping Greece Adventure Tour

13 Day Trip IdeaFrom $11,500
2-Week Luxury Tour of Mainland Greece
Reviews of Zicasso's 2 Week Greece Itineraries & Tours
Based on 2359 verified traveler reviews.
If you're considering a trip to Greece, look no further than Zicasso. Our travel expert planned an unforgettable journey for our family; Athens, Mykonos, and Santorini, and every detail was executed with care, expertise, and passion.
From the moment we arrived in Athens, we were immersed in the country’s warm hospitality. Our agent made sure we had the perfect balance of sightseeing and relaxation. The historical sites in Athens, like the Acropolis and the ancient Agora, were must-sees.
Mykonos is vibrant yet relaxed. The beaches were beautiful. Every meal on this trip was a highlight. Fresh seafood, local cheeses, olive oil, and delicious pastries—each bite told a story of Greece’s deep culinary heritage.
In Santorini, we were captivated by the island’s charm—whitewashed buildings, breathtaking sunsets, and the deep blue Aegean Sea. We visited traditional villages, giving us a glimpse into the rich cultural traditions that are still very much alive.
Throughout the trip, what stood out most—beyond the stunning landscapes and ancient history—was the friendliness of the Greek people. Their warmth and pride in their culture made every moment feel welcoming and genuine.
Our agent didn’t just plan a vacation—he created an experience rooted in history, tradition, and hospitality. I can’t recommend him and Zicasso highly enough.
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We had an amazing experience working with Zicasso's travel specialist and her company's team for our two-week trip to Greece. The itinerary was thoughtful, family-friendly, and beautifully balanced, with just the right mix of cultural experiences, local flavor, recreation, and downtime. It was clear from the start that a great deal of care and collaboration went into planning this journey and the result was a trip perfectly suited to our family. Every stop, activity, and transition reflected a deep understanding of what would engage and inspire us.
What truly set our tour company apart was the exceptional Traveler Care team. Throughout the entire trip, they were consistently attentive, warm, and impressively responsive, often going above and beyond, even outside regular hours. Their real-time guidance and reassuring presence gave us complete peace of mind, allowing us to fully relax and enjoy the journey without ever feeling uncertain or unsupported.
We never once felt unsure or alone while navigating a multi-stop itinerary across several islands and regions. Thanks to the travel company, we were able to focus entirely on what mattered most: being present and making lifelong memories with our children.
If you’re planning a trip to Greece and want something truly unforgettable — not just a vacation, but a seamlessly orchestrated, soul-stirring, memory-making journey — you must work with this company! They took the time to truly understand our family and crafted an experience that felt uniquely ours at every step. Their combination of deep local expertise, personalized care, and flawless execution is nothing short of world-class. Every family should be so fortunate — the company is, quite simply, in a league of its own.
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My husband and I went through Zicasso to plan our honeymoon to Italy and Greece. This was the best decision ever! We worked closely with our travel specialist to plan our trip and she was absolutely phenomenal. This was our first international trip outside of the US, so we were a bit nervous at first! However, our specialist ensured every aspect of the trip was organized and that we were taken care of every step of the way.
The biggest relief was transportation. We did not have to give a second thought as to how we were getting places; we had drivers set up at every destination and for nearly every activity. Also, we had 24/7 support if anything were to go wrong, which gave us peace of mind.
If you are hesitant to use Zicasso for your next trip, I want you to know that I was too, but it was the best decision! We were able to personalize and tailor our trip to our needs without the hassle of dealing with the details.
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Our Zicasso travel specialist and the team were great; helpful, immediately available when needed, and they ensured everything was as planned. The trip was wonderful, with great diversity in accommodations, activities, and locations. We really loved our time.
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I cannot recommend Zicasso's trip planner enough for her exceptional travel planning services! As frequent travelers, with experience working with various travel agents, we can confidently say she is by far the best we’ve ever encountered. From the very beginning, she took the time to learn our likes and dislikes, crafting a personalized itinerary that perfectly suited our preferences.
She coordinated a dream trip for us to Greece, planning two completely different weeks for our vacation. The first week was spent touring classical Greece, where we were fortunate to have a university professor as our tour guide, enriching our experience with incredible insights. The second week included a beautiful journey through the stunning islands of Greece. Every detail was planned exceptionally well and we felt fully taken care of throughout our trip.
In the past, we’ve faced issues with travel agents, where things fell through once we were on vacation. However, that was never the case with her. She was personally available to contact during our trip, which proved invaluable when our flight was delayed. In fact, she even helped us extend our trip by a day with only four days left, allowing us to visit Santorini, which was a highlight of our journey!
Her passion for her work shines through in every interaction. She genuinely cares about her clients and possesses amazing knowledge of travel destinations. Trust her and her recommendations to take care of your travel needs, and you will not be disappointed. Thanks to her for an unforgettable trip of a lifetime!
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Zicasso's travel agent was most helpful. The accommodations she picked were perfect and everything about each hotel was fantastic, from the service to the cleanliness and friendly staff. She was very quick to respond and provide insight. I would use her again for any of my travel needs!
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