The blue lagoon village Veli Losinj on sunny day in Croatia.
28,000+ Verified Traveler Reviews
Zicasso in the News

Two Week Mediterranean Itineraries

Design My Dream Trip
Verified Traveler Reviews

A vast array of ecosystems, cultures, and experiences can be found in this special place on Earth. From ancient monuments and island paradises to amazing cuisine and colorful landscapes, a two week Mediterranean itinerary from one of Zicasso’s travel specialists will be a vacation unlike any other. Your exploration of this incredible region is made better through a personalized trip.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Santorini, Greece

14 Day Trip IdeaFrom $7,000

Gems of the Mediterranean: 14-Day Italy and Greece Tour

Rome, Florence, Venice, Athens, Mykonos +1 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
Bridge and river in Toledo, Spain with the Alcazar fortification in background

14 Day Trip IdeaFrom $5,500

Immersive 2 Weeks in Spain Tour: History, Culture & Food

Barcelona, Montjuic, Eixample, Tarragona, Valencia +13 more

14 Day Trip IdeaFrom $6,300

14-Day Ultimate Italy Highlights Tour

Naples, Rome, Vatican City, Castelli Romani, Tuscany +11 more
St Mark's Basilica in Venice, Italy

14 Day Trip IdeaFrom $6,300

Luxury Italy Tour in 14 Days

Milan, Como, Venice, Florence, Pisa +19 more
Cathedral of Palermo in Italy

14 Day Trip IdeaFrom $6,300

Two-Week Highlights of Southern Italy Tour

Naples, Pompeii, Sorrento, Amalfi, Positano +3 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.

Learn More

4.9

Reviews of Zicasso's Two Week Mediterranean Itineraries

Based on 12501 verified traveler reviews.

Ute S.
France Multigenerational Travel Review: Orleans, Paris, Versailles, Eiffel Tower, Louvre, 8 Nights

Zicasso's travel company provided a tailored package that perfectly fit the travel needs of our multigenerational group of 18.

See more

Lauren S.
Spain Trip Review: Toledo, San Sebastian, Wine Tasting, Pintxos Tour, 12 Nights

We have been very happy with everything Zicasso's travel agent planned for us. All of the days were good, but some were just amazing. We enjoyed all of it.

See more

Vicki P.
Greece Tour Review: Athens, Santorini, Mykonos, History, Culture, Tradition, Local Cuisine, Shopping, 8 Nights

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.

See more

Chris T.
Greece Vacation Review: History, Culture, Biking, Cuisine, Beaches, Olive Oil Experience, Family Time, 2 Weeks

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.

See more

Grace B.
Italy, Greece Honeymoon Review: Culture, Cuisine, Snorkeling, Cooking Class, 12 Nights

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.

See more

Tom O.
Greece Travel Review: Athens, Nafplio, Paros, Food Tour, Cooking Class, Private Catamaran Ride, Fortress, 12 Nights

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.

See more