The blue lagoon village Veli Losinj on sunny day in Croatia.
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Two Week Mediterranean Itineraries

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 $6,200

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.

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4.9

Reviews of Zicasso's Two Week Mediterranean Itineraries

Based on 13361 verified traveler reviews.

Ann W.
Slovenia Trip Review: Julian Alps, Trieste, Piran, Lake Bled, Hiking, 9 Days

Everything exceeded expectations!

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Lisa M.
France, Germany Travel Review: 1 Month

We had a great trip with Zicasso's tour operator! Communication was fantastic! It was a first-class experience. We had amazing accommodations and tours!

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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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gregg P.
Italy Travel Review: Vatican, Rome, Wine Tasting, 9 Nights

We had a wonderful experience, from planning our trip with Zicasso's travel designer to experiencing all Italy had to offer. She and her team worked with us when we needed to have them step in on hotel accommodations at our beach resort.

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Jeff S.
Croatia Trip Review: Local Cuisine, 10 Nights

The trip was masterfully coordinated. I highly recommend Zicasso's travel designer for anyone traveling to Croatia.

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Debby F.
Croatia, Montenegro Vacation Review: Split, Hvar, Dubrovnik, Korcula, Mljet, National Parks, History, Architecture, 14-Day Trip

My husband and I recently visited Croatia and Montenegro for two weeks. Our experience with the travel company and specifically our travel specialist far surpassed our expectations. We wanted to visit national parks and several islands, as well as the old towns of Split, Hvar, and Dubrovnik. He was able to coordinate all we wanted to see, with limited moving around from hotel to hotel, so we didn't feel rushed. When we needed to make a couple of adjustments to our daily schedule, it was changed effortlessly.

We have been on several trips through Zicasso and the most impressive thing that sets our travel specialist apart from other travel specialists we've encountered is that he was in communication with us daily to make sure our trip was flawless. I'm looking forward to visiting Croatia again and our travel specialist will definitely be the one setting up another trip for us. Thank you again!!

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