The blue lagoon village Veli Losinj on sunny day in Croatia.

Two Week Mediterranean Itineraries

Ratings of Zicasso's Service
<p>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.</p>

A vast array of ecosystems, cultures, and experiences can be found in this special...

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.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
Santorini, Greece

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

Places Visited: Rome, Florence +4 more
Places Visited: Rome, Florence, Venice, Athens, Mykonos +1 more

14 Day Custom Tour

From $7,000

Ancient theater in Delphi, Greece

Two-Week Greece Tour: Wine, History & Legends

Places Visited: Athens, Cape Sounion +10 more
Places Visited: Athens, Cape Sounion, Delphi, Spetses, Epidaurus +7 more

14 Day Custom Tour

From $5,700

Bridge and river in Toledo, Spain with the Alcazar fortification in background

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

Places Visited: Barcelona, Montjuic +16 more
Places Visited: Barcelona, Montjuic, Eixample, Tarragona, Valencia +13 more

14 Day Custom Tour

From $5,500

14-Day Ultimate Italy Highlights Tour

Places Visited: Naples, Rome +14 more
Places Visited: Naples, Rome, Vatican City, Castelli Romani, Tuscany +11 more

14 Day Custom Tour

From $6,300

St Mark's Basilica in Venice, Italy

Luxury Italy Tour in 14 Days

Places Visited: Milan, Como +22 more
Places Visited: Milan, Como, Venice, Florence, Pisa +19 more

14 Day Custom Tour

From $6,300

Cathedral of Palermo in Italy

Two-Week Highlights of Southern Italy Tour

Places Visited: Naples, Pompeii +6 more
Places Visited: Naples, Pompeii, Sorrento, Amalfi, Positano +3 more

14 Day Custom Tour

From $6,300

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.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Featured Articles

How to Spend 2 Weeks in the Mediterranean
Côte d'Azur or French Riviera in France
How to Spend 2 Weeks in the Mediterranean

How to tour the Mediterranean in two weeks depends on your travel preferences and style, but our examples of how to structure your personalized trip are a guide to dividing your time to experience the beauty of the region.

From the whitewashed walls of famous Greek island architecture to the rolling emerald hills of central Italy, colorful culture that celebrates tradition to coastal towns that connect historic charm with contemporary grandeur, the Mediterranean features layered civilizations with timeless customs. Whether interested in wine and cuisine or ruins and romance, the region possesses endless wonders.

A custom-tailored Zicasso tour can help you understand your travel preferences and needs so you can craft the right Mediterranean trip for you.

Read More    >

Reviews of Zicasso's Referral Service

4.91 stars based on 12501 reviews.

France Multigenerational Travel Review: Orleans, Paris,...

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

Reviewed By Ute S.

Spain Trip Review: Toledo, San Sebastian, Wine Tasting,...

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.

Reviewed By Lauren S.

Greece Tour Review: Athens, Santorini, Mykonos, History,...

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.

Reviewed By Vicki P.

Greece Vacation Review: History, Culture, Biking, Cuisine,...

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.

Reviewed By Chris T.

Italy, Greece Honeymoon Review: Culture, Cuisine, Snorkeling,...

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.

Reviewed By Grace B.

Greece Travel Review: Athens, Nafplio, Paros, Food Tour,...

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.

Reviewed By Tom O.