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

Two Week Mediterranean Itineraries

Ratings of Zicasso's Service

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.

Get Your Dream Vacation

  1. 1.

    Describe your dream trip.

  2. 2.

    We match you with top travel specialists. They compete to plan your vacation.

  3. 3.

    Book the trip when you are satisfied.

Ratings of Zicasso's Service

Tailor Made Itineraries

Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

Santorini, Greece

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

14 Day Custom Tour

From $3,845

Discover history, culture, and natural beauty during your two-week best of Italy and Greece tour. From the Colosseum in Rome to the Parthenon in Athens and from Venice’s canals to Santorini’s Caldera, you will have an experience that immerses you in over 3,000 years of Western Civilization and contemporary luxury. Specialized guided tours, private transfers, and gorgeous accommodations help bring the best of the Mediterranean to light.

View Custom Itinerary
Ancient theater in Delphi, Greece

Two-Week Greece Tour: Wine, History & Legends

14 Day Custom Tour

From $3,495

Beauty becomes grandeur and legend becomes history during your personalized luxury tour of Greece offering an odyssey of adventure. Stunning ruins, bleached mountains, whitewashed homes, and turquoise waters accentuate the iconic charms of the mainland as the Peloponnese and Cycladic islands connect the deep well of antiquity with contemporary comforts. Uncover the path of the Minotaur and listen for whispers of the Oracle at Delphi, and then search for wisdom at the Parthenon dedicated to Athena and watch the sun fade beyond a majestic caldera. Indulge in marbled lanes, dramatic fortresses, and the lush countryside for an epic exploration only Greece could accomplish.

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

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

14 Day Custom Tour

From $3,355

Travel from Barcelona to Madrid the long way around, through Toledo, Valencia, and Andalusia. Think coastal bliss, fairytale towns, grand monuments, and all those stories from yesteryear. This is the grand 14-day Spain tour, encompassing many of the world-famous highlights and some hidden little gems. Handcrafted for first-time visitors the tour has everything from El Greco to Gaudi, palaces to villages, flamenco, and tapas to historical art, markets and monuments.

View Custom Itinerary

14-Day Ultimate Italy Highlights Tour

14 Day Custom Tour

From $3,845

Discover for yourself the quintessence of Italy as you enjoy pizza in Naples, pasta in Bologna while taking in the cliffside colors and lively cities. Journey through the Venetian canals, the Tuscan vineyards, the Roman plazas, and the Florentine domes, and at no point will you have seen enough. In a country of beautiful regional contrasts, each destination will bring its own authenticity and intimate local appeal. From Amalfi to Venice, it is all so different, and that is the greatest highlight of this customized tour.

View Custom Itinerary
St Mark's Basilica in Venice, Italy

Perfect Two Weeks in Italy Tour 2022-2023

14 Day Custom Tour

From $3,943

Classic beauty and indelible charm will radiate from ancient ruins, Renaissance artwork, and captivating coastlines during your custom-tailored 2-week tour of Italy. The iconic wonder of Italy will seduce you with panoramas of the rugged Amalfi Coast and the glamour of St. Mark’s interior shimmering with gilded mosaics. The Colosseum reflects remarkable achievement of ancient engineering and the Uffizi Gallery displays the triumphs of spirited expression. Wander along the cherished shores of Lake Como and travel into the past while strolling down the streets of Pompeii. Embrace Italy as an embodiment of culture with classic style and timeless charisma.

View Custom Itinerary

Two-Week Highlights of Southern Italy Tour

14 Day Custom Tour

From $3,845

Southern Italy offers a genuine contrast to the icy elegance of the North as this is a land that has no time for the inauthentic. This luxurious, 14-day tour of the Bay of Naples, the Amalfi Coast, and Sicily’s capital is handcrafted to reveal what is unique about the South while offering all the sights, sounds, and flavors that have made Italy one of the most sought after destinations in Europe. From the heights of Mount Vesuvius to the depths of the Grotta Azzurra, this adventure will ensure that there is nothing to distract you from the rich heritage and cultural legacy that are waiting for you.  

View Custom Itinerary

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.

Helpful Content

Reviews of Zicasso's Referral Service

4.89 stars based on 8482 reviews.

Travel Review: Italy, Slovenia, Croatia, and Bosnia 3-Week...
"[Our travel planner was] always accessible during our trip...

Reviewed By Elliot A.

Spain Tour Review: Seville, Barcelona, Culture, History,...
"Overall it was an amazing trip..."

Reviewed By Courtney A.

Greece Luxury Trip Review: Athens, Crete, Meteora, Santorini,...
"We could not have crafted this incredible adventure without...

Reviewed By Deborah B.

Luxury Turkey Travel Agent Review: 10-Day Solo Tour, Istanbul,...
"Even in the midst of the pandemic, [this company] was able...

Reviewed By Rafael G.

Croatia Group Trip Review: Split, Hvar, Dubrovnik, Culture,...
"[Our travel planner] was extremely attentive to all our...

Reviewed By beth g.

Italy Vacation Review: Rome, Ravello, Cooking Class, Truffle...
"Guilio was attentive and listened to what we wanted to...

Reviewed By Kathleen G.