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

Two Week Mediterranean Itineraries

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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.

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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.

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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.

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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.

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Mediterranean sea on the Amalfi coast

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.

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St Mark's Basilica in Venice, Italy

Perfect Two Weeks in Italy Tour 2022-2023

14 Day Custom Tour

From $3,845

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.

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Skyline and Bay in Naples, Italy.

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.

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Featured Articles

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

How to visit the Mediterranean in two weeks depends mainly 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 essential 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 luxurious 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 fo...

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Reviews of Zicasso's Referral Service

4.9 stars based on 8698 reviews.

Greece Review: Mykonos Island Tour, Sailing, Food Tours,...
"The tour guides were fabulous, and some of the best we...

Reviewed By Jennifer J.

Spain Travel Review: La Rioja, Southern Spain, History,...
"Luis did a fantastic job of being flexible to accommodate...

Reviewed By Raghu R.

Travel Review: Israel Luxury Vacation, Masada National Park,...
"We saw so much, learned so much, and explored the history...

Reviewed By David S.

Croatia Trip Review: Dubrovnik, Split, Hvar, History, 10-Day...
"This trip was one of the top trips we have ever taken due...

Reviewed By Kathleen C.

Luxury Greece Trip Review: Naxos, Santorini, Crete, Peloponnese...
"We are extremely pleased with our travel agency. The owner,...

Reviewed By Michael H.

Luxury Spain Trip Review: Local Cuisine, Two-Week, Multi-City...
"The trip was fabulous and the travel company exceeded our...

Reviewed By Sharon S.