14 Day Italy Itineraries

How Zicasso Works

  1. Describe your dream 14-day Italy itinerary.
  2. We match you with up to 3 top travel specialists (travel agencies). They compete to plan your vacation.
  3. Book the trip when you are satisfied.

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About 14-Day Italy Itineraries
Explore Italy like you never thought possible. Revel in the country’s most iconic cities, monuments, and cuisines, while also getting the distinct opportunity to uncover hidden treasures from exploring quaint villages to private tastings at countryside wineries. Discover the beauty of Italy and its many enchantments with a personalized 14-day itinerary from Zicasso.

Sample Itineraries

You can have any trip tailor-made for your private travel.

Get inspired with our sample trips below. You can have any trip tailor-made for your private travel. Any number of days. Any departure date. Any experiences you want.

Perfect Two Weeks in Italy Tour 2019

Customizable trip to Italy...

Perfect Two Weeks in Italy Tour 2019
Customizable trip Customizable trip to Italy... From $3,845
Customizable trip to Italy...
Classic beauty and indelible charm will radiate from ancient ruins, Renaissance artwork, and captivating coastlines during your custom-tailored Italy tour. The iconic wonder of... Read more...

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help-iconThis is a customizable tour. It's simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Northern Italy to Sicily: Italy Tour for Second Timers

Customizable trip to Italy

Northern Italy to Sicily: Italy Tour for Second Timers
Customizable trip Customizable trip to Italy From $3,845
Customizable trip to Italy
Open your eyes to the expansive plains of Umbria and vast olive groves of Puglia, the seaside ambiance of Calabria and the flavors of Emilia-Romagna during your personalized Italy... Read more...

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help-iconThis is a customizable tour. It's simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Amazing 14-Day Italy Itinerary with Capri

Customizable trip to Italy

Amazing 14-Day Italy Itinerary with Capri
Customizable trip Customizable trip to Italy From $3,845
Customizable trip to Italy
Bask in the authentic charm and the simple wonder of Italy during your custom-tailored tour taking you from Rome to Capri, Lake Maggiore to Assisi. Travel across breathtaking... Read more...

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help-iconThis is a customizable tour. It's simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Italy Tour of the Most Beautiful Towns & Villages

Customizable trip to Italy

Italy Tour of the Most Beautiful Towns & Villages
Customizable trip Customizable trip to Italy From $3,845
Customizable trip to Italy
The sensations of Italy come from traditions ingrained within the soil of the countryside and rising up through the towns and villages. On this 14-day tour through the north and... Read more...

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help-iconThis is a customizable tour. It's simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Reviews of Zicasso's Referral Service

4.75
Reviews on Zicasso are all from real travelers who used our service, booked a trip, and traveled.
4.75 stars based on 12 reviews