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Italy Itineraries

From the sweeping hills of Tuscany to the winding cobbled streets of Lecce and the fresh alpine air and looming mountains of the Dolomites, Italy is Original Travel's best-selling destination for good reason.

The below itineraries are designed to give you a flavour of the kinds of Italian holidays we can create here at Original Travel, because absolutely every holiday we plan is tailor-made to an individual client's needs, and no two are ever the same.

We believe that life is in the detail, so whether you're in search of the tastiest spaghetti alle vongole Campania, a private tour of the Vatican or the best view point from which to appreciate the beauty of Italy's iconic lakes, speak to our specialists to create your bespoke itinerary.

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Itinerary Ideas

All of the holidays we create are completely tailor-made to you. The sample itineraries below are intended to give you a flavour of what we can do.

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Showing 1 - 12 of 20 itineraries


Showing 1 - 12 of 20 itineraries

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Showing 1 - 20 of 20 itineraries

Best for: Couples
Amalfi Coast, Capri & Rome
Best for: Couples
Fly Drive Italy
Best for: Families
A Family Long Weekend in Venice
Best for: Couples
A City Break in Florence
Best for: Families
Luxury Family Trip to Florence and Tuscany
Best for: Couples
Puglia Road Trip
Best for: Couples
An Italian Train Tour
Best for: Couples and Solo Travellers
Luxury Florence and Venice by Train
Best for: Families
Family Italy: The Lakes and Dolomites
Best for: Couples and Honeymoons
Honeymoon in Puglia
Best for: Couples and Solo Travellers
Baroque Sicily: Syracuse and Taormina
Best for: Couples and Solo Travellers
Alternative Florence
Best for: Couples
Emilia-Romagna via Via Emilia
Best for: Couples
A Road Trip Around South East Sicily
Best for: Couples and Sabbatical Goers
Luxury Mediterranean Sabbatical
Best for: Couples and Solo Travellers
Bologna & Emilia-Romagna Big Short Break
Best for: Couples
A Luxury City Break to Rome
Best for: Couples and Groups
The Treasures of Tuscany
Best for: Couples
A Luxury City Break in Venice
Best for: Couples, Honeymoons and Families
A Sicilian Road Trip
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Harriet and Kate L are our 'Italy' experts and as seasoned travellers they have the inside track on the most memorable adventures.

Image of Kate Little
Image of Harriet Harford