Each Italian city is filled to the brim with history, art and culture and with the country boasting more UNESCO World Heritage Sites than anywhere else in the world, it’s tough to decide where to begin on a cultural holiday to Italy. Rome is a history lover’s dream, as the ancient centre of the Roman Empire and one of the oldest continuously inhabited cities in Europe. Art aficionados will find galleries galore in Florence, the birthplace of the Renaissance, while fashionistas will delight at the abundance of boutiques in Milan. Musicians should be sure not to miss Naples, the location of the oldest public opera house,

and wordsmiths will feel at home in Verona, the setting of Shakespeare’s Romeo and Juliet. For those with a craving for Italian cuisine, try Sicily for fantastic seafood, Naples for truly authentic Neapolitan pizza, Bologna for traditional Bolognese sauce, or head for the vineyards of Tuscany to fulfil every oenophiles fantasy. The best thing about Italy cultural holidays? Our travel experts will craft your itinerary with as much care and detail as you’ll find in the frescoes of the Sistine Chapel or the artworks of the Uffizi Gallery.

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Italy Cultural Holiday Ideas

A few suggestions to get the holiday planning process started

Venice

Guided Walks & Gondola Tours: A Family Long Weekend in Venice

Visit both famous and hidden corners of Venice during a guided tour from an expert

4 days, from £ 1,020 to £ 1,465

OUR ITALY CULTURAL HOLIDAYS

Italy - Venice

Secrets of Venice: A Backstage Tour

Head out with a private guide for an expert tour of all of Venice’s top sites

3 days, from £ 1,070 to £ 1,340

OUR ITALY CULTURAL HOLIDAYS

Sicily & the Aeolian Islands

Sicily's Baroque Beauties: A Tour of Syracuse and Taormina

Dig deep into ancient history in Syracuse

5 days, from £ 1,360 to £ 1,955

OUR ITALY CULTURAL HOLIDAYS

Italy - Florence

A Cultural Break in Florence: On the Banks of the Arno

Discover the treasure troves of art, wealth of culture and hidden gems in Florence, Tuscany’s iconic capital

4 days, from £ 1,430 to £ 1,695

OUR ITALY CULTURAL HOLIDAYS

Rome

Roaming Around Rome: A Four-Day Family Trip

Uncover important Roman history through expertly, child-friendly guided tours

4 days, from £ 1,455 to £ 2,090

OUR ITALY CULTURAL HOLIDAYS

Tuscany,Florence

Architectural Wonders & Fabulous Food: A Luxury Family Trip to Florence and Tuscany

Experience the highlights of Florence on a guided walking tour of the city.

5 days, from £ 1,665 to £ 2,395

OUR ITALY CULTURAL HOLIDAYS

Italy - Sicily - Palermo

A Short Break in Palermo: Discover the History of Sicily

Spend a few days sampling the Sicilian lifestyle, from its majestic landmarks to its culinary delights

4 days, from £ 1,695 to £ 2,230

OUR ITALY CULTURAL HOLIDAYS

Italy - Venice

A Weekend in Venice: from the Grand Canal to the Opera

Stay on the Grand Canal, sip a Bellini at Harry's Bar and enjoy a coffee at Cafe Florian

3 days, from £ 1,785 to £ 2,230

OUR ITALY CULTURAL HOLIDAYS

Sicily - Ragusa - Syracuse - Taormina

Ragusa, Syracuse & Taormina: The Most Beautiful Places in Sicily

Embark on a charming road-trip through eastern Sicily, stopping off in Syracuse, Ragusa and Taormina

7 days, from £ 1,875 to £ 2,320

OUR ITALY CULTURAL HOLIDAYS

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Italy customer reviews (5 reviews)

4.8/5

From start to finish the trip was exceptional and Harriet and the staff at Original Travel had everything laid out perfectly in advance so traveling from city to city was seamless. In addition the services provided by your concierges in each area were outstanding. The app is great and we used it constantly to keep up with our daily schedule. Between the tours and transfers between cities the app was an invaluable resource.

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