Off the beaten path Italy itinerary – in two or three weeks

A two weeks Italy  itinerary off the beaten path for the travelers who already enjoyed Italy essentials, and look for more. Discover Milan, Emilia Romagna, Umbria, Apulia and Sicily.

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Civita Bagnoregio

What? Visiting Italy without seeing Rome? Not even Florence or Cinque Terre? Yes, that’s what I mean, and I didn’t get crazy!

Here are five good reasons why you may wish to skip Italy main touristic highlights and to explore less famous (but for that reason even more fascinating!) destinations:

  • You already saw them in your previous trips (sounds logical, indeed)
  • You’re tired of seeing more tourists than Italians (yes, that’s what can happen in Rome, Venice and Florence in high season!)
  • You are looking for the real Italian atmosphere
  • You believe that there’s much more to see than just St Peter, St Marc and Piazza della Signoria (and you’re right!)
  • You hate doing what everybody else does

So for you maverick travelers, here is my itinerary, to be enjoyed in two weeks or more. Of course, you can cherry pick any of these destinations and add it to a “classical” Italian tour: you won’t regret it!


Italy off the beaten path

1) Milan 

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Fashion boutique shop window

The International Expo ended  in October 2015, but Milan is still the Italian bustling capital of fashion, culture and business. It’s a vibrant city, full of works of art, and with the best innovative cuisine you may find in Italy. A great place to start your off the beaten path Italian tour.

Click here for a one day Milan walking discovery tour.

Milan is also a perfect hub to visit the surrounding attractions, such as:

  • Como lake, and its pearl, Bellagio (easy day trip from Milan)
  • Bergamo, hidden medieval jewel, one hour train from Milan
  • Parma, home of Italian excellences such as Parmesan Cheese, Prosciutto Crudo (typicall ham) and Culatello

2) Emilia Romagna

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Late Roman Empire mosaics in San Vitale, Ravenna

This region is, mysteriously enough, out of the mainstream Italian touristic itineraries, even though nearly all visitors cross it while travelling from Florence to Venice or to Milan.

But the few ones who will decide to dedicate a couple of days (or more) to this beautiful region will discover breathtaking art treasures such as:

Emilia Romagna is also one of the Italian food capital, being home to Lasagne, Tagliatelle al ragù and world renowned Parmigiano cheese, prosciutto crudo and Balsamic Vinegar.

3) Umbria

Gubbio and its Roman theatre

Nearly as beautiful as Tuscany but as rich in history, culture and, in my view, even more romantic! It’s a region of medieval hill towns, full of spituality (Assisi, where San Francesco was born, is an umbelievable place), art and history – Umbria was the land of the Etruscans, before they were conquered by Romans.

In other words: a fantastic off the beaten path destination!

Main highlights:

  • Perugia, its narrow medieval streets and its fascinating art museums
  • Umbria delightfull hill towns, full of history, art and beautiful scenery: Assisi, Todi, Spoleto, Spello, Gubbio, Orvieto.
  • Civita Bagoregio (“the dying city”), close to Orvieto, is an unbelievable romantic destination, totally out of the beaten path!

 4) Apulia

Gallipoli city walls

The “heel” of Italy, Apulia is another destination surprisingly out of mainstream touristic itineraries.

Two main areas to consider:

  • In the Northern part, look for Polignano a Mare, Trani, Alberobello (to see the famous trulli), Castel del Monte, Ostuni. The main highlghts are the already mentiuonned Trulli (ancient conic stone houses, you can’t find them anywhere else) and the medieval monument such as the many cathedral and Castel Del Monte.
  • In the southern part (the so called “Salento”), look for  Lecce, Otranto, Gallipoli. Try to rent a car and to sleep in a Masseria (local ancient country house, built in white sandstone in the middle of endless olive trees plantations)

You can have a look at my Puglia itinerary here.

You may also consider a day tour to Matera (Unesco site), and visit the Sassi and the rupestrian churchs.

 5) Sicily

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The Greek theater and mount Etna

Sicily is one of the most beautiful and cultural rich Italian regions. Greeks, Romans, Arabs, Normans, French, all have invaded the Island and left something of their culture. The result? An amazing cultural melting pot, and one of the best cuisine in Italy, with a taste of Middle East (don’t miss the “Cuscus alla Trapanese”).

Highlights: Palermo, Siracusa, Noto, Ragusa, Piazza Armerina (awesome roman mosaics), Taormina.

You can swim at sea till early November, and again from the end of April.

For a true escape, consider spending up to one week in the Eolian islands. It’s a volcanic archipel of 7 islands, each one with its peculiar “character”.  My preferred one is Salina, the greenest one, but posh Panarea is delightful and on Stromboli you can climb up to the top of the active Volcano to see lava fountains at night. Avoid August, and you will discover Italy like it used to be 50 years ago, since the islands get crowded only in the very summer period.

Would you like an independent advice on your next trip to Italy? Visit my Italy Travel consultant page.

Enjoy Puglia!

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2 Replies to “Off the beaten path Italy itinerary – in two or three weeks”

  1. Bagnoregio with one “g”. Text is as usual interesting BUT needs a spell check. For example: awsome… but there are other typos.

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