Piazza di Piedicastello.

My Favorite Lesser-Known Destinations in Italy

After years of traveling through Italy, I’ve realized that some of my most memorable experiences happened far from the usual tourist trail. While Rome, Florence, and Venice are stunning, Italy has so much more to offer. If you want a deeper, more authentic experience, let me share some of my personal favorites—places that truly captured my heart and should be on your radar.

Two photos show a local product store in Perugia. The left image captures the store's entrance area, filled with wine bottles, local goods, and a small bar. The right image shows a cozy upstairs seating area with wooden tables and chairs, surrounded by shelves of wine and local products under exposed wooden beams.
Il Tiempo in Perugia is a must visit if you want an authentic, off the beaten path shop.

1. Perugia – The Soul of Umbria

Perugia is a stunning medieval hilltop city with a vibrant local culture, rich history, and a fantastic food scene. It’s the perfect place to experience authentic Italy without the overwhelming crowds.

Must-visit: Piazza IV Novembre, the Medieval Aqueduct, and a Taste Perugia food tour. Don’t leave without trying porchetta, truffle pasta, and Umbrian wines. See all my Perugia recommendations here.

Piazza IV Novembre Perugia
Piazza IV Novembre in Perugia

2. Bologna – The Culinary Capital

If you love food, Bologna is a must. It’s home to Italy’s best pasta (hello, tagliatelle al ragù), historic porticoes, and a lively local culture. It’s also pretty small (for a city), so it’s very walkable, and the porticoes make it more wheelchair-accessible than other Italian cities. 

Must-visit: The Two Towers, Mercato di Mezzo, and Osteria dell’Orsa for a budget-friendly meal. See all my Bologna recommendations here.

Bologna Piazza Maggiore At Night
Bologna is beautiful and delicious.

3. Trieste – A Unique Cultural Fusion

Perched near the Slovenian border, Trieste feels like a blend of Italy, Austria, and Eastern Europe. The coffee culture here is legendary, and the sea views are stunning. 

Must-visit: Piazza Unità d’Italia, Castello di Miramare, and a classic Triestino coffee at Caffè San Marco. See all of my Treiste recommendations here.

Piazza Unita d'Italia Trieste
Piazza Unita d’Italia Trieste

4. Palermo – A Raw, Vibrant Sicilian Experience

I freaking love Palermo. It’s a chaotic, fascinating mix of cultures with incredible street food, golden beaches, and stunning architecture. It’s one of the most captivating cities in Italy. 

Must-visit: Ballarò Market, Cappella Palatina, and the scenic Mondello Beach. See all my Palermo recommendations here.

Teatro Massimo Palermo
Teatro Massimo Palermo

5. Lecce – The Florence of the South

Lecce’s baroque architecture, warm hospitality, and slow pace make it a true gem in Puglia. It’s also an ideal base for exploring the region’s gorgeous beaches.

Must-visit: Basilica di Santa Croce, Piazza del Duomo, and an aperitivo in the lively historic center.

Cathedral of Saint Mary in lecce at night
Cathedral of Saint Mary in Lecce

6. Trento – Alpine Beauty with Italian Flair

Nestled in the Dolomites, Trento is a mix of Italian elegance and mountain charm. It’s perfect for outdoor lovers and history buffs alike.

Must-visit: Castello del Buonconsiglio, Piazza Duomo, and the nearby vineyards of Vallagarina. Check out all of my Trento recommendations here.

Trento Cathedral
Trento Cathedral

7. Genoa – A Seafaring City with Character

Often overshadowed by other northern cities, Genoa has a fascinating maritime history, delicious seafood, and a gritty yet enchanting atmosphere. There’s a great hostel there (Ostello Bello), and you can do a day trip to somewhere oh-so-charming like Camogli.

Must-visit: Porto Antico, Via Garibaldi’s palaces, and Boccadasse for a scenic sunset.

two pictures of genoa
Genoa is very colorful

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