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Italy's top 5 most charming towns

4 min read

Italy's top 5 most charming towns
From small coastal towns to winding cobble-stone streets, Italy is full of charming towns that make it one of the most wondrous destinations in the world. 
From small coastal towns to winding cobble-stone streets, Italy is full of charming towns that make it one of the most wondrous destinations in the world. 
Whether you’re looking for historical adventures or enchanting walks along the coast, here are Italy’s top 5 most charming towns. 


Positano is the ideal introduction to the pristine Amalfi Coast. The charming town of Positano transports you to a gorgeous setting with peach and pastel pink houses with classic terracotta, sloping down the Monti Lattari to the Tyrrhenian Sea. 
The views from this delightful town are impeccable, with the ocean stretching as far as the eye can see. The beaches are idyllic, with a day in the Italian sun inviting you to dive in and soak up all Positano has to offer. 
The famous Marina Grande Beach is in the centre of Positano, offering delightful restaurants and bars to enjoy a spritzer while taking in the view.
Spend the day walking the narrow rock-cut streets while enjoying a shopping spree of the finest luxury goods Positano has to offer. From ladies and mens fashion to intricate ceramics - the local designers are true artists! 
For history lovers, Positano is the perfect escape. The Path of the Gods offers not only some of the best views, but a step back in time. Take a moment to look closely at some reminders of Benedictine monks, Roman soldiers, and a time when Ottoman pirates sailed through the Amalfi Coast waters. 
This multicoloured town stands out - the tiled dome of Santa Maria Assunta adds to the colourful landscape, bringing in wisps of blue, gold, and green. 
The local church is the place to be for art lovers, with a Byzantine Black Madonna and child painting that hangs over the altar. Nearby lies the entrance to the Museo Archeologico Romano. You’re in for a surprise with the chance to see the underground remains of a Roman Villa along with incredibly preserved paintings featuring cherubs and sea serpents. 
Image of houses in the cliff overlooking the sea in Positano


Nestled in the stunning Itria Valley countryside, the quaint town of Alberobello awaits. The infamous whitewashed round dwellings, known as trulli, are located in Aia Piccola, a quiet residential area, and Rione Monti, with local shops. 
The distinctive slate-grey conical roofs of the trulli stand out, lining the streets, making the two areas look like you’ve stepped into a toy town. It’s the perfect photo opportunity, so grab your cameras and head along the hilly streets to capture the perfect shot. 
The newer parts of Alberobello are home to some incredible cafes and restaurants with local cuisine to tantalise your tastebuds. 
If you’re in the mood for an adventure, the Itria Valley is a great starting point for picturesque bike rides and scenic drives, with the caves of Castellana and Adriatic being only a short drive away. 
Image of white houses along paved steps

Polignano a Mare

Situated on Puglia’s Adriatic coast, Polignano a Mare, is a picture-perfect cluster of old town charm on a hilltop. The narrow streets with stunning whitewashed houses will transport you to a simpler time.
Stemming from the cafes in Piazza Vittorio Emanuele II, the streets twist and turn, offering expansive views of the coast. You may even spot a cliff diver or two, somersaulting into the crystal-clear waters below. 
Caves along the coast, etched in the limestone, are one of the top reasons for visiting the Adriatic coast. Visitors are invited to swim over from the white-pebbled Cala Porto to explore the natural wonders. If swimming isn’t your thing, then hiring a kayak to paddle along the coast is a must for the adventurous. 
If you’re in the mood for exploring beyond Polignano a Mare, the Castellana Caves are only a 20-minute drive away and another historic little town, Monopoli is a mere ten minutes away. Plus, if you liked the sound of Alberobello’s trulli, they’re only a 30-minute drive away. 
Image of white buildings on a cliff overlooking a beach cove


Located in Sicily, Cefalù is the epitome of historic old-town chic. Featuring cobbled streets, a sandy beach, and local craft shops, you’re in for an authentic Italian experience. 
This seaside town is a must-visit because it is a microcosm of everything that makes Sicily so attractive as a destination. While on a smaller scale, Cefalù has a character all its own, making it a popular destination. 
Whether you want to soak up the Italian sun on the beach, go on a historic exploration, or want a metropolitan-style break, the little town has it all. 
For history lovers, the magnificent Cathedral and ancient Roman Baths offer you an in-depth look into what the town once was. 
If you’re after the famous Sicilian sunset, a walk up La Rocca is in order, offering enchanting views of the Tyrrhenian coast. 
No trip to Cefalù is complete without dinner at one of the many local restaurants. You’re in for an evening of Italian delights with views you’ll remember for a lifetime. 
Image of houses along the sea shore


Taormina is one of the most desired destinations in Sicily. The coastal town is known for the warm ocean water and postcard-pretty cobbled streets that look like you’ve stepping into a romance novel. 
If the sound of Greek ruins gets you excited, the Taormina amphitheatre awaits. Full of history and incredible stories, the Greek ruins offer the perfect chance to learn about days gone by and soak in the incredible views of the coastal town. 
If you’re after a day on the golden sand with good seafood, take the cable car down to Taormina Mare, where the sand and sea invite you to enjoy the picturesque beaches. 
The cobbled streets are packed with shops, from designer delights to local craft stores with everything you could want for a keepsake of your incredible authentic Italian holiday.
Be sure to leave enough time for a fantastic glass or the region's best while looking over the sea with views of the mammoth Mount Etna. 
Image of a beach with sun loungers and tocks in the sea and mountain backdrop

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