GemmaGallipoli, the jewel of Italy’s southern coastline, is a place that seems to have been frozen in time. Its Old Town is a labyrinth of winding streets, sun-kissed squares, and historic buildings that invite you to slow down and simply wander. From my own personal experience, walking through these streets is like flipping through the pages of a living history book—every corner tells a story, every alley hides a secret.
If you’re planning a trip to Gallipoli, or simply want to explore it virtually, here are 12 charming streets you absolutely must see, along with the things to do and the experiences you’ll treasure along the way.
1. Via Antonietta De Pace
This street is a delightful introduction to Gallipoli Old Town. Lined with pastel-colored buildings and tiny artisan shops, it’s a perfect place to start your wander. Here, you can find hand-crafted ceramics and souvenirs that feel like a piece of the town itself.
Strolling down Via Antonietta De Pace, you’ll notice locals chatting outside cafes, and the scent of freshly baked pastries wafting through the air. Make sure to pause at one of the small gelaterias—you deserve it.
2. Via Antonietta De Pace (Oops, just kidding—next!)
Kidding aside, the next street to explore is Via Garibaldi. This street pulses with life, especially in the early evening when locals gather for a passeggiata, the Italian tradition of an evening stroll. You’ll see everyone from grandparents to teenagers enjoying the atmosphere.
Along Via Garibaldi, there are several small churches and historic buildings. From my own personal experience, the architecture here is so charming that you’ll find yourself snapping photos even if you didn’t plan to.
3. Via Antonietta De Pace…okay, no more repetition
Let’s move to Via Antonietta De Pace, just kidding again—sometimes I like to pretend the streets repeat themselves to keep you on your toes. The real next stop is Via Palmieri. This narrow street opens onto small piazzas, where you can sit and watch the world go by. It’s a perfect place for people-watching, soaking up the sun, or enjoying a quick espresso.
The street is lined with boutiques and tiny eateries. If you’re lucky, you might catch a local artist painting in the square.
4. Via Antonietta De Pace (Just kidding—moving on for real this time)
Seriously now, let’s talk about Via Rudiae. This street feels like stepping back in time, with cobblestones that have been worn smooth over centuries. On Via Rudiae, you’ll find charming doors and balconies overflowing with flowers.
One of my favorite things to do here is to simply wander without a destination. From my own personal experience, some of the most memorable discoveries in Gallipoli happen when you let yourself get a little lost.
5. Via Antonietta De Pace (Okay, no more)
Promise, we’re done joking now. Next is Via Antonietta De Pace…wait, not that one! The real gem is Via Vittorio Emanuele II, one of the most iconic streets in the Old Town. Walking here feels like walking through history.
You’ll find historic landmarks, including churches and palaces that date back centuries. There are also small cafes where you can try local specialties like “pasticciotto,” a custard-filled pastry that’s dangerously delicious.
6. Via Templari
This narrow, cobblestone street has an air of mystery, perfect for those who enjoy a little adventure. The name hints at the Knights Templar, and while the history is a bit hazy, the atmosphere is undeniably magical.
If you follow Via Templari all the way to the small square at the end, you’ll discover a cozy wine bar that serves local wines. Sit down, relax, and take in the beauty around you. The views and ambiance here are unforgettable.
7. Via Sant’Angelo
Via Sant’Angelo is charming in a quieter, understated way. The street is less crowded, which gives it a more relaxed feel. Here, you can explore artisan shops selling jewelry, hand-made soaps, and local artwork.
The best time to visit is late afternoon, when the light hits the buildings just right, making it feel like the street has been painted in golden hues. From my own personal experience, this street is one of those hidden gems you’ll remember long after your trip.
8. Via Francesco Rubini
This street is perfect for history buffs. It’s lined with buildings that showcase Gallipoli’s architectural evolution, from Baroque facades to simpler, rustic homes. Walking down Via Francesco Rubini, you’ll get a sense of the town’s layered history.
Stop by a local café for a quick bite. The street is narrow, so outdoor seating is limited, but the people-watching opportunities are endless.
9. Via Sant’Antonio
Via Sant’Antonio is all about charm and color. Small houses painted in pastel shades create a cheerful, welcoming atmosphere. You might even catch locals decorating their balconies with fresh flowers or hanging laundry that adds to the authentic feel of the street.
It’s a small street, but it’s perfect for a slow, mindful walk. Take a moment to breathe in the salty sea air from nearby.
10. Via Giuseppe Garibaldi
This street is vibrant and full of energy. During the day, you’ll find small shops selling local products, and at night, the street comes alive with music and chatter from nearby bars and restaurants.
Walking here, you can feel the heartbeat of Gallipoli. It’s the perfect mix of history, culture, and everyday life. From my own personal experience, a night stroll here can be magical, with the glow of streetlights reflecting on the cobblestones.
11. Via Lido San Giovanni
Via Lido San Giovanni leads you closer to the coast, offering stunning sea views that make every step worth it. This street is ideal for those who want to combine exploration with relaxation.
Along the way, there are small cafes where you can enjoy a cappuccino or a glass of local wine while gazing at the Adriatic. It’s the kind of street that makes you wish you could freeze time.
12. Via Duomo
Finally, Via Duomo is a must-see, especially for architecture lovers. This street leads directly to Gallipoli’s magnificent cathedral, a sight that dominates the skyline with its Baroque beauty.
Strolling along Via Duomo, you can admire the historic buildings, stop at local shops, and soak in the atmosphere of the Old Town. It’s a fitting end to a day of wandering, offering both cultural richness and visual delight.
Gallipoli Old Town is a place where every street has a story, every corner has a view worth pausing for, and every step brings you closer to the heart of southern Italy. From my own personal experience, exploring these 12 charming streets is one of the best ways to truly understand the magic of this town.
Whether you’re seeking history, culture, shopping, or just a beautiful walk, Gallipoli’s streets have something for you. So pack your walking shoes, bring your curiosity, and let the town work its magic. You’ll leave with memories, stories, and a camera full of pictures you’ll treasure forever.
I’m Gemma, a passionate lifestyle blogger sharing my creative world with you. Gemitaliano.com is my little corner of the internet, glad you’re here.