Lecce’s 14 Best Walking Tours: Which To Choose?

Discover the best walking tours in Lecce, from Baroque architecture and underground history to wine tasting and coastal exploration—perfect for every traveler.

Lecce is a city made for walking. Its narrow cobbled streets, dazzling baroque façades, and lively squares invite you to explore on foot. Unlike many tourist spots where you’re stuck gazing at facades from afar, Lecce’s tight-knit city center encourages close-up encounters with its architecture and local life. We particularly love the Lecce: Baroque Architecture and Underground Walking Tour, which combines stunning buildings with a visit to the underground Jewish Museum—an insightful glimpse into the city’s hidden past. Because Lecce’s streets are so charming and compact, a guided walking tour is often the best way to appreciate its intricate stonework, lively piazzas, and stories that breathe life into history.

This list covers a variety of Lecce walking experiences. Whether you want to admire Baroque masterpieces, explore Jewish heritage, sample local street food, or venture into the countryside for wine tasting, there’s a tour for you. From private tours to group adventures, each offers a different lens on this captivating city. Below, you’ll find detailed descriptions to help you choose the perfect walk.

1. Lecce: Baroque Architecture and Underground Walking Tour

Lecce: Baroque Architecture and Underground Walking Tour

At number 1, this Baroque Architecture and Underground Walking Tour provides a comprehensive look at Lecce’s most iconic sights. Over 1.5 to 2 hours, you’ll stroll past Santa Croce Church, learn about Roman influences at the Roman Column, and explore Lecce’s Jewish history at the underground Jewish Museum. The tours are available as shared groups or private experiences, catering to different preferences.

Guests commend the knowledgeable guides—one even shared, “the guide Alex was really good, showing us interesting architecture and the entrance to the Jewish Museum was included.” The tour’s focus on both surface architecture and underground history makes it a top choice for those interested in Lecce’s layered past. The route includes stops at Piazza Sant’Oronzo, the Duomo, and other key landmarks, with detailed commentary that brings each place to life. With flexible options and a well-balanced itinerary, this tour offers excellent value for a thorough introduction to Lecce’s sights.

Bottom line: Perfect for culture lovers who want a detailed, insider view of Lecce’s architectural and Jewish history in a manageable timeframe.

2. Lecce: Walking Tour

Lecce: Walking Tour

Second on our list is the Lecce: Walking Tour, which lasts around 1.5 to 2 hours and is ideal for those wanting a broad overview of Lecce’s artistic heart. This tour emphasizes the city’s Baroque art and craftsmanship, including watching papier-mâché artisans at work. You’ll stroll through the historic center, visiting highlights like the Roman Amphitheater and Piazza Sant’Oronzo, with your guide explaining Lecce’s contributions to southern Italy’s art scene.

Guests love how the guide’s storytelling makes the city’s architecture and history accessible and engaging. It’s a good choice for travelers who want to see the main sights without too much fuss, especially since it’s designed to uncover Lecce’s artistic evolution. If you’re curious about how Lecce earned its reputation as the “Florence of the South,” this is a solid pick.

Bottom line: An accessible, well-rounded tour for art enthusiasts and first-time visitors wanting a taste of Lecce’s cultural highlights.

3. Lecce: Countryside Vineyard Walk & Wine Tasting

Lecce: Countryside Vineyard Walk & Wine Tasting

For those who want to combine walking with a sip of the local scene, the Lecce Countryside Vineyard Walk & Wine Tasting is a standout. Over two hours, you’ll explore Casina Spezzaferri’s historic estate, wander through vineyards and gardens, and sample wines made from indigenous Salento grapes. Along the way, you’ll forage for wild herbs and learn about the region’s winemaking traditions.

Guests rave about the personalized experience—one reviewer said, “visiting the vineyards and tasting local wines was a highlight.” The tour combines scenic countryside with authentic tasting, making it perfect for wine lovers or those wanting a more relaxed, nature-focused outing. The estate’s stories add depth, and the tasting of local foods complements the experience.

Bottom line: Best suited for wine aficionados and nature lovers seeking an authentic taste of Salento’s rural charm with a guided walk.

4. Lecce: Jewish History Walking Tour

Lecce: Jewish History Walking Tour

At number 4, the Jewish History Walking Tour offers a focused look at Lecce’s Jewish past. It lasts about an hour and includes a visit to the underground Jewish Museum. Guides share stories of Jewish life and contributions to Lecce’s culture, filling a niche that’s often overlooked.

Tour participants note the guide’s passion—one said, “Sarah was very friendly & knowledgeable, and it was so interesting to learn the Jewish history of Lecce.” The tour’s highlight is the underground museum, which brings history alive through carefully curated exhibits. This experience is ideal for history buffs or travelers interested in minorities’ influence on Italian towns.

Bottom line: An insightful, compact experience to understand Lecce’s Jewish heritage in a short time.

5. Private Tour: Gallipoli 2-Hour Guided Walking Tour

Private Tour: Gallipoli 2-Hour Guided Walking Tour

Number 5 is a private exploration of Gallipoli, a coastal gem just a short drive from Lecce. This 2-hour guided tour covers major landmarks like the Greek fountain, Gallipoli’s castle, and its Baroque churches. You’ll stroll through winding streets, with your guide sharing stories about the town’s fishing port, fortress, and unique blend of Greek and Italian influences.

Guests praise the personalized attention and the chance to see hidden corners. One reviewer said, “The guide’s stories about local history and culture made Gallipoli come alive.” The tour is ideal for travelers wanting a deep look at a seaside town, especially since it includes time for revisiting favorite spots.

Bottom line: Perfect for those seeking a private, flexible walk that explores Gallipoli’s rich history and scenic views.

6. Street Food Lecce: Guided walking tour with typical food and wines

Street Food Lecce: Guided walking tour with typical food and wines.

Number 6 offers a delicious introduction to Lecce’s culinary scene. The Street Food Tour focuses on local flavors like Puccia Leccese, Taralli, Rustico, and a glass of Salento wine. Over two hours, your guide explains the city’s culture through its food.

People love how this tour combines sightseeing with tasting—one reviewer said, “The food was amazing, and the guide was very charming.” It’s suitable for foodies or anyone wanting to combine cultural sightseeing with a tasty experience. The tour’s small-group format enhances interaction and personalized advice.

Bottom line: Great for culinary travelers who want to explore Lecce’s streets through its flavors.

7. Private Tour: Otranto Guided Walking Tour

Private Tour: Otranto Guided Walking Tour

Number 7 features a private exploration of Otranto, a seaside town rich in history. This 2-hour tour takes you inside the 11th-century cathedral, with its famous mosaics, plus the Byzantine Church of St. Peter and the Aragonese Castle. Your guide shares the stories behind these monuments and the town’s role as a gateway to the East.

Guests appreciate the flexibility, with a review stating, “We had a nice time with a knowledgeable guide.” The private format makes it especially suited for couples or small groups wanting a customized experience. The scenic views and historical sites make it a memorable outing.

Bottom line: Ideal for travelers wanting an intimate look at Otranto’s history and coastal charm.

8. Lecce: Guided Walking Tour

Private Tour: Lecce Guided Walking Tour

Number 8 is a private walking tour that offers a personalized deep dive into Lecce’s landmarks. It covers Roman relics, such as the amphitheater, baroque splendors like Basilica Santa Croce, and the Piazza del Duomo, with your guide tailoring the experience.

One reviewer shared, “Christian was very knowledgeable and made Lecce’s history come alive,” underscoring the tour’s quality. This option suits travelers who prefer a flexible schedule and detailed attention from their guide, especially those eager to learn the stories behind each monument.

Bottom line: Perfect for travelers who want a thorough, private introduction to Lecce’s most significant sights.

9. Gallipoli walking tour

Gallipoli walking tour

Closing out the list, the Gallipoli walking tour is an efficient way to see the highlights in about an hour and a half. It focuses on the Greek fountain, medieval walls, and Baroque churches, all set along the Ionian coast. Guests mention that our local guide’s professionalism emphasized Gallipoli’s beauty and history in a compact time.

This tour is great for travelers on a tight schedule or those wanting a quick yet meaningful overview of Gallipoli’s key sights.

Bottom line: A brief, insightful way to experience Gallipoli’s charm in a short amount of time.

10. Walking tour Galatina, outstanding, mind-blowing Giottesque frescoes in Puglia

Walking tour Galatina, outstanding, mind-blowing Giottesque frescoes in Puglia

Number 10 takes you into the quiet town of Galatina, famous for its stunning Giottesque frescoes. This 2-hour walking tour explores the Basilica of Santa Caterina, with its extraordinary interior, and walks through the charming streets that house ancient art treasures.

Reviewers call it “outstanding” and “mind-blowing,” especially for art lovers who appreciate detailed frescoes. The small-group setup allows plenty of time for questions and photos. It’s a great choice if you want to see lesser-known but artistically significant locations.

Bottom line: Perfect for art fans eager to see exceptional frescoes and experience a peaceful, beautiful town.

11. 2 Hours Private Walking Tour with Certified Guide of Otranto

2 Hours Private Walking Tour with Certified Guide of Otranto

Number 11 offers a private, personalized tour of Otranto, ideal for those who want a tailored experience. Covering main sites like the cathedral, castle, and panoramic sea views, this tour provides a detailed look at Otranto’s unique history and geography.

Guests mention the “knowledgeable guide” and “beautiful panoramic views,” making it perfect for travelers wanting an in-depth, flexible exploration. The private format allows you to customize the route and pacing, suited for families or small groups.

Bottom line: A flexible, private way to understand Otranto’s historical and scenic highlights.

12. Lecce: walking and food tour

Lecce: walking and food tour

Number 12 is a combination walking and food tour, covering over 2000 years of Lecce’s history alongside tastings of local specialties. You’ll visit Santa Croce, the Duomo, and artisan shops, then enjoy Puccia Leccese, coffee, and Pasticciotto.

Reviewers praise the “delicious food and fascinating sights,” making this ideal for travelers wanting both cultural and culinary immersion. The tour lasts around three hours, with enough time to savor Lecce’s flavors while soaking up its history.

Bottom line: Perfect for food lovers who want an active, tasty way to discover Lecce’s full story.

$170.95 per person

13. Private walking tour in Lecce

Private walking tour in Lecce

Number 13 offers a private, detailed walk through Lecce’s streets, with a focus on the city’s Baroque architecture and artisan shops. Your guide will tailor the experience, covering churches, alleys, and local craft stores.

Guests appreciate the flexibility—one said, “Iris brought us new insights even after several visits.” It’s ideal for travelers who prefer a custom experience and want to explore at their own pace.

Bottom line: Suited for those seeking a personalized, in-depth tour of Lecce’s artistic and cultural scenes.

14. Lecce: Private Walking Tour with Entry Tickets

Lecce: Private Walking Tour with Entry Tickets

Finally, this private walking tour combines sightseeing with skip-the-line access to Lecce’s top monuments. You’ll see the Roman Amphitheater, Basilica Santa Croce, and the Duomo, all with your own guide.

Guests mention the convenience of entry tickets and the guide’s storytelling skills. It’s perfect for travelers wanting a comprehensive visit with minimal waiting, especially if you value a more exclusive experience.

Bottom line: Great for those who want a full, hassle-free exploration of Lecce’s most important sites.

How to Choose the Best Walking Tour in Lecce

When selecting a tour, consider your interests—are you more drawn to architecture, history, food, or wine? If you love detailed stories and underground sites, the Baroque and Underground Tour is hard to beat. For a quick overview, the Gallipoli or Otranto private tours are excellent choices. Budget and time matter too; shorter or private tours offer flexibility, while multi-hour experiences provide deeper insights.

Book early during peak season and check whether tours include entry tickets or tastings. Matching your travel style—whether you prefer a small group, private guide, or foodie adventure—will ensure you get the most out of Lecce’s charming streets.

Lecce offers a wonderful variety of walking experiences, whether you want to marvel at baroque façades, explore Jewish or medieval history, or enjoy local cuisine. For a comprehensive introduction, the Lecce: Baroque Architecture and Underground Walking Tour remains a favorite. If you’re more interested in art, consider the fresco-filled streets of Galatina, or for a relaxing day, the countryside vineyard walk combines scenic beauty with local flavor.

No matter your interests, booking a walking tour in Lecce is a sure way to make your visit more meaningful—and a lot more fun. Consider your priorities, pick the experience that resonates most, and secure your spot early to enjoy the perfect introduction to this captivating city.