Where to Walk: the 15 Best Wine and Tapas Walking Tours in Italy

1.Guided Food Walking Tour with Wine in Trastevere

★★★★★★★★★★4.9 · 3,105 reviews · 3 hours · from $100Our pick

Walk Trastevere with a local guide such as Anna, Adib, Smit, or Sunny, stopping for at least 10 tastings of Roman food, wine, beer, and gelato. You’ll visit family-run eateries, try pasta, supplì, pizza, cured meats, cheese, and dessert, and finish feeling well fed. Vegetarian and alcohol-free options are available, but not vegan, gluten-free, or allergy-safe menus.

“Terry was a fantastic tour guide showing us a bunch of great food spots within the incredible Trastevere. The group was great and we had a great time. Would recommend to anyone and everyone! Come on an empty stomach and for a good time!”

Check availability →Read our full review

2.Bologna Food & Market Tour with 6 Tastings, Pasta, Wines & More

★★★★★★★★★★5.0 · 1,328 reviews · 3 hours 30 minutes (approx.) · from $118Top rated

Spend about three and a half hours walking Bologna’s historic center with an English-speaking guide. Taste fresh pasta, Parmigiano Reggiano, aged balsamic vinegar, regional meats, wine, gelato, and a secret dish while exploring the Quadrilatero market. Guides such as Claire, Federica, Caterina, and Mattia add local history and practical food tips.

“Gabriela was a wonderful tour guide!! Great food tour of Bologna - best pasta so far on our vacation, balsamic tasting was amazing & lots of other surprises - a must do when in Bologna!! Thanks for a memorable experience!!”

Check availability →Read our full review

3.Authentic Naples Food Tour with 8+ Tastings of Pizza, Wine & More

★★★★★★★★★★5.0 · 824 reviews · 3 hours 30 minutes (approx.) · from $105

Walk Naples with an English-speaking guide such as Rebecca, Anna, Noemi, or AnnaRita, stopping for 8 or more tastings. Expect buffalo mozzarella, Neapolitan pizza, Sunday sauce, pastry, charcuterie, Aperol Spritz, wine, coffee, and a secret dish while crossing Piazza Bellini, Via dei Tribunali, San Gregorio Armeno, Spaccanapoli, and Via Toledo.

“Rebecca was pleasant, knowledgeable and easy to understand. We tasted a very good selection of Neapolitan specialties, and they were all delicious. The only negative was that we were not offered water or other non-alcoholic drinks for the first almost 2 hours of the tour. We stopped along the way and bought our own. By the time we got to the pizza restaurant, we asked the guide for water - how can you walk the city and eat all this food without drinking anything? We were given four small bottles for the 7 of us to share.”

Check availability →Read our full review

4.Street Food Walking Tour with Wine

★★★★★★★★★★4.9 · 719 reviews · 2.5 hours · from $45

Walk Florence with an English-speaking local guide such as Gabriel, Antonio, Marco, or Serena, stopping for Tuscan street food, wine, sweets, and gelato. The 2.5-hour route links San Lorenzo, the Cathedral, Baptistery, Brunelleschi’s Dome, and Ponte Vecchio. Morning tours include San Lorenzo Market, while afternoon routes change when the market is closed.

“Marco was a fabulous host. He really made the whole tour super fun, really engaging and we loved stories of Florence. We enjoyed and the food and drink. A great start to our stay here!”

Check availability →Read our full review

5.Food Walking Tour with Local Steak and Tuscan Wine

★★★★★★★★★★4.9 · 529 reviews · 3.5 hours · from $65

Walk from Piazza della Signoria through Santo Spirito with an English-speaking food guide. You will make five stops for 14 tastings, including wine-window aperitivo, Tuscan specialties, handmade ravioli, a sit-down bistecca alla Fiorentina dinner, and artisan gelato. Guides may include Federica, Marco, Francesco, Lori, or Teddy.

“What a fantastic evening spent learning about some fantastic wines as we walked around beautiful Florence whilst stopping off at some cozy and traditional restaurants. Lori our guide was both knowledgeable and fun in equal measure and the food and wine was fantastic! Highly recommended.”

Check availability →Read our full review

6.Walking Food Tour of Florence with Tastings and Wine

★★★★★★★★★★5.0 · 518 reviews · 3 hours to 3 hours 30 minutes (approx.) · from $119

Spend three hours walking through Florence with a local guide, stopping for Tuscan specialties, wine, pasta, gelato, and neighborhood stories. Guides such as Guido, Lucia, Filomena, and Irene have led sessions, and some are trained sommeliers or Florence natives. Expect a generous meal rather than a few token bites.

“Excellent tour and superior Guide Guido. Six in our party, we all thoroughly enjoyed his knowledge of his town and culture. Highly recommend”

Check availability →Read our full review

7.Private Flavors of Florence Walking Tour (Food and Wine Included)

★★★★★★★★★★5.0 · 373 reviews · 3 hours (approx.) · from $332

Walk central Florence with a local guide and taste coffee, a truffle sandwich, Tuscan wine, cheeses, cured meats, gelato, olive oil, balsamic vinegar, and crostini. The three-hour route includes Via de’ Tornabuoni, the Medici Chapels area, and San Lorenzo Market. Guides such as Cristina, Paolo, Veronica, and Guido have led past tours.

“Loved the small group experience and checking out local cafes. The wine tasting was amazing. Would definitely recommend!”

Check availability →Read our full review

8.Lecce: Guided Street Food Walking Tour with Food and Wine

★★★★★★★★★★4.6 · 273 reviews · 2 hours · from $58

Walk Lecce’s old town with a guide such as Luciana or Enrica, stopping for caffè leccese, pasticciotto, taralli, pizzi, wine, and frisa. The two-hour route links Porta Rudiae, Piazza del Duomo, Santa Croce, Piazza Sant’Oronzo, and another city gate, with history and local food at every turn.

“We enjoyed it, much historical information as well during the tour. Happy we got to see so much and Luciana was amazing and very knowledgable.”

Check availability →Read our full review

9.Genoa: Food and Wine Tasting Walking Tour

★★★★★★★★★★4.9 · 215 reviews · 2 hours · from $70

Walk Genoa’s historic center with Lorenzo, tasting five traditional dishes and two local wines at bakeries, restaurants, and a bar. Expect pesto, focaccia, farinata, seafood, and dessert, plus short stops at the Doge’s Palace, Cathedral, and Palazzo San Giorgio. Vegetarian, vegan, and food-intolerance-friendly menus can be arranged.

“Walked through the city, learned some interesting history and got to taste nice food and nice wine”

Check availability →Read our full review

10.City Center Guided Wine Walking Tour

★★★★★★★★★★4.9 · 210 reviews · 1.5 - 2.5 hours · from $70

Meet local sommelier Filippo near the Neptune Fountain and walk between Bologna enotecas and osterias. You will taste 2 to 5 regional wines, including Colli Bolognesi bottles and less familiar styles. Longer options add a traditional snack at the city’s oldest tavern. English, Italian, and Spanish tours are available.

“A great experience of trying Bolognese wines and learning about small wine makers in the region. Filippo was a great guide and treated you like a friend while you were with him. I would definitely recommend this tour to a friend who was coming to Bologna as you get to experience some great places to sit, eat and drink and take on wine bars that you would otherwise walk past.”

Check availability →Read our full review

11.City Highlights Walking Tour & Wine Windows Option

★★★★★★★★★★4.6 · 174 reviews · 1.5 - 2 hours · from $22Best value

Walk Florence’s historic center with an English or Spanish-speaking guide, learning about the Medici, Michelangelo, Leonardo da Vinci, and the city’s Roman roots. The tour stays outside monuments and museums. Choose the wine option for one Tuscan wine served through a traditional buchetta del vino, plus a surprise tasting.

“This was one of the best tours I’ve ever taken. Francesca was so knowledgeable, interesting, nice, and fun. She made the experience great with her insights, stories, and personality. It’s the perfect way to get a feel for Florence, especially if it’s your first time in the city.”

Check availability →Read our full review

12.Taormina: Shared or Private Food & Wine Walking Tour

★★★★★★★★★★4.6 · 167 reviews · from $100

Meet at Porta Messina for a 2.5-hour evening walk through Taormina’s old center. With guides such as Alfredo, Rosario, Orazio, or Carlos, you visit three venues for seafood, Sicilian land dishes, pastries, five regional wines, and three liquors. Expect a social small-group setting, local stories, and a generous meal.

“Great experienced local guide, small intimate group tour which included tasting traditional dishes of Sicily. Would absolutely recommend if visiting Taormina. Thanks Sal!”

Check availability →Read our full review

13.Street Art, Wine and Food Tasting Walking Tour

★★★★★★★★★★5.0 · 163 reviews · 2.5 hours · from $32

Spend 2.5 hours walking from Porta San Gennaro through Rione Sanità, the Dei Vergini Market, and local food stops. Guides including Roberto, Luca, and Rosella lead you to pizza, buffalo mozzarella, taralli, sfogliatella, babà, wine, beer, and limoncello. This is a friendly introduction to everyday Naples, with vegetarian options available.

“Big thank you to our guide, Roberto, for his excellent advice on how to navigate crossing roads in Naples, for his great sense of humour, and his choices of food for a vegetarian.”

Check availability →Read our full review

14.Dinner, Wine & Tastings Walking Tour

★★★★★★★★★★4.8 · 109 reviews · 3 hours · from $88

Walk Bologna with an English-speaking guide such as Giulia or Leonardo, stopping for local wine, cheese, cured meats, pasta, and dessert. You’ll visit the Quadrilatero, the Two Towers, and Santo Stefano while hearing stories about medieval customs, city symbols, and local food. Expect a generous meal, moderate walking, and a small-group feel.

“Guilia was very kind, attentive and informative. Her information on history, culture, and superstitions were very interesting and provided great context for our food tour. The food on the food was fantastic and a great way to enjoy Bologna. Would recommend and hope to tour with Guilia again next time we visit Bologna.”

Check availability →Read our full review

15.Florence Street Food Walking Tour with Wine in Duomo Area

★★★★★★★★★★4.9 · 76 reviews · 2h 30m · from $63

Spend 2.5 hours walking Florence with an English-speaking local guide such as Marco, Serena, Ilaria, or Gabriel. Visit San Lorenzo Market when open, taste Tuscan specialties with wine, try cured meat in schiacciata, and finish with gelato near Ponte Vecchio. Expect food, stories, architecture, and plenty of walking.

“very nice and interesting tour thanks to our guide Ilaria”

Check availability →Read our full review