Street food · STREET FOOD AND DRINKS CRAWLS IN ITALY
This is the shortlist you would send a hungry friend: 15 street food and drinks crawls in Italy worth the money, each with its price, its traveller verdict and the one thing to know before you book.
Spend 2.5 hours walking central Florence with an English-speaking local guide such as Francesco, Giovanni, Anna, or Paolo. Visit San Lorenzo Market when the morning schedule allows, sample schiacciata, pasta, cantucci, gelato, olive oil, truffles, and Tuscan wine, and learn how food connects to Florence’s history and daily life.
“Thanks for all the good food including the Pasta for Lunch!:-)”
Spend 2.5 hours walking Florence with an English-speaking guide such as Gabriel, Antonio, Marco, or Serena. Visit food stops, taste schiacciata, cured meats, cheese, wine, sweets, and gelato, and hear stories near the Cathedral, Baptistery, Dome, and Ponte Vecchio. Morning tours include San Lorenzo Market; afternoon routes change when it is closed.
“Christina was a super guide. She was knowledgable and competent. We very much liked the tour. Tour with Christina is highly recommended.”
Meet at Porta Rudiae for a two-hour walk through Lecce’s old town, pairing churches and grand squares with caffè leccese, pasticciotto, taralli, pizzi, frisa, and Apulian wine. Guides such as Luciana and Enrica bring local stories, food knowledge, and practical tips. The tour runs in English, Italian, or French and is wheelchair accessible.
“Luciano, our guide, was fantastic - very informative and friendly. always willing to answer questions. we had a marvellous tour with chat and food around the old parts of Lecce. can't think of any improvements.”
Walk Polignano a Mare with guides such as Alessandra, Giuseppe, or Daniele, stopping at four tasting spots for focaccia, panzerotto, burrata, cold cuts, wine, and caffè speciale. You’ll also hear local stories, see cinematic corners, and get a friendly introduction to Puglian food and culture.
“Allesandra was a brilliant guide ,lots of local knowledge & showed us lots of hidden gems,really friendly & willing to help with any other questions, a great tour which we enjoyed thoroughly”
Spend 2.5 hours with an English-speaking local guide such as Marco, Serena, Ilaria, or Valmira, pairing Tuscan street food and wine with Florence’s top sights. Visit San Lorenzo Market when the schedule allows, taste schiacciata with cured meat, and finish with gelato near Ponte Vecchio.
“Christiana was a fabulous guide. She was so informative and took us on a wonderful trip thru Florence with some fantastic food. So Yummy!”
Spend 2.5 hours walking Florence’s central streets with a local guide such as Gabriel, Antonio, or Val. Taste cheeses, cured meats, truffles, olive oil, pasta, wine, gelato, and other Tuscan specialties while visiting San Lorenzo, the Duomo, Piazza della Signoria, Mercato Centrale, and the Arno near Ponte Vecchio.
“Very informative and fun excursion. Gabriel was very knowledgeable and was kind enough to slow his walking down to help me as I use a cane.”
Spend about two hours walking through Cannaregio and Venice’s historic Jewish Ghetto with a local guide such as Alice, Marina, Silvia, or Olympia. Stop at local bacari for cicchetti, wine, and spritz, including specialties such as sarde in saor and baccalà mantecato. Vegetarian tastings are available with advance notice.
“An excellent tour guide with delicious food and drink. I highly recommend this tour as the dining locations had character.”
Walk Taormina with an English-speaking local guide, stopping for Sicilian wine, cold cuts, cheese, arancino, focaccia Messinese, cannoli, and granita. Guides such as Kate, Anja, Anna, and Federico add local stories and personality. The four-stop route runs from Piazza Duomo to Porta Messina and serves enough food for a full meal.
“Good variety of classic Sicilian food & wine. Only 8 in group but a little hard to hear guide unless sitting or walking next to her.”
Join Do Eat Better in Turin at 6 p.m. for a three-hour aperitivo walk through wine bars, breweries, eateries, and cocktail spots. You will taste Piedmontese wine, craft beer, regional foods, stuffed potatoes, and vermouth-based drinks with an English-speaking local guide such as Carolina or Anna. Food and drinks are included.
“Fabulous evening with Carolina. Extremely knowledgable & very friendly. Wonderful end to our holiday. Karen & Graham”
Meet your English-speaking guide at Santa Maria delle Grazie al Trionfale and walk through Prati and Trionfale near the Vatican. Taste pizza, cheeses, fried rice balls, cured meats, pastries, wine, and more at the Trionfale Market. Guides such as Bruno, Barbara, Martina, Matteo, and Gabriel add local food tips and Roman stories.
“great food, great wine. had a lot of fun. Bruna was a fantastic host.”
You’ll spend three hours walking central Milan with a local guide, stopping for bakery treats, cured meats, cheeses, a sweet bite, and wine. The route links Piazza Duomo, Galleria Vittorio Emanuele II, Sforza Castle, Brera, and Porta Garibaldi. Guides may include Francesco, Diana, or Alessandro, with English, French, and Spanish available.
“Francesco was an excellent guide- really friendly with excellent English and I learned so much about Milan, but also about Italy and the different regions and the food and wine specific to each. Nothing was rushed and I really got to see the city in a different way. The best city tour I have been on- I highly recommend!”
Spend three hours walking central Milan with guides such as Francesco, Alessandro, Fernando, or Alex. Visit the Duomo, Galleria, Castello Sforzesco, and Brera while tasting Italian street food, wine, charcuterie, pizza, and gelato. Small groups of up to 10 keep the outing personal, and vegetarian food is available with advance notice.
“Traveling solo was fun and easy with such a great guide ( Francesco). He was flexible and tailored tour to my interests.”
Explore Bari’s old city with a private guide, stopping on Strada delle Orecchiette for handmade pasta, at Basilica San Nicola, and near the castle walls for homemade ice cream or granita. Natalia has guided this experience, which lasts about two to three hours and offers pickup from Bari hotels, the port, airport, and nearby areas. Tasting costs are extra.
“This tour was incredible! Natalia was an awesome tour guide - super fun and super knowledgeable about Bari. I highly recommend it to anyone who’s planning a visit to Bari.”
Meet your English-speaking guide at Sicily in Travel and spend about 2 hours 15 minutes tasting Sicilian street food and wine in Ortigia. Stops include the local market, three or four food spots, and a sweets stop. Guides such as Ericka, Sebastiano, and Pietro also bring Syracuse history and daily life into the walk.
“We had a wonderful time experiencing the history, culture and foods of Ortiz’s and Sicily. Our guide, Sebastian, was outstanding! He is very knowledgeable about all aspects of the tour and could not have been more accommodating to make the tour pleasurable and memorable for us. The food was a generous array of local dishes and was delicious! We could not eat it all at the time but certainly enjoyed it later. My daughter and I loved the food tour and highly recommend it. If you are fortunate enough to have Sebastian as your guide, you will not be disappointed. He was simply the best!!!”
Meet your guide at 6:30 pm in Piazza Cavour for a 3.5-hour walk through central Rimini. You will try Italian cocktails, wine with charcuterie, piadina, pizza, meatballs, and gelato or pastry. Guides including Sara and Elisa bring local stories and restaurant advice. The group is limited to 12.
An alley, a market, a night stall or a counter.
