Italy · FOOD & DRINK

Food Tours in Italy: 15 Regional Walks

185 tours  ·  from $2

Italian food is regional to the point of stubbornness, and a guide is how you find out which rules apply on this particular street. These 15 walk the markets and the back lanes, priced, timed and honest about how hungry to arrive.

Florence: Chianti Wineries Tour with Wine Tasting - Finding the bus at Piazzale Montelungo
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Florence: Chianti Wineries Tour with Wine Tasting

1.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 8,301 reviews · from $56Our pick

Meet your English-speaking guide near Florence’s Santa Maria Novella station, then ride a comfortable coach into the Chianti Hills. Visit two wineries, walk through vineyards, taste up to seven wines with cheese, salami, olive oil, and bread, and hear how weather, barrels, and local rules shape Chianti Classico.

“Such an incredible time! Cecilia was our guide and did a wonderful job. The host at the first winery was also incredibly knowledgeable and exciting when telling us about the wine and history. Highly recommend!”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - First winery: vineyards, barrels, and three wines
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Small-Group Wine Tasting Experience in the Tuscan Countryside

2.Small-Group Wine Tasting Experience in the Tuscan Countryside

★★★★★★★★★★5.0 · 7,392 reviews · 4 hours 45 minutes (approx.) · from $107Top rated

Leave Florence from Santa Maria Novella for a 4-hour-45-minute small-group tour through Chianti. Visit two wineries, taste six regional wines with olive oil, cheese, salami, ham, and bruschetta, and hear local stories from guides such as Leo, Matteo, and Jonathan. Groups can reach 25 people, though some departures are much smaller.

“Leo was amazing. He was informative and told us all about the history of the vineyards and Chianti wine. We went to 2 vineyards which also had EVOO and Balsamic Vinegar. Delicious. I would do this again,”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - San Biagio and Renaissance Geometry
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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

3.Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 5,232 reviews · 12 hours (approx.) · from $83

Spend about 12 hours traveling from Rome to Tuscany by air-conditioned coach. Walk through Montepulciano, visit San Biagio, eat a three-course farm lunch with regional wines, and enjoy free time in UNESCO-listed Pienza. Guides such as Anna, Barbara, Antonino, and Flavio are known for adding useful history and Rome tips along the way.

“Our tour guide Barbara was very entertaining and informative. We enjoyed the views. Our favorite stop was Montepulciano. It is a long day but we are glad we did it.”

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Winner 2025 Rome Twilight Trastevere Food Tour by Eating Europe - Da Enzo al 29 and the first Roman toast
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Winner 2025 Rome Twilight Trastevere Food Tour by Eating Europe

4.Winner 2025 Rome Twilight Trastevere Food Tour by Eating Europe

★★★★★★★★★★5.0 · 5,157 reviews · 4 hours (approx.) · from $125

Follow an English-speaking guide across the Tiber and through Trastevere for four hours of Roman food and wine. Expect stops for supplì, porchetta, pasta, cookies, gelato, and historic cellar tastings. Guides such as Rishad, Luca, Dario, Valentina, and Toni bring local stories, humor, and practical food tips to a group of no more than 12.

“This tour in the Trastevere neighborhood was amazing. Very bohemian and lots of culture from the street food “supplì” tasting to one of the oldest rabbis home … Luca was charming and very knowledgeable”

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - What happens at the wineries
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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

5.SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

★★★★★★★★★★5.0 · 5,088 reviews · 7 to 9 hours (approx.) · from $157

Choose a 7 to 10-hour wine safari from Florence with an English-speaking sommelier, air-conditioned 4x4 transport, private estates, cellar visits, tastings, and a Tuscan meal. Options range from Chianti to Val d’Orcia, Brunello, and Montepulciano. Guides may include Ginevra, Sara, Alex, or Fabio.

“Fabio was an excellent guide! I always recommend Walkabout Tours for anyone visiting Florence/Tuscany.”

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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe - Charcuterie in a 12th-century cellar
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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

6.Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

★★★★★★★★★★5.0 · 5,015 reviews · 3 hours 30 minutes (approx.) · from $149

Spend 3.5 hours walking Florence’s Oltrarno district with a local English-speaking guide such as Antonella, Dimitri, Sara, or Martino. Taste Prosecco, Chianti Classico, Super Tuscan wine, cheese, charcuterie, gnudi pasta, Tuscan soup, wild boar stew, a Negroni, and artisan gelato. Groups are capped at 13.

“This was a fabulous evening tour. We learned so much about the food, we’re taken to small and authentic places. I would suggest doing this early in your stay as you would go back to some of the restaurants for a meal. The little bits of food were more than satisfactory so don’t eat a big meal before you go.”

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Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence - The 20-minute ride into the Tuscan hills
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Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence

7.Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence

★★★★★★★★★★5.0 · 4,831 reviews · 7 hours (approx.) · from $145

Meet Luca or another Walkabout Florence Tours guide in central Florence for a market visit, tastings, and a 20-minute minibus ride to a Tuscan farmhouse. With chefs such as Erika, prepare pasta, bruschetta, roast pork, potatoes, and tiramisu, then eat your meal with local wine before returning to Florence.

“Without a doubt, book the tour! We did the Tuscan lunch + market tour with pasta making class. You begin by visiting the Centro Mercado which is a large market selling all fresh ingredients, meats, cheeses, etc. The guide; Lucca, is such an incredibly unique and fun persona! He thoroughly explained ingredients, showcased food options, and we were even able to taste multiple food products in the market. There is a bus that takes you on a 15 minute ride to the Tuscan farmhouse which is gorgeous!! The cooking class is interactive; everyone participates in something! There are so many photos opportunities. You get to prepare: bruschetta, drink endless wine,…”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano and the town of towers
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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

8.San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83

Leave Florence by coach for San Gimignano’s towers, Monteriggioni’s fortress walls, and Siena’s Gothic center. At a Chianti winery, taste three Tuscan wines with a three-course lunch. Choose the Siena walking tour and cathedral entry if you want more guided history. Expect hills, uneven streets, and a long day.

“Sandro was great as our guide for all our destinations today! Highly recommend and lucky to get him!”

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Naples: Street Food Walking Tour with Local Guide - Pizza a portafoglio and pizza fritta first
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Naples: Street Food Walking Tour with Local Guide

9.Street Food Walking Tour with Local Guide

★★★★★★★★★★4.8 · 4,256 reviews · from $47

Follow an English-speaking guide from Piazza Bellini through Naples’ historic center, stopping for pizza a portafoglio, pizza fritta, pasta frittata, arancini, taralli, babà, sfogliatelle, mozzarella, limoncello, and gelato. Guides such as Daniela, Carmen, Alberto, and Sara bring local stories and plenty of energy.

“Daniella was the best tour guide ever. The food was everywhere great. Thank you Judy and Krisztián from Hungary”

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Catania: Mount Etna Morning or Sunset Day Trip with Tasting - The ride from Catania to 2,000 meters
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Catania: Mount Etna Morning or Sunset Day Trip with Tasting

10.Mount Etna Morning or Sunset Day Trip with Tasting

★★★★★★★★★★4.8 · 4,028 reviews · 6 hours · from $70

Travel from Catania to Mount Etna in a comfortable minivan with a local guide such as Leonardo, Daphne, or Emilia. Walk around ancient craters at up to 2,100 meters, enter a lava cave with helmet and flashlight, taste cantucci and zibibbo, and finish at Monte Pomiciaro, with a sunset option available.

“We really enjoyed this experience. Our guide, Daphine, was spectacular. She provided a very safe and peaceful trip from Catania to Etna. She was super attentive and has spectacular knowledge about the region. We highly recommend this attraction!!!”

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From Florence: Small Group Wine Tasting Tour to Tuscany - First winery: three wines, olive oil, and the basics
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From Florence: Small Group Wine Tasting Tour to Tuscany

11.From Florence: Small Group Wine Tasting Tour to Tuscany

★★★★★★★★★★4.9 · 3,902 reviews · 4.5 hours · from $105

Leave Florence by air-conditioned minibus for two Chianti Classico wineries. Taste six wines and local olive oils with cheese, salami, cold cuts, and bruschetta, while your English-speaking guide explains Tuscan wine traditions. Guides may include Jason, Jonathan, Leo, or Rafael, but assignments vary.

“Our guide, Leo, was awesome! He transported us and gave us history and knowledge about the wines and certifications that make Tuscany unique. Very friendly and very people-oriented. Thank you!”

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Rome: Trastevere or Jewish Quarter Street Food Tour - Trastevere begins on Tiber Island
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Rome: Trastevere or Jewish Quarter Street Food Tour

12.Trastevere or Jewish Quarter Street Food Tour

★★★★★★★★★★4.8 · 3,839 reviews · from $51

Choose a 2.5-hour English walking tour through Trastevere or Rome’s Jewish Quarter and Campo de’ Fiori. Your guide, including hosts such as Ramona, Marco, Mattia, or Francesca, leads you to five tastings of Roman street food, plus wine, beer, and gelato. Expect history, standing-room food stops, and enough bites for a full meal.

“Excellent food tour in Trastevere with our guide Mattia who was knowledgeable and engaging. The food was excellent, from meats and cheeses to pizza, suppli, canoli and gelato. Everything was delicious. We never would have tried suppli if we hadnt done this tour but we went back for more the next day from, as Mattia said, the best place in Rome for suppli.”

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Florence: Cinque Terre Park Day Trip with Optional Street Food - La Spezia and the first train into Cinque Terre
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Florence: Cinque Terre Park Day Trip with Optional Street Food

13.Cinque Terre Park Day Trip with Optional Street Food

★★★★★★★★★★4.5 · 3,593 reviews · 12 hours 30 minutes (approx.) · from $60

Travel from Florence to Cinque Terre by coach, train, and, from April through October when seas are calm, boat. With guides such as Gabriele, John, Alex, and Costantino, you visit Manarola, Monterosso, Vernazza, and Riomaggiore. Choose the street food lunch, or explore independently. Expect a beautiful, fast-moving 12.5-hour day with plenty of walking.

“Great all day experience exploring 4 villages of Cinque Terre. Lots of walking and each village was very beautiful. Took the train between villages. Fredericko our tour guide was great!”

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Rome Food Tour: Unlimited Tastings with Fine Wine & Barolo - La Nicchia Café starts the meal in high gear
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Rome Food Tour: Unlimited Tastings with Fine Wine & Barolo

14.Rome Food Tour: Unlimited Tastings with Fine Wine & Barolo

★★★★★★★★★★5.0 · 3,365 reviews · 4 hours (approx.) · from $83

Meet near Cipro Metro and eat through Rome’s Prati district with a guide such as Michael, Giordano, Irene or Vincenzo. Stop at La Nicchia Café, Bonci Pizzarium, Paciotti Salumeria, Il Segreto and Lemongrass Ice Cream for cheeses, cured meats, truffles, pizza, Roman pasta, wine and gelato. Dietary substitutions are available with advance notice.

“Wonderful experience and Michael our guide provided a useful history complement to the food. I particularly enjoyed time in the open air market.”

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Florence: Siena, San Gimignano & Monteriggioni with Tasting - Monteriggioni, a small fortress with big medieval character
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Florence: Siena, San Gimignano & Monteriggioni with Tasting

15.Siena, San Gimignano & Monteriggioni with Tasting

★★★★★★★★★★4.6 · 3,218 reviews · 11 hours · from $46Best value

Travel from Florence by air-conditioned coach to Monteriggioni, Siena, and San Gimignano, then taste three Chianti wines with regional snacks. A multilingual tour leader handles the timing, while the optional Siena guide adds context. Guides such as Alex, John, Roberto, and Constantino have led recent departures.

“This was an amazing day trip. So much to see in just one day. Our tour guide John was very professional and knowledgeable. Would highly recommend as a day trip from Florence.”

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