Wine tasting Tours & Trips in Italy
Immerse yourself in culture as you sample the finest local wines on a tour of Italy. With 102 wine tasting adventures ranging from 3 days to 17 days, you'll hop from one winery to another clinking your glasses and sipping premium flavours.
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Nancy • traveled in July
Amazing trip and beyond my expectations! Guides were knowledgeable and always on time. The cooking class, food tours and vineyard visits were all highlights.
Charming Sicily Food & Wine Small Group Tour - 8 days - M
Marina • traveled in April
Overall it was nice experience, everything was very well organized, hotel had great location, tour guides were wonderful. Cooking class was great experience and our chief David was amazing. My trips to Sienna and wine tasting was interesting too. One complain that trip to Montepulciano was too long and it was extra difficulty to get back to Florence. People at villa were very nice, food was great but nothing to do for 1,5 days. It doesn’t worth to spend almost 2 days there. Then I had to take taxi and train to get back, so it is another day had to spend traveling. Would be nice to have trips back to Florence.
Tuscany Absolute - C
Christopher • traveled in October, 2024
Very well organized. Great tour leader in Jordan. Very organized with great attention to detail and very personable and informative
Discover Tuscany: Culture, Food & Wine
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10 best Wine tasting Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Charming Sicily Food & Wine Small Group Tour - 8 days
- Tuscany Absolute
- Discover Tuscany: Culture, Food & Wine
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Gourmet Tuscany
- The Abruzzo, Puglia & Matera Experience
- Italian Indulgence
- Sicily Art, Food & Wine Tour
- A Taste of Sicily
- Geluxe: Italy: Tuscany and Umbria Vineyard Walks
Charming Sicily Food & Wine Small Group Tour - 8 days
7 Reviews by TourRadar travelers“I really enjoyed the tour!”
Genevieve, traveled in October
Volcanic estates on Mount Etna and castle wineries in Syracuse offer Italy's finest wines. Local specialties complement regional varietals, from Marzamemi's fresh seafood to organic produce from Etna's slopes. Wine experts illuminate Sicily's unique terroir.
Duration 8 days Destinations Catania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse, Island of Ortigia, Palermo Age Range Ages 11+ Operator Click Tours From $4,680
36% Off- US$2,995You save $1,685
Tuscany Absolute
12 Reviews by TourRadar travelers“From the charming vineyards to the picturesque landscapes, every moment was a postcard come to life.”
Gilbert, traveled in October
Prestigious estates in Montepulciano showcase Italy's wine heritage. Vino Nobile DOCG tastings highlight Prugnolo Gentile grapes. Villa Cicolina, overlooking vineyards, hosts visitors exploring historic cellars.
Duration 7 days Destinations Florence, Siena, San Gimignano, Castellina in Chianti, Montepulciano Age Range All Ages Welcome Operator Flag Travel Holidays From $3,059
20% Off- US$2,447You save $612
Discover Tuscany: Culture, Food & Wine
2 Reviews by TourRadar travelers“Kept us informed of daily plans. Ensured our every question and need was met.”
Peter, traveled in October
Rich Tuscan wine heritage awaits at prestigious Majnoni Guicciardini Farm and family-run Cesani estate. Chianti Classico tastings in Castellina pair perfectly with local delicacies. Hotel Le Renaie serves as your base for renowned vineyard visits.
Duration 8 days Destinations Pancole, San Gimignano, Pisa, Florence, Colle di Val d'Elsa, Tuscany, Siena, Certaldo, Castellina in Chianti, Volterra Age Range Ages 18+ Operator Exodus Adventure Travels From $4,048
10% Off- US$3,645You save $403
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
61 Reviews by TourRadar travelers“A very enjoyable tour, loved the hikes, food, gelato and it was a lovely group of fellow travellers.”
C, traveled in June
Tuscany's wine heritage unfolds at Villa Pitiana's vineyards with optional wine experiences in Manarola, Cinque Terre. Regional wines complement traditional Tuscan dinners in Chianti's countryside during this 7-day tour.
Duration 7 days Destinations Florence, Cinque Terre, Pisa Age Range Ages 12+ Operator G Adventures From $1,899
10% Off- US$1,709You save $190
Gourmet Tuscany
132 Reviews by TourRadar travelers“Excellent choice of locations and selection of food and wine venues. The tour achieves a great balance between guided travelling and personal time and autonomy.”
Julie, traveled in June
Tuscany's celebrated regions present their finest wines. Historic Chianti estates near Greve, Super Tuscan wines in Bolgheri's cellars, and Castagneto Carducci's wine-paired lunches create an immersive experience.
Duration 8 days Destinations Montecatini, Vinci Age Range All Ages Welcome Operator Cosmos From $2,399
10% Off- US$2,149You save $250
The Abruzzo, Puglia & Matera Experience
17 Reviews by TourRadar travelers“Beautiful mountain villages, cost, small cities, fantastic food, wine, olive oil, lemoncello and other liquors that are unique to the Abruzzo and Pulia regions.”
Paul, traveled in October
Award-winning coastal wineries near Punta Aderci Nature Reserve showcase Italian wine heritage. Local vintages from producers Emanuele and Nicola pair perfectly with regional cheeses and salami. Traditional olive mills and authentic cooking classes feature regional wine pairings.
Duration 12 days Destinations Rome, Sulmona, National Park of Abruzzo, Scanno, Vasto, Roccascalegna, Trani, Conversano, Bari, Polignano a MareSee all destinations Age Range Ages 14+ Operator Italia Sweet Italia From
10% Off- US$4,569
Italian Indulgence
7 Reviews by TourRadar travelers“We cannot stop talking about our trip--it was fantastic!. Necessary stops for "toilets" would turn into a unique adventure.”
Marilyn, traveled in May
Italian wine culture flourishes from Asti's local distilleries to Barolo's prestigious vineyards. Villa Pitiana hosts traditional Tuscan cooking classes, complemented by regional specialties along Lake Como's elegant shores.
Duration 13 days Destinations Rome, Assisi, Perugia, Siena, Tuscany, Florence, Lucca, Pisa, Camogli, PortofinoSee all destinations Age Range Ages 18+ Operator Blue-Roads Touring From
10% Off- US$5,019
Hilltop wineries in Erice and volcanic vineyards on Mount Etna showcase Italy's renowned wines. Local cellars near Taormina pair regional varieties with Sicilian street food, while organic farms near Caltagirone offer distinctive wine experiences.
Duration 8 days Destinations Catania, Tindari, Cefalu, Palermo, Monreale, Erice, Selinunte, Agrigento, Caltagirone, NotoSee all destinations Age Range Ages 18+ Operator TUI Italia From $3,500
15% Off- US$2,975You save $525
A Taste of Sicily
2 Reviews by TourRadar travelers“The information was delivered in a timely manner.”
Leone, traveled in June
Sicily's culinary heritage shines through tastings at Mount Etna's honey farms, Catania's traditional granita bars, and Palermo's local bakeries. UNESCO sites from Palermo to Taormina provide backdrop for regional specialties.
Duration 5 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina Age Range Ages 13+ Operator Omega Tours From
15% Off- US$1,288
Geluxe: Italy: Tuscany and Umbria Vineyard Walks
1 Review by TourRadar travelers“I will be talking about this trip for years to anyone who will listen. Could not be happier!”
Melissa, traveled in May
Molino di Grace estate and Lamole di Lamole vineyards showcase Italian wine culture. Chianti's rolling hills provide paths between tastings, while Montepulciano hosts wine sampling in its namesake town.
Duration 8 days Destinations Tuscany, San Gimignano, Colle di Val d'Elsa, Florence, Siena, Monteriggioni, Panzano, Greve in Chianti, Volpaia, MontepulcianoSee all destinations Age Range Ages 18+ Operator G Adventures From
15% Off- US$3,999
What our customers ask about Wine tasting Tours & Trips in Italy
When is the best time to go wine tasting in Italy?
September and October mark peak season for Italian wine tours when vineyards across Tuscany and Chianti come alive during harvest. Spring (April-May) and early fall provide pleasant temperatures for exploring estates like Majnoni Guicciardini Farm and Cesani estate. At Brunello di Montalcino wineries September lets visitors see the grape harvest in action with temperatures around 75°F making it comfortable to explore historic cellars and outdoor tasting areas.
What are the main wine regions covered in Italian wine tasting tours?
The key regions include Tuscany's Chianti Val d'Orcia Montalcino and Montepulciano. Visitors explore family operations like the Cesani estate which produces Vernaccia wines and stops at Majnoni Guicciardini Farm known for organic Chianti Classico. Many tours use Hotel Le Renaie in San Gimignano as a base letting guests easily reach multiple wine areas. As one TourRadar traveler noted "The wine tour was great and very generous on the tastings especially in the Chianti region."
What types of wines will I taste on these tours?
Tours feature Italy's signature wines including Chianti Classico Brunello di Montalcino Vino Nobile di Montepulciano and Super Tuscans. Family estates like Majnoni Guicciardini Farm pair organic wines with regional specialties. A TourRadar traveler shared "We tasted 4 different types of wines including the famous Chianti Classico Brunello of Montalcino Super Tuscan wines accompanied by 30-year-old balsamic vinegar and truffle olive oil."
How much should I expect to spend on a wine tasting tour in Italy?
Quality wine tours typically cost between 350-600 USD per day covering lodging guided tastings and select meals. The 10-day Florence to Rome Wine Walking tour runs about 550 USD daily including premium tastings luxury accommodations and expert guides. According to a TourRadar traveler: "Great value for money. Well planned with good mix of free time and guided tours at various wineries."
What types of accommodations can I expect on a wine tour in Italy?
Most tours feature 4-star properties in historic buildings or boutique hotels near wine regions. Examples include Il Marzocco Hotel in Montepulciano with vineyard views and Hotel Borgo Di Cortefreda in Chianti known for its authentic atmosphere. A TourRadar traveler shared "The accommodations were perfectly situated among the vineyards especially the hotel in Pienza which offered stunning views of the Val d'Orcia wine country."
What makes Italian wine tours unique compared to other wine regions?
The tours blend centuries-old architecture traditional production methods and regional wine varieties. Visitors might sample wines in Chianti's medieval castles or underground cellars in Montepulciano. As one TourRadar traveler explained: "The experience of tasting Brunello in a 12th-century monastery-turned-winery in Montalcino was something you can only find in Italy - it's not just about the wine but the history and culture too."