Wine tasting Tours & Trips in Italy
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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
- Discover Tuscany: Culture, Food & Wine
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Gourmet Tuscany
- Italian Indulgence
- Sicily Art, Food & Wine Tour
- A Taste of Sicily
- Flavours of Sicily Food&Wine Private Tour
- Geluxe: Italy: Tuscany and Umbria Vineyard Walks
- Italia Amore Mio - Venice to Milan
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
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
36% Off- US$4,050
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
61 Reviews by TourRadar travelers“Another quality and great value experience with G Adventures.”
John, traveled in May
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
36% Off- US$1,899
Gourmet Tuscany
132 Reviews by TourRadar travelers“This tour was special. The itinerary was thoughtful and well-planned.”
Jaime, traveled in July
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 $2,359
11% Off- US$2,109You save $250
Italian Indulgence
7 Reviews by TourRadar travelers“I thoroughly enjoyed this trip. Stefano was considerate, friendly and knowledgeable.”
Suzanne, traveled in July
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
11% 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 $3,474
10% Off- US$3,126You save $347
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
10% Off- US$1,277
Flavours of Sicily Food&Wine Private Tour
1 Review by TourRadar travelers“Excellent hotels where we stayed in Sicily. Highly recommended tour combining cultural visits and good food.”
AndrewDunston, traveled in February
Mt. Etna's volcanic vineyards and Syracuse's castle-like estates showcase Sicily's wine heritage. Organic appetizers complement regional varieties in lava stone amphitheaters. Expert sommeliers guide tastings of traditional Sicilian cuisine.
Duration 8 days Destinations Catania, Taormina, Mount Etna, Noto, Syracuse, Island of Ortigia, Palermo Age Range Ages 20+ Operator Soleto Travel From
10% Off- US$3,964
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
10% Off- US$3,999
Duration 8 days Destinations Venice, Verona, Bergamo, Sirmione, Desenzano del Garda, Como, Bellagio, Milan Age Range Ages 6+ Operator Eskapas From $3,390
7% Off- US$3,153You save $237
What people love about Wine tasting Tours in Italy
- Charming Sicily Food & Wine Small Group Tour - 8 days
Please inform us about what to do next instead of my action of requesting information all the time by WhatsApp
- Gourmet Tuscany
Ursula was a fabulous guide. They were a variety of day tours and extras to keep my interest. Staying in Montecatini was an excellent choice. there was lots to do there.
- Italian Indulgence
Have returned home recently from an Indulgence Back Roads Tour of Italy. A great holiday. No expectations at the beginning so every day special.
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."