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
- Venice to Milan: 7-Days Alps & Dolomites Tour
- Sicily Art, Food & Wine Tour
- A Taste of Sicily
- Private Western Sicily Tour
- Gourmet Tuscany
- Sicily: Vino & Volcanoes
- Venetian Villas and Vineyards Cycling
Charming Sicily Food & Wine Small Group Tour - 8 days
5 Reviews by TourRadar travelers“Amazing trip and beyond my expectations! The cooking class, food tours and vineyard visits were all highlights.”
Nancy, traveled in May
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 11 to 99 year olds Operator Click Tours From $7,625
37% Off- NZ$4,804You save $2,821
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, Florence, Colle di Val d'Elsa, Siena, Castellina in Chianti, Certaldo, Volterra, Tuscany Age Range up to 80 year olds Operator Exodus Adventure Travels From $4,617
10% Off- NZ$4,160You save $457
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
102 Reviews by TourRadar travelers“Very well organized, and well managed by CEO.”
Seyed, 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 up to 90 year olds Operator G Adventures From $2,959
15% Off- NZ$2,515You save $443
Prosecco's sparkling vineyards and South Tyrol's historic wine route showcase premier wine regions. Traditional wineries in Valdobbiadene and Egna's wine culture feature expert-led tastings with local gastronomic pairings.
Duration 7 days Destinations Venice, Asolo, Prosecco, Cortina d’Ampezzo, Misurina, Dobbiaco, San Vito di Cadore, Braies, Bolzano, MeranoSee all destinations Age Range up to 85 year olds Operator Carrani Tours From
15% Off- NZ$4,245
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 18 to 80 year olds Operator TUI Italia From $5,688
10% Off- NZ$5,120You save $568
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 13 to 99 year olds Operator Omega Tours From
10% Off- NZ$1,812
Donna Fugata Winery's historic cellars anchor tours through Marsala's wine country. Private tastings paired with regional cuisine unfold at traditional trattorias and countryside farmhouses. Panoramic vineyard views complement lessons in local viticulture.
Duration 9 days Destinations Palermo, Castellammare del Golfo, Segesta, Scopello, Erice, Trapani, Marsala, Agrigento, Enna, Piazza Armerina Age Range 1 to 99 year olds Operator Sicily Activities From
10% Off- NZ$9,295
Gourmet Tuscany
132 Reviews by TourRadar travelers“Great itinerary.”
Patricia, traveled in September
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 up to 99 year olds Operator Cosmos From $3,539
3% Off- NZ$3,439You save $100
Noto's authentic enoteca presents Sicilian wines through sommelier-led tastings of four regional varieties paired with local tapas. Castelmola's traditional almond wine producers and Vendicari's coastal vineyards welcome visitors. Hotel Barocco and Hotel Isabella provide comfortable accommodations.
Duration 8 days Destinations Ragusa, Noto, Syracuse, Mount Etna, Castelmola, Taormina Age Range up to 80 year olds Operator Exodus Adventure Travels From
3% Off- NZ$3,390
Veneto's wine heritage shines from Battaglia's Serprino to unique Tocai Rosso vineyards. Vine-covered hills connect medieval wine towns like Vo Vecchio. Family agriturismos serve traditional wine-paired dinners.
Duration 9 days Destinations Padua, Monselice, Galzignano Terme, Teolo, Villaganzerla Age Range 8 to 99 year olds Operator Exodus Adventure Travels From
3% Off- NZ$2,905
What people love about Wine tasting Tours in Italy
- Charming Sicily Food & Wine Small Group Tour - 8 days
I really enjoyed the tour!
- A Taste of Sicily
Placido was very knowledgeable and the information was delivered in a timely manner
- 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.
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."