Wine tasting Tours & Trips in Italy
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10 best Wine tasting Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Tuscany Walking and Wine
- Charming Sicily Food & Wine Small Group Tour - 8 days
- Discover Tuscany: Culture, Food & Wine
- Small Group Sicily Food & Wine Tour (Maximum 8 Guests)
- Florence City Break - 3 Days/2 Nights
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Venice to Milan: 7-Days Alps & Dolomites Tour
- Sicily Art, Food & Wine Tour
- Gourmet Tuscany
- Journey through Puglia to Matera
Tuscany Walking and Wine
21 Reviews by TourRadar travelers“Outstanding natural beauty of the region. Pienza, lovely little town.”
Eva, traveled in April
Prestigious Brunello flows in Montalcino's historic cellars, while organic Chianti delights at Castello La Leccia. Sovestro winery presents excellent San Gimignano Vernaccia wines. Tuscany's finest wine regions, from Chianti Hills to Val d'Orcia, feature expert-led tastings.
Duration 8 days Destinations Pisa, Castellina in Chianti, Castelvecchio National Park, San Gimignano, Monteriggioni, Siena, Pienza, Monticchiello, Montepulciano, San Quirico D'orciaSee all destinations Age Range 16 to 85 year olds Operator Explore! From
- NZ$4,280
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 11 to 99 year olds Operator Click Tours From $7,527
36% Off- NZ$4,818You save $2,710
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, Siena, Castellina in Chianti, Certaldo, Volterra, Tuscany Age Range up to 80 year olds Operator Exodus Adventure Travels From $4,617
5% Off- NZ$4,400You save $217
Small Group Sicily Food & Wine Tour (Maximum 8 Guests)
84 Reviews by TourRadar travelers“Wonderful experience; enjoyed the different foods; best part was the wineries.”
FRANCES, traveled in September
Sicily's wine regions stretch from Mount Etna to Syracuse. Family-run Gambino estate shares volcanic varieties, historic Pupillo winery opens its cellars, and organic wine-paired lunches delight small groups of 8 guests.
Duration 8 days Destinations Catania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse, Island of Ortigia, Palermo Age Range 18 to 85 year olds Operator Sicily Activities From $4,595
10% Off- NZ$4,136You save $460
Florence City Break - 3 Days/2 Nights
5 Reviews by TourRadar travelers“The wine tour was absolutely amazing! The vineyards we visited as well as the sights we got to see along the way were like something out of the movies.”
Jhannine, traveled in January
Family estates welcome visitors for tastings of Chianti Classico, Brunello, and Super Tuscan wines. Ancient cellars showcase traditional wine production methods alongside 30-year balsamic vinegar. Vernaccia producers offer tastings facing San Gimignano's medieval towers.
Duration 3 days Destinations Florence, Castellina in Chianti, San Gimignano Age Range 18 to 39 year olds Operator Italy on a Budget Tours From
10% Off- NZ$628
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
102 Reviews by TourRadar travelers“A well paced trip with lots to see and do. You get to spend enough time in one place to see all it has to offer.”
Cassidy, 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
25% Off- NZ$2,219You save $740
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
25% Off- NZ$4,232
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 $5,671
15% Off- NZ$4,821You save $851
Gourmet Tuscany
132 Reviews by TourRadar travelers“The hotel and staff was outstanding. My tour was complete, knowledgeable, patient, reliable & personable.”
Glenn, 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 up to 99 year olds Operator Cosmos From $3,539
3% Off- NZ$3,439You save $100
Puglia's finest wines pour from Locorotondo's celebrated Bianco DOC to Matera's robust Aglianico. Sotto le Cummerse serves as base for exploring local vineyards with guided tastings. This eight-day wine tour costs around $1,900 including breakfast and transfers.
Duration 8 days Destinations Monopoli, Locorotondo, Alberobello, Matera Age Range up to 80 year olds Operator Exodus Adventure Travels From
3% Off- NZ$2,530
What people love about Wine tasting Tours in Italy
- Tuscany Walking and Wine
One of the best vacations we have ever taken. The scenery was stunning and it was very well organized. Matteo was an amazing guide and handled every details to perfection. The walking can be challenging for portions of the tour, but all very doable if you are in descent shape. You can't beat the scenery you experience! I would highly recommend the tour and will look to do similar tours in the future.
- 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
- Small Group Sicily Food & Wine Tour (Maximum 8 Guests)
Great trip of 3 ladies. Loved taormina. And siracusa. Palermo was just ok... too big a city. Our guides were very knowledgeable and fun to be with
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."