Wine tasting Tours & Trips in Italy
4.6 stars on(8,997 reviews)- Choose from 50+ Italy tours
- 1,100+ verified reviews from TourRadar travelers
- 24/7 customer support
10 best Wine tasting Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Discover Tuscany: Culture, Food & Wine
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Gourmet Tuscany
- Highlights of Puglia
- Italian Indulgence
- Tuscany Walking and Wine
- Geluxe: Italy: Tuscany and Umbria Vineyard Walks
- Private Experience of Tuscany: A Timeless Tapestry of Art, History and Flavor
- Private Gourmet Wine Tour in Tuscany, Italy
- Journey through Puglia to Matera
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 Ages 18+ Operator Exodus Adventure Travels From
- NZ$4,620
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
104 Reviews by TourRadar travelers“The tour was a wonderful experience, and we saw everything on our itinerary and more.”
Linda, traveled in August
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
- NZ$3,159
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 $3,750
5% Off- NZ$3,550You save $200
Highlights of Puglia
56 Reviews by TourRadar travelers“Everything down to the hotels, sights and Sonia, our tour guide was beyond our expectations. This tour is highly recommended.”
Caterina, traveled in September
Cantina Albea winery in Alberobello pours award-winning local varieties. Di Gesu bakery in Altamura and Putignano agriturismo demonstrate cheese making, while visits include Matera's caves and Lecce's Baroque architecture.
Duration 8 days Destinations Bari, Altamura, Alta Murgia National Park, Matera, Gravina, Putignano, Alberobello, Locorotondo, Castellana, MonopoliSee all destinations Age Range Ages 16+ Operator Explore! From $4,110
20% Off- NZ$3,280You save $830
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
20% Off- NZ$7,921
Tuscany Walking and Wine
21 Reviews by TourRadar travelers“The food was superb. I think the two major walking days - Thursday and Friday - were excellent.”
Sally, traveled in May
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 Ages 16+ Operator Explore! From $4,710
20% Off- NZ$3,768You save $942
Geluxe: Italy: Tuscany and Umbria Vineyard Walks
2 Reviews 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 12+ Operator G Adventures From
20% Off- NZ$6,919
The finest Italian wines flourish across Chianti, Brunello, and Montepulciano regions. Private tastings at family-run estates and historic cellars showcase local expertise. UNESCO Val d'Orcia vineyards offer sommelier-led education in traditional winemaking methods.
Duration 6 days Destinations Florence, Castellina in Chianti, San Gimignano, Siena, Montepulciano, Val d'Orcia, Montalcino, Castagneto Carducci Age Range Ages 10+ Operated in English, Spanish Operator Angel Wine Experiences and Enotropea Wine Experiences SL From
20% Off- NZ$43,375
Private Gourmet Wine Tour in Tuscany, Italy
4 Reviews by TourRadar travelers“Everything simply wonderful and comfortable with our van and private driver. We loved the wine tasting and walk in the Brunello vineyards!”
MichaelKev, traveled in October
A four-day tour through Tuscany's finest wine regions, from Brunello di Montalcino to Bolgheri's Sassicaia. Private tastings at family estates include cellar tours and vineyard walks. Chianti Classico tastings unfold in historic settings with panoramic views.
Duration 4 days Destinations Florence, Colle di Val d'Elsa, Castellina in Chianti, Val d'Orcia, Montalcino, Siena, Volterra, San Gimignano, Castagneto Carducci, Pisa Age Range Ages 24+ Operator Soleto Travel From
20% Off- NZ$4,781
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 Ages 16+ Operator Exodus Adventure Travels From
20% Off- NZ$2,530
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
- 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
- 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."