Wine tasting Tours & Trips in Italy
Fancy tasting wines grown in Mount Etna's volcanic soil? Try a Florence walking tour with locals explaining Renaissance history, Cinque Terre's coastal trails connecting five colorful villages perched on cliffs, and Tuscan vineyards pouring Chianti, Brunello, Vino Nobile. Noto's baroque architecture glows golden in afternoon light, and Sicilian cooking in family trattorias teaches you dishes passed down through generations.
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A fantastic experience, venue and mix of activities. Most importantly our guide Roberta went out of her way to make everyone’s experience excellent. My wife and I were the oldest in the geoup @ 67 and 68 and she made sure so e accommodations were made to enable us to hVe the best eypossible
Tuscany Walks & Chianti WinesAmazing 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 daysThis was the perfect blend of independent and guided. We had the opportunity to do what we wanted the first couple days, then kick back and enjoy the ride the last two days. We arrived in the afternoon on Day 1 so had time to enjoy the hostel's rooftop pool before meeting our guide for a walking tour of Florence in the evening. The YellowSquare Hostel was fantastic - they offer so many activities and events that you could go there with no plans and find plenty to do. Our tour guide, Marie from Italy on a Budget tours, was fantastic. We were the only group scheduled for the walking tour, so we got a very personalized experience with lots of recommendations for places to eat and local knowledge, which we took advantage of during our free day in the city. The winetasting day was also fantastic and I enjoyed the variety of wines and scenery between both vineyards. Cinque Terre was absolutely beautiful. The only thing I would have changed would have been to spend more time in one of the towns instead of an hour or less in each. It's a long day of train travel. If we'd had more time in Manarola or Vernazza, I would have gone swimming or kayaking. I hope to go back to Florence some day and spend even more time there!
The Best of Tuscany: Florence, Chianti & Cinque Terre Escape | 4 Days
10 best Wine tasting Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Sicily and Eolic Islands
- Tuscany Walks & Chianti Wines
- Charming Sicily Food & Wine Small Group Tour - 8 days
- Fantasia of Puglia - 8 Days, 7 Nights
- Discover Tuscany: Culture, Food & Wine
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- A Scenic Escorted Tour through Alpina & Dolomiti
- Italy Real Food Adventure
- Gourmet Tuscany
- Local Living Italy - Tuscany San Gimignano
Sicily and Eolic Islands
“WE ARE TOTALLY AND ABSOLUTELY MOTIVATED TO RETURN TO EUROPE, ESPECIALLY WITH THE EUROPAMUNDO FORMAT.”
ALCIDES, traveled in October
Duration 8 days Destinations Palermo, Monreale, Castelbuono, Cefalu, Tindari, Milazzo, Vulcano, Lipari, Taormina, MessinaSee all destinations Age Range All Ages Welcome Operator Europamundo From
- US$1,370
Tuscany Walks & Chianti Wines
“great mix of a holiday, fantastic scenery, walking 95% off roads, great sight seeing too!!”
Brendan, traveled in September
Tuscany's finest estates share Italy's wine heritage through expert-led tastings. Cesani family vineyard near San Gimignano, sensory wine education near Certaldo, and Siena's Tuscan Wine School provide specialized instruction paired with local specialties.
Duration 8 days Destinations Pancole, Gambassi Terme, San Gimignano, Fonterutoli, Castellina in Chianti, Siena, Certaldo, Florence Age Range Ages 18+ Operator Exodus Adventure Travels From
- US$3,375
Charming Sicily Food & Wine Small Group Tour - 8 days
“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, Palermo Age Range Ages 11+ Operator Click Tours From $4,680
36% Off- US$2,995
Fantasia of Puglia - 8 Days, 7 Nights
“Excellent choice of historical sites and local businesses to sample their local products.”
Rose, traveled in June
Duration 8 days Destinations Bari, Trani, Castel del Monte, Alberobello, Matera, Locorotondo, Ostuni, Lecce, Otranto, Martina FrancaSee all destinations Age Range Ages 18+ Operator Carrani Tours From
36% Off- US$3,024
Discover Tuscany: Culture, Food & Wine
“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, Colle di Val d'Elsa, Certaldo, Siena, Castellina in Chianti, Tuscany, Florence, Volterra Age Range Ages 18+ Operator Exodus Adventure Travels From $3,939
9% Off- US$3,585
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
“Great food and great sites. Traveling was easy and well organized.”
Pamela, traveled in March
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, Lucca, Cinque Terre, Monterosso al Mare, Vernazza, Corniglia, Manarola, Riomaggiore, Portovenere, PisaSee all destinations Age Range Ages 12+ Operator G Adventures From $2,049
25% Off- US$1,537
A Scenic Escorted Tour through Alpina & Dolomiti
“Both accommodation were excellent choices!!! All places we visited were highlights specially Lago di Braises was specular.”
Peter, traveled in October
Prosecco Road and South Tyrol's ancient wine route reveal Italy's finest wines. Valdobbiadene's traditional wineries and Egna's wine culture offer local vintages paired with regional specialties.
Duration 9 days Destinations Milan, Peschiera del Garda, Trento, Bolzano, Merano, Vipiteno, Braies, Cortina d’Ampezzo, Misurina, DobbiacoSee all destinations Age Range All Ages Welcome Operator Carrani Tours From
25% Off- US$3,522
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."