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.
Excellent
- Choose from 50+ Italy tours
- 1,100+ verified reviews from TourRadar travelers
- 24/7 customer support
- P
Pamela • traveled in April, 2026
We had a great tour that showed a lot of Italy in the time frame. Ginevra, our guide was soo knowledgeable and helpful. She was was very fun to be around. It was a very active tour with a lot of hiking. Great food and great sites. Traveling was easy and well organized. Our accommodations were clean and safe. I would recommend to anyone looking for an active tour. It keep our teenagers very engaged.
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks - G
Genevieve • traveled in November
I really enjoyed the tour!
Charming Sicily Food & Wine Small Group Tour - 8 days - E
Erin • traveled in July
This 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 - 4Days/3Nights
10 best Wine tasting Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Charming Sicily Food & Wine Small Group Tour - 8 days
- Geluxe: Italy: Tuscany and Umbria Vineyard Walks
- The Best of Tuscany - 4Days/3Nights
- Tuscany Walking and Wine
- Sicily and Eolic Islands
- A Taste of Sicily
- Florence City Break - 3 Days/2 Nights
- Discover Tuscany: Culture, Food & Wine
- Geluxe: Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
63 Reviews by TourRadar travelers“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, Cinque Terre, Pisa Age Range Ages 12+ Operator G Adventures From $2,049
25% Off- US$1,537You save $512
Charming Sicily Food & Wine Small Group Tour - 8 days
7 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, Palermo Age Range Ages 11+ Operator Click Tours From $4,680
36% Off- US$2,995You save $1,685
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 $4,399
25% Off- US$3,299You save $1,100
The Best of Tuscany - 4Days/3Nights
21 Reviews by TourRadar travelers“Everything was great. I will travel with his company again :)”
Rowena, traveled in August
Family-run Chianti estates pour their finest wines, including Chianti Classico and Brunello di Montalcino. Historic cellars reveal traditional production methods, while tastings feature local olive oils and balsamic vinegar.
Duration 4 days Destinations Florence, Pisa, Cinque Terre, San Gimignano, Tuscany Age Range Ages 18+ Operator Italy on a Budget Tours From
25% Off- US$580
Tuscany Walking and Wine
24 Reviews by TourRadar travelers“The food was great, and the accommodation was all I could have hoped for.”
Grace, 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, San Gimignano, Castellina in Chianti, Siena, Pienza, San Quirico D'orcia, Montalcino, Florence Age Range Ages 16+ Operator Explore! From $2,870
7% Off- US$2,670You save $200
Duration 8 days Destinations Palermo, Monreale, Castelbuono, Cefalu, Tindari, Milazzo, Vulcano, Lipari, Taormina, MessinaSee all destinations Age Range All Ages Welcome Operator Europamundo From
7% Off- US$1,370
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, Taormina Age Range Ages 13+ Operator Omega Tours From
7% Off- US$1,279
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."