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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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 - D
Dan • traveled in May, 2025
Communication and timeliness with team (Aurora) was outstanding! Options were implemented such as small group tours and private transportation--perfect. Tour stops selected by team met our requests, even when a last minute change made to be made. Glad the team arranged for perfect weather!!! Lodging was very nice in Florence and Montepulciano, though showers in each room were very small. Breakfasts provided were very nice. Overall, great job with selections and organization of tour. Thank you.
Tuscany Absolute
Our traveler's Moments
- Rome, Sorrento & the Amalfi Coast featuring Amalfi & Ravello (Rome to Sorrento) (2026)
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Tuscany Walks & Chianti Wines
- Highlights of Puglia
- The Abruzzo, Puglia & Matera Experience
- Semi-Private Sicily Food & Wine Tour (Including Hotels & 6 Meals)
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
- Tuscany Absolute
- The Best of Tuscany - 4Days/3Nights
- A Taste of Sicily
- A Scenic Escorted Tour through Alpina & Dolomiti
- Geluxe: Italy: Tuscany and Umbria Vineyard Walks
- Discover Tuscany: Culture, Food & Wine
- Flavours of Sicily Food&Wine Private Tour
- Sicily and Eolic Islands
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
63 Reviews by TourRadar travelers“The tour was lovely. Everyone was nice and considerate and happy.”
Laura, 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 Ages 12+ Operator G Adventures From
- US$1,899
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, Palermo Age Range Ages 11+ Operator Click Tours From $4,680
36% Off- US$2,995You save $1,685
Tuscany Absolute
12 Reviews by TourRadar travelers“We loved the cooking classes, wine tours, city tours - all of it. Hotels were outstanding also.”
Ray, traveled in October
Prestigious estates in Montepulciano showcase Italy's wine heritage. Vino Nobile DOCG tastings highlight Prugnolo Gentile grapes. Villa Cicolina, overlooking vineyards, hosts visitors exploring historic cellars.
Duration 7 days Destinations Florence, Siena, San Gimignano, Arezzo, Cortona, Montepulciano, Pienza, San Quirico D'orcia, Montalcino, Tuscany Age Range All Ages Welcome Operator Flag Travel Holidays From
36% Off- US$3,089
The Best of Tuscany - 4Days/3Nights
21 Reviews by TourRadar travelers“It was good tour. Over all it was good experience.”
Prakhyat, traveled in September
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
36% Off- US$589
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
36% Off- US$1,293
A Scenic Escorted Tour through Alpina & Dolomiti
1 Review by TourRadar travelers“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 Asolo, Valdobbiadene, Cortina d’Ampezzo, Misurina, Dobbiaco, San Vito di Cadore, Braies, Anterselva di Mezzo, Bruneck, BrixenSee all destinations Age Range All Ages Welcome Operator Carrani Tours From
36% Off- US$3,566
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
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."