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 100+ Italy tours
- 1,200+ verified reviews from TourRadar travelers
- 24/7 customer support
- G
Genevieve • traveled in November
I really enjoyed the tour!
Charming Sicily Food & Wine Small Group Tour - 8 days - M
Marina • traveled in April
Overall it was nice experience, everything was very well organized, hotel had great location, tour guides were wonderful. Cooking class was great experience and our chief David was amazing. My trips to Sienna and wine tasting was interesting too. One complain that trip to Montepulciano was too long and it was extra difficulty to get back to Florence. People at villa were very nice, food was great but nothing to do for 1,5 days. It doesn’t worth to spend almost 2 days there. Then I had to take taxi and train to get back, so it is another day had to spend traveling. Would be nice to have trips back to Florence.
Tuscany Absolute - B
Bozena • traveled in October, 2024
This was my first time with Tourradar. From start to finish I had no issues or problems planning my vacation. We had a small group which gave us an opportunity to become very close, which made our vacation even more memorable. In addition we had a fantastic tour guide. Francesco made sure that each and every day was fun and exciting. I hghly recommend this company and will absolutely use them in the future.
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
Our traveler's Moments
Rome, Sorrento & the Amalfi Coast featuring Amalfi & Ravello (Rome to Sorrento) (2026)
JuleneMKMarina
Tuscany Absolute
LWLaura
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
Highlights of PugliaNanette
DRDonna
Small Group Sicily Food & Wine Tour (Maximum 8 Guests)
Tuscany Walks & Chianti WinesPotter
TTTerry
The Abruzzo, Puglia & Matera Experience
TGTeresa
Learn Italian, Food & Culture in Abruzzo
Private Gourmet Wine Tour in Tuscany, ItalySusan
MKMari
Italy Real Food Adventure (6 destinations)
10 best Wine tasting Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Charming Sicily Food & Wine Small Group Tour - 8 days
- Tuscany Absolute
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Discover Tuscany: Culture, Food & Wine
- Sicily and Eolic Islands
- A Taste of Sicily
- Florence City Break - 3 Days/2 Nights
- Gourmet Tuscany
- Italian Indulgence
- Geluxe: Italy: Tuscany and Umbria Vineyard Walks
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, Island of Ortigia, 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, Castellina in Chianti, Montepulciano Age Range All Ages Welcome Operator Flag Travel Holidays From $3,068
20% Off- US$2,454You save $614
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
61 Reviews by TourRadar travelers“We had a small group which gave us an opportunity to become very close, which made our vacation even more memorable.”
Bozena, traveled in September
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 $1,899
20% Off- US$1,519You save $380
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, Pisa, Florence, Colle di Val d'Elsa, Tuscany, Siena, Certaldo, Castellina in Chianti, Volterra Age Range Ages 18+ Operator Exodus Adventure Travels From $4,048
20% Off- US$3,240You save $808
Duration 8 days Destinations Palermo, Milazzo, Vulcano, Lipari, Taormina, Catania, Syracuse, Marsala, Erice Age Range All Ages Welcome Operator Europamundo From
20% Off- US$1,357
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, Mount Etna, Taormina Age Range Ages 13+ Operator Omega Tours From
20% Off- US$1,293
Florence City Break - 3 Days/2 Nights
5 Reviews by TourRadar travelers“Time seemed to fly by really quickly. The group was entertained.”
Billy, traveled in December
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, Ulignano, San Gimignano Age Range Ages 18-41 Operator Italy on a Budget Tours From
20% Off- US$352
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."