Wine tasting Tours & Trips in Italy
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10 best Wine tasting Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Tuscany Walking and Wine
- Geluxe: Italy: Tuscany and Umbria Vineyard Walks
- Luxury 5 Stars Private Sicily Food & Wine Lovers Tour
- Sicily Art, Food & Wine Tour
- Italian Indulgence
- Gourmet Tuscany
- A Taste of Sicily
- Private Gourmet Wine Tour in Tuscany, Italy
- Geluxe: Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
102 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 up to 90 year olds Operator G Adventures From $1,999
25% Off- US$1,499You save $499
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 16 to 85 year olds Operator Explore! From
25% Off- US$2,690
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 up to 90 year olds Operator G Adventures From $3,999
15% Off- US$3,399You save $599
Luxury 5 Stars Private Sicily Food & Wine Lovers Tour
77 Reviews by TourRadar travelers“This is a MUST for any foodie. Our guides were amazing and it was nice to have a true foodie tour.”
Jessica, traveled in September
Family estates on Mount Etna and historic wineries in Syracuse showcase private tastings and organic pairings. Traditional cellars and ancient millstones reveal local production methods. Wine experiences maintain 4.8/5 rating from 75+ reviews.
Duration 8 days Destinations Catania, Taormina, Mount Etna, Noto, Marzamemi, Island of Ortigia, Syracuse, Palermo Age Range 3 to 99 year olds Operator Sicily Activities From $5,295
4% Off- US$5,095You save $200
Hilltop wineries in Erice and volcanic vineyards on Mount Etna showcase Italy's renowned wines. Local cellars near Taormina pair regional varieties with Sicilian street food, while organic farms near Caltagirone offer distinctive wine experiences.
Duration 8 days Destinations Catania, Tindari, Cefalu, Palermo, Monreale, Erice, Selinunte, Agrigento, Caltagirone, NotoSee all destinations Age Range 18 to 80 year olds Operator TUI Italia From $2,968
10% Off- US$2,672You save $296
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 up to 80 year olds Operator Blue-Roads Touring From
10% Off- US$4,579
Gourmet Tuscany
132 Reviews by TourRadar travelers“This tour was special. The itinerary was thoughtful and well-planned.”
Jaime, traveled in July
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 up to 99 year olds Operator Cosmos From $2,169
7% Off- US$2,019You save $150
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 13 to 99 year olds Operator Omega Tours From
7% Off- US$1,049
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 24 to 86 year olds Operator Soleto Travel From $2,617
16% Off- US$2,199You save $418
Molino di Grace estate opens its doors for tastings, while Lamole's vineyards host picnics and Montepulciano offers sampling sessions. Agriturismos overlooking vineyards provide base for Chianti production lessons, expert-led tastings and wine-paired regional dinners.
Duration 10 days Destinations Florence, San Gimignano, Colle di Val d'Elsa, Monteriggioni, Siena, Greve in Chianti, Montepulciano, Rome Age Range up to 90 year olds Operator G Adventures From $4,999
15% Off- US$4,249You save $749
What people love about Wine tasting Tours in Italy
- Tuscany Walking and Wine
One of the best vacations we have ever taken. The scenery was stunning and it was very well organized. Matteo was an amazing guide and handled every details to perfection. The walking can be challenging for portions of the tour, but all very doable if you are in descent shape. You can't beat the scenery you experience! I would highly recommend the tour and will look to do similar tours in the future.
- Luxury 5 Stars Private Sicily Food & Wine Lovers Tour
Both Etna food and wine and Taormina food tour were excellent. Booking was easy Massimo organised to perfection Rosario was amazing guide who clearly has a passion for his job. The tours at great mixture of fun and knowledge. They were also great value for money the food on both tours was wonderful and plentiful. Cannot recommend highly enough
- Tuscany Absolute
It really was a pleasure! I can't wait to go back to Florence...
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."
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