Wine Tasting Tours & Trips
Picture yourself exploring Taormina with a local, cooking Sicilian dishes, tasting volcanic wines on Mt. Etna, discovering Noto, and enjoying Palermo's street food. Wine tours genuinely shine, with fresh oysters at Arcachon, hunting truffles in Sarlat, sipping cava in Spain, exploring Laguardia's wine caves, and hiking Cinque Terre's trails. Food, wine, and scenery - what could be better?
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Annabelle • traveled in April
Amazing time, amazing people, amazing places. I would highly recommend this tour. The tour guide was exceptional and everything was so gorgeous. It's a great way to see such a grand area in a short time without missing anything.
The Best of Tuscany - 4Days/3Nights - M
Marline • traveled in October
We had the best time. The tour guides were very attentive and gave us lots of historical information about Portugal. The people were friendly and the food was excellent. We felt safe during our stay in Portugal. The trip was planned & executed seamlessly. We got picked up in a beautiful car and on time. The drivers were courteous. The tour guides (Paulo, Julio, & Nunu) went above and beyond for us. Douro Valley trip was beautiful. We also enjoyed our trip to Cascais & Sintra. We visited castles and historic churches. We ate delicious seafood, franceshina, pasteis de nata, olives, & drank port wines. I highly recommend this trip. Thanks to everyone who worked behind the scenes in making this splendid trip an unforgettable one.
Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal - J
Jasmine • traveled in June
Ash was brilliant!! The overall organisation of the adventure was incredible if you’re looking to travel everywhere and make friends while you do it. Ash’s knowledge on every destination and activities she would provide were exceptional and even surprising! I speak on behalf of a lot of people from my group when I say this trip made us excited for a second. Would do it 1000x again
European Horizon (Standard, Summer ( From Mar '26), Start London, Classic)
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10 best Wine tasting tour packages
Compiled by

MelissaWine tasting travel expert at TourRadar
- The Best of Tuscany - 4Days/3Nights
- Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
- European Horizon (Standard, Summer ( From Mar '26), Start London, Classic)
- Florence City Break - 3 Days/2 Nights
- Charming Sicily Food & Wine Small Group Tour - 8 days
- Winelands & Garden Route for Wine Lovers - Chauffeur Drive Tour 5 Days
- Unmissable Portugal - End in Porto
- Caucasus Group Tour - Georgia, Armenia, and Azerbaijan
- Sicily and Eolic Islands
- A Taste of Sicily
The Best of Tuscany - 4Days/3Nights
21 Reviews by TourRadar travelers“Loved every minute! Lots of activities with great people.”
Authentic Chianti estates pour up to 9 wines, including Chianti Classico and Brunello di Montalcino. Local vintners share wine production secrets alongside 30-year aged balsamic vinegar tastings in historic cellars. Suitable for wine enthusiasts aged 18+.
Duration 4 days Destinations Florence, Pisa, Cinque Terre, San Gimignano, Tuscany Age Range Ages 18+ Operator Italy on a Budget Tours From
- US$578
Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
42 Reviews by TourRadar travelers“We were pleasantly surprised to find we were on private tour. The Fado show that was included was exceptional and exceeded our expectations.”
Carol, traveled in May
Premium Alentejo estates near Évora highlight Portugal's wine heritage. Local varietals and production methods pair with traditional cuisine. The central Turim Avenida hotel provides easy access to Lisbon's wine bars.
Duration 5 days Destinations Lisbon, Sintra, Estoril, Cascais, Evora Age Range All Ages Welcome Operated in English, Portuguese Operator Portugal Travel Center From
- US$1,122
European Horizon (Standard, Summer ( From Mar '26), Start London, Classic)
139 Reviews by TourRadar travelers“very knowledgeable, fun and overall great personality.”
Hunter, traveled in May
The Rhine Valley's regional wines and Beaujolais tastings from Contiki's 16th-century Château de Cruix highlight this tour. French cuisine in Paris and regional dishes feature local wine pairings across 16 included meals. Ideal for food and wine enthusiasts aged 18-35.
Duration 10 days Destinations England, France, Netherlands, Germany, Austria, Italy, Switzerland Age Range Ages 18-35 Operator Contiki From
- US$1,325
Florence City Break - 3 Days/2 Nights
5 Reviews by TourRadar travelers“It was a bit rainy when we went to San Gimignano, but we still had enough time I believe to tour the town.”
Averil, traveled in November
Family estates welcome visitors to taste prestigious Chianti Classico, Brunello, and Super Tuscan wines. Passionate producers share wine appreciation tips alongside 30-year balsamic vinegar and truffle oil tastings. Vernaccia white wine producers near San Gimignano's medieval towers complete the experience.
Duration 3 days Destinations Florence, Ulignano, San Gimignano Age Range Ages 18-41 Operator Italy on a Budget Tours From
- US$346
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
Mount Etna's family estates showcase volcanic wines, while Syracuse's countryside castle wineries and Ortigia's local varietals provide diverse tastings. Traditional cellars and regional specialties complement expert sommeliers' insights into 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
Winelands & Garden Route for Wine Lovers - Chauffeur Drive Tour 5 Days
3 Reviews by TourRadar travelers“The tour only scratches the surface of the Winelands and Garden Route, and you could do it many times and see different things each time.”
Peter, traveled in November
Six curated wine tastings unfold across Stellenbosch, Calitzdorp, and Klein Karoo estates. Luxury accommodations along Route 62 complement cellar tours, food pairings, and award-winning vintages.
Duration 5 days Destinations Cape Town, Stellenbosch, Calitzdorp, Oudtshoorn, Witfontein Nature Reserve, Knysna, Plettenberg Bay, Tsitsikamma National Park, George Age Range All Ages Welcome Operator Explore South Africa From
36% Off- US$938
Unmissable Portugal - End in Porto
2 Reviews by TourRadar travelers“The tour was fabulous. Schultz arranged all transportation from city to city which took to worry away from us.”
Arlene, traveled in September
Portuguese wines come alive through Douro Valley estates, Pinhão's wine-themed train station, and cherry liqueur in medieval Óbidos. Port wine culture thrives with cellar visits and Rabelo boat rides along the Douro River.
Duration 9 days Destinations Lisbon, Sintra, Cape Roca, Cascais, Estoril, Obidos, Nazare, Alcobaca, Fatima, CoimbraSee all destinations Age Range All Ages Welcome Operated in English, Portuguese, French, Spanish Operator Schultz Portugal From
36% Off- US$1,966
What our customers ask about Wine Tasting Tours & Trips
What wine regions are typically visited on these tours?
You'll explore some of the world's most famous wine areas, each with its own special character. In Italy, tours take you through the rolling hills of Chianti and to small towns like Montepulciano where you can taste Brunello wines. Portugal's green Douro Valley is where Port wine comes from, while the coastal Vinho Verde region makes light, crisp whites. In South Africa, you can visit scenic Stellenbosch and Franschhoek, known for their dramatic mountain backdrops. Australia's Barossa Valley is famous for rich Shiraz wines. You might stay at beautiful places like Villa Cicolina in Montepulciano or Dimora dell'Erbe in the Tuscan countryside.
What types of wine regions and wineries can I expect to visit?
You'll get to know places like Mendoza in Argentina, where you can taste amazing Malbec wines while looking at the snow-capped Andes. In Greece, you'll visit Nemea to try ancient varieties like Agiorgitiko, and in Tuscany, you'll discover the famous wines of Chianti. At places like Kaiken Winery in Mendoza, local experts will show you around the vineyards and explain how they make their wines. One TourRadar traveler said "the wine tasting was excellent and the locations were beautiful." Most tours take you to 3 or 4 wineries in each region, with plenty of chances to taste and learn.
What's the ideal time of year for wine tasting tours?
The perfect timing depends on where you're going. In Mendoza, plan your trip for March through May when they're harvesting the grapes and temperatures are a pleasant 70-75°F (21-24°C). For Tuscany, the sweet spots are May-June or September-October when it's usually 65-75°F (18-24°C) - perfect for outdoor tastings. Try to avoid July and August when it can get really hot, up to 90°F (32°C), and tourist spots get crowded. One TourRadar traveler mentioned that "visiting during harvest gave us amazing insight into the winemaking process."
What can I expect from wine tastings during these tours?
You'll visit top wineries like Quinta da Pacheca in Portugal's Douro Valley and Knappstein Wines in Australia's Clare Valley. At each stop, you'll see how they make their wines, walk through underground cellars, and taste special local wines like Vino Nobile in Montepulciano and Chianti Classico in Tuscany. According to one TourRadar traveler, "The wine tasting experiences were exceptional, especially in Montichiello where their cellars and tastings were top-notch."
What kind of accommodation can I expect during a wine tour?
You'll stay in places picked for their comfort and location near wine regions. These range from friendly local hotels to fancy wine resorts. In Tuscany, you might stay at the Royal Villa hotel with great views of the vineyards, while in Mendoza, the Park Hyatt puts you right in the middle of wine country. One TourRadar traveler said "the hotels were great and very well-located for exploring wine country." Every place you'll stay has comfortable rooms with modern conveniences.
Are meals included during wine tasting tours?
Most tours cover your breakfasts and some lunches and dinners, often matched with local wines. In Tuscany, you might have lunch at a family winery, while in Portugal's Douro Valley, you'll eat at special places like Quinta da Pacheca. One TourRadar traveler mentioned "the excellent meals throughout the week, particularly when paired with regional wines." It's a great way to try local food and wine together.






























