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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The tour was really good. Well organized in terms of scheduling and with nice accomodations, in particular the ones in Oudtshoorn and Addo. A special mention goes to our driver, our guide, our one man show: Denver. A very special person! We enjoyed our time in Western and Eastern Cape also thanks to him. Riccardo&Cristina
7 day Garden Route, Cape Point and Winelands PackageWe 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 PortugalThis 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
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10 best Wine tasting tour packages
Compiled by

MelissaWine tasting travel expert at TourRadar
- 7 day Garden Route, Cape Point and Winelands Package
- Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Mystical Mainland | Semi-Private 7-Day Guided Tour
- Highlights of Puglia
- The Best of Tuscany: Florence, Chianti & Cinque Terre Escape | 4 Days
- Caucasus Group Tour - Georgia, Armenia, and Azerbaijan
- Addo - Garden Route - Cape Town Chauffeur Drive Tour: 6 Days
- Italy and Switzerland GO
- Florence & Tuscany City Break - 3 Days/2 Nights
7 day Garden Route, Cape Point and Winelands Package
“Phenomenal experience from start to finish with a scintillating insight to your wonderful country which has so much to offer in every aspect.”
scott, traveled in November
Route 62's local wines stretch along the world's longest wine route. Estates like Boplaas offer tastings, complemented by cheese and chocolate pairings in Stellenbosch. Local wine specialists guide through 12+ wine tastings across three estates.
Duration 7 days Destinations Cape Town, Stellenbosch, Oudtshoorn, Addo Elephant National Park, Jeffreys Bay, Tsitsikamma National Park, Knysna, Sedgefield, Wilderness, Mossel BaySee all destinations Age Range Ages 10+ Operator Hotspots2c - Africa Select Journeys From
- US$1,210
Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
“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, French, Spanish Operator Portugal Travel Center From
- US$1,123
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
“Another quality and great value experience with G Adventures.”
John, traveled in May
Villa Pitiana's vineyards in Chianti welcome visitors after Florence's historic center tours. Manarola in Cinque Terre offers optional wine tastings, concluding with a traditional Tuscan dinner featuring local vintages.
Duration 7 days Destinations Florence, Lucca, Cinque Terre, Monterosso al Mare, Vernazza, Corniglia, Manarola, Riomaggiore, Portovenere, PisaSee all destinations Age Range Ages 12+ Operator G Adventures From $2,049
20% Off- US$1,639
Mystical Mainland | Semi-Private 7-Day Guided Tour
“The tour was well organized, with plenty of time to see the sites, visit the museums, shop, eat, and just stroll through the villages and cities.”
Michael, traveled in July
Katogi Averoff winery in Metsovo presents Greece's finest wines, paired with local cheeses and meats. Traditional taverna dining in Arachova features unique Formaela cheese and regional specialties.
Duration 7 days Destinations Athens, Arachova, Delphi, Nafpaktos, Ioannina, Zagori, Metsovo, Meteora, Thessaly, Thermopylae Age Range Ages 16+ Operator Pictours of Greece From
20% Off- US$4,401
Highlights of Puglia
“Everything down to the hotels, sights and Sonia, our tour guide was beyond our expectations. This tour is highly recommended.”
Caterina, traveled in September
Puglia's finest wines flow at Cantina Albea's award-winning winery in Alberobello. Ancient underground olive presses at Masseria Frantoio Ipogeo, traditional Altamura bread at Di Gesu bakery, and fresh mozzarella at Putignano agriturismo create a full flavor experience.
Duration 8 days Destinations Bari, Altamura, Matera, Gravina, Putignano, Alberobello, Monopoli, Castellana, Locorotondo, OtrantoSee all destinations Age Range Ages 16+ Operator Explore! From
20% Off- US$2,620
The Best of Tuscany: Florence, Chianti & Cinque Terre Escape | 4 Days
“It was overall a fantastic experience and I would highly recommend this tour.”
ClarenceTeo, traveled in March
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
20% Off- US$579
Caucasus Group Tour - Georgia, Armenia, and Azerbaijan
“Accomodation and breakfasts provided were 5/5. This was a fabulous tour. Would absolutely recommend it.”
Lyn, traveled in November
Regional wines shine across three countries, from Azerbaijan's Gobustan to Georgia's Khareba Winery and Armenia's Areni region. Ancient cellars host expert-led tastings, while Tsinandali Estate's historic wine cellar and local vineyards showcase traditional wine-making techniques.
Duration 16 days Destinations Azerbaijan, Georgia, Armenia Age Range Ages 15+ Operator Advantour Caucasus From
20% Off- US$3,680
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.































