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 entire tour was well-planned. All of the events began on time, transportation was seamless, and the group had a great time. We really loved Antonio our primary tour guide! I loved how we had group time and private time each day as well.
8 days Small Group Sicily Food & Wine Tour (max 8 Guests)Great experience with Ullrich (or G.G.;) and Gerard (big G.) as a tour guides. Everything hhas been perfect and I am more than happy to have done this amazing tour!
7 day Garden Route, Cape Point and Winelands PackageYou won't find better options without paying significantly more. A professional company provides enjoyable travel experiences.
The Best of Tuscany: Florence, Chianti & Cinque Terre Escape | 4 Days
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10 best Wine tasting tour packages
Compiled by

MelissaWine tasting travel expert at TourRadar
- 8 days Small Group Sicily Food & Wine Tour (max 8 Guests)
- 7 day Garden Route, Cape Point and Winelands Package
- The Best of Tuscany: Florence, Chianti & Cinque Terre Escape | 4 Days
- CAPE TOWN & BEYOND Chauffeur Drive Tour: 6 Days
- Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
- Sicily and Eolic Islands
- Mystical Mainland | Semi-Private 7-Day Guided Tour
- France and Switzerland ROT GO
- Tuscany Walks & Chianti Wines
- Addo - Garden Route - Cape Town Chauffeur Drive Tour: 6 Days
8 days Small Group Sicily Food & Wine Tour (max 8 Guests)
“Overall the arrangement is good.”
Mimi, traveled in October
Mount Etna and Syracuse's family-run estates present Sicily's finest wines. Volcanic varieties pair with organic appetizers at historic cellars. Gambino and Pupillo wineries provide intimate tastings while sharing local production methods.
Duration 8 days Destinations Catania, Taormina, Noto, Marzamemi, Syracuse, Palermo Age Range Ages 18+ Operator Sicily Activities From
- US$2,921
7 day Garden Route, Cape Point and Winelands Package
“Excellent though ambitious overall program, good organization.”
William, traveled in February
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$1,250
The Best of Tuscany: Florence, Chianti & Cinque Terre Escape | 4 Days
“Everything was great. I will travel with his company again :)”
Rowena, traveled in August
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$563
CAPE TOWN & BEYOND Chauffeur Drive Tour: 6 Days
“Flexible. Some excellent tour inclusions.”
Catherine, traveled in March
Award-winning wines flow at Die Krans estate in Calitzdorp and Stellenbosch's premier vineyards. The route winds through cellar tours in the Winelands region and Route 62's picturesque wine country.
Duration 6 days Destinations Cape Town, Stellenbosch, Calitzdorp, Oudtshoorn, Knysna, Tsitsikamma National Park, Plettenberg Bay, Mossel Bay, L'Agulhas, HermanusSee all destinations Age Range All Ages Welcome Operator Explore South Africa From
- US$1,266
Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
“The hotel was an excellent choice. Pedro and the hotel worked hard, went above and beyond and took great care of us.”
Darren, traveled in April
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, Evora Age Range All Ages Welcome Operated in English, Portuguese, French, Spanish Operator Portugal Travel Center From
- US$1,092
Sicily and Eolic Islands
“Excellent service. Very happy with the trip organization.”
JavierAntillon, traveled in December
Duration 8 days Destinations Palermo, Monreale, Castelbuono, Cefalu, Tindari, Milazzo, Vulcano, Lipari, Taormina, MessinaSee all destinations Age Range All Ages Welcome Operator Europamundo From
- US$1,370
Mystical Mainland | Semi-Private 7-Day Guided Tour
“The scenery was amazing, and the operator chose all the best hotels, restaurants and nooks and crannies.”
Kim, traveled in April
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
- US$4,278
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.































