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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Great except for one night where there was a mixup with the accommodation.
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 PortugalOur 3 tours were excellent! Elisabetta really looked after us and helped answer all our questions. She was enthusiastic, great fun and gave us lots of useful hints and tips too. We would definitely use again.
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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
- The Best of Tuscany: Florence, Chianti & Cinque Terre Escape | 4 Days
- Florence & Tuscany City Break - 3 Days/2 Nights
- Mystical Mainland | Semi-Private 7-Day Guided Tour
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- Garden Route, Safari & Winelands
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7 day Garden Route, Cape Point and Winelands Package
“This was a great trip. The experience was amazing.”
Rebecca, traveled in August
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
“The entire trip was wonderful.”
ANNMARIE, traveled in July
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$1,127
The Best of Tuscany: Florence, Chianti & Cinque Terre Escape | 4 Days
“It was good tour. Over all it was good experience.”
Prakhyat, traveled in September
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$581
Florence & Tuscany City Break - 3 Days/2 Nights
“This was an amazing tour. Great to see Tuscany and taste amazing wine.”
Natasha, traveled in August
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, San Gimignano, Ulignano Age Range Ages 18+ Operator Italy on a Budget Tours From
- US$347
Mystical Mainland | Semi-Private 7-Day Guided Tour
“What a gorgeous and hospitable country! The itinerary was extremely well crafted.”
Mary, traveled in June
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$4,414
Duration 6 days Destinations Malaga, Grazalema Age Range Ages 15+ Operator Intrepid Travel From $2,230
20% Off- US$1,784
Garden Route, Safari & Winelands
“Excellent hotels and good driver. Everyone was very helpful with our luggage and catered to our needs.”
Garry, traveled in January
Distinguished port wines in Calitzdorp and Stellenbosch's renowned wine estates await. The Cape Winelands' rich heritage unfolds at boutique accommodations with local cuisine paired with regional vintages.
Duration 6 days Destinations Cape Town, Montagu, Barrydale, Oudtshoorn, Knysna, Plettenberg Bay, Albertinia, Swellendam, Hermanus, Stellenbosch Age Range Ages 8+ Operator Cullinan Guided Journeys From
20% Off- US$1,650
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.































