Wine Tasting Tours & Trips
TourRadar has collected the best Wine tasting trips. There are 717 adventures to choose from, visiting 61 different countries. Tours range in length between one day in length, and 47 days.
- Choose from 700+ tours
- 4,300+ verified reviews from TourRadar travelers
- 24/7 customer support
- J
Jaimee • traveled in October
Amazing experience for my 7 day trip!! Everything we saw was beautiful and the whole tour was organized nicely. Gehrald was absolutely phenomenal and we were so happy to have him as our guide for five days. He is truly special and cares so much about what he does and how great of a time his visitors have. He really made all the difference! For our one day trips, JP and TK were fantastic as well. We really learned a lot and had a great time!
7 day Garden Route, Cape Point and Winelands Combo - K
Kelly • traveled in September, 2024
Ease of booking,Constant communication from the team throughout the process, excellent tour guide once in Lisbon, excellent hotel location/quality & professional, kind airport driver. The quality of the tour content at each destination was top notch! As a solo traveler I felt safe. Highly recommend this tour.
Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal - L
Laura • traveled in May
Except for the awful beds in La Spezia, the tour was lovely. I think we hope all the high points and Francesco was informative and fun. It was also a good group. Everyone was nice and considerate and happy.
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
Our traveler's Moments
CAPE TOWN & BEYOND Chauffeur Drive Tour: 6 Days
JulieRTRobin
7 day Garden Route, Cape Point and Winelands Combo
MBMarline
Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
Rome, Sorrento & the Amalfi Coast featuring Amalfi & Ravello (Rome to Sorrento) (2026)
JuleneMKMarina
Tuscany Absolute
JSJohn
Addo - Garden Route - Cape Town Chauffeur Drive Tour: 6 Days
TourRadar FAM-TRIP Morocco
RaffaelePWPeter
Winelands & Garden Route for Wine Lovers - Chauffeur Drive Tour 5 Days
LWLaura
Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
Highlights of Puglia
Nanette
DRDonna
Small Group Sicily Food & Wine Tour (Maximum 8 Guests)
HCHelen
Cycle Provence
AJAmy
Unmissable Portugal - End in Lisbon
SSSuhail
Paradisial Peloponnese | Semi-Private 8-Day Guided Tour
10 best Wine tasting tour packages
Compiled by

MelissaWine tasting travel expert at TourRadar
- 7 day Garden Route, Cape Point and Winelands Combo
- Charming Sicily Food & Wine Small Group Tour - 8 days
- Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
- Florence City Break - 3 Days/2 Nights
- Tuscany Absolute
- Addo - Garden Route - Cape Town Chauffeur Drive Tour: 6 Days
- Winelands & Garden Route for Wine Lovers - Chauffeur Drive Tour 5 Days
- Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
- Sicily and Eolic Islands
- Tuscany Walking and Wine
7 day Garden Route, Cape Point and Winelands Combo
36 Reviews by TourRadar travelers“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, Wilderness National Park, Sedgefield, Knysna, Tsitsikamma National Park, Jeffreys Bay, Addo Elephant National Park, Oudtshoorn, Stellenbosch Age Range Ages 10+ Operator Hotspots2c From
- US$1,210
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, Island of Ortigia, Palermo Age Range Ages 11+ Operator Click Tours From $4,680
36% Off- US$2,995You save $1,685
Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
41 Reviews by TourRadar travelers“Excellent tour content, safe for solo travelers, and highly recommended.”
Kelly, traveled in September
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
36% Off- US$1,156
Florence City Break - 3 Days/2 Nights
5 Reviews by TourRadar travelers“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, Ulignano, San Gimignano Age Range Ages 18-41 Operator Italy on a Budget Tours From
36% Off- US$356
Tuscany Absolute
12 Reviews by TourRadar travelers“The hotels were great, especially the picturesque Montepulciano one nestled in the countryside—a true Tuscany gem.”
Borna, traveled in August
Tuscany's finest wines await at prestigious Vino Nobile estates in Montepulciano. The eight-day tour includes historic cellar visits, Prugnolo Gentile grape education, and paired regional cuisine at Villa Cicolina surrounded by rolling vineyards.
Duration 7 days Destinations Florence, Siena, San Gimignano, Castellina in Chianti, Montepulciano Age Range All Ages Welcome Operator Flag Travel Holidays From $3,107
20% Off- US$2,485You save $621
Addo - Garden Route - Cape Town Chauffeur Drive Tour: 6 Days
6 Reviews by TourRadar travelers“Our accommodation was comfortable and situated in good locations. The food was great and we were never hungry.”
Tamsin, traveled in May
Premium estates in Stellenbosch and Robertson host three wine tastings. Spier Estate offers cellar facility tours and paired lunch platters, while expert guides lead through Cape Winelands' scenic routes.
Duration 6 days Destinations Port Elizabeth, Addo Elephant National Park, Plettenberg Bay, Knysna, Brenton-on-Sea, Oudtshoorn, Robertson, Stellenbosch, Cape Town Age Range All Ages Welcome Operator Explore South Africa From
20% Off- US$1,190
Winelands & Garden Route for Wine Lovers - Chauffeur Drive Tour 5 Days
2 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
20% Off- US$938
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.



























