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Wine Tasting Tours & Trips
Wine Tasting Tours & Trips

Wine Tasting Tours & Trips

TourRadar has collected the best Wine tasting trips. There are 735 adventures to choose from, visiting 61 different countries. Tours range in length between one day in length, and 47 days.

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2026

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1 Adult2 Adults, 1 Child2 Children

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AdultsAges 18 or above

2

ChildrenUnder 18

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  1. Charming Sicily Food & Wine Small Group Tour - 8 daysMap of Charming Sicily Food & Wine Small Group Tour - 8 days
    Food & Culinary

    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
    DestinationsCatania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse, Island of Ortigia, Palermo
    Age Range Ages 11+
    OperatorClick Tours

    From $4,680

    36% Off
    US$2,995
    You save $1,685
    View tour
  2. 7 day Garden Route, Cape Point and Winelands ComboMap of 7 day Garden Route, Cape Point and Winelands Combo
    Explorer

    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
    DestinationsCape Town, Wilderness National Park, Sedgefield, Knysna, Tsitsikamma National Park, Jeffreys Bay, Addo Elephant National Park, Oudtshoorn, Stellenbosch
    Age Range Ages 10+
    OperatorHotspots2c

    From

    36% Off
    US$1,210
    View tour
  3. Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in PortugalMap of Best of Lisbon Tour (with Sintra, Évora and Cascais) - 5 Days in Portugal
    In-depth Cultural

    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
    DestinationsLisbon, Sintra, Estoril, Cascais, Evora
    Age Range All Ages Welcome
    Operated in English, Portuguese
    OperatorPortugal Travel Center

    From $1,157

    5% Off
    US$1,099
    You save $58
    View tour
  4. Tuscany AbsoluteMap of Tuscany Absolute
    In-depth Cultural

    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
    DestinationsFlorence, Siena, San Gimignano, Castellina in Chianti, Montepulciano
    Age Range All Ages Welcome
    OperatorFlag Travel Holidays

    From $3,111

    20% Off
    US$2,489
    You save $622
    View tour
  5. Tuscany to Cinque Terre: Wines, Villages & Unforgettable WalksMap of Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
    Explorer

    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
    DestinationsFlorence, Cinque Terre, Pisa
    Age Range Ages 12+
    OperatorG Adventures

    From $1,899

    20% Off
    US$1,519
    You save $380
    View tour
  6. Paradisial Peloponnese | Semi-Private 8-Day Guided TourMap of Paradisial Peloponnese | Semi-Private 8-Day Guided Tour
    In-depth Cultural

    Bairaktaris Winery's historic cellars present Nemea-Agiorgitiko wines. Five distinct labels from Greece's premier red wine region pair with visits to ancient Nemea's Temple of Zeus and wine traditions dating to Hercules' time.

    Duration 8 days
    DestinationsAthens, Epidaurus, Nafplion, Mycenae, Nemea, Sparta, Monemvasia, Messene, Pylos, OlympiaSee all destinations
    Age Range Ages 16+
    OperatorPictours of Greece

    From

    20% Off
    US$4,639
    View tour
  7. South African Odyssey 15 Days/14 Nights (Comfort)Map of South African Odyssey 15 Days/14 Nights (Comfort)
    Explorer

    Robertson Valley estates showcase distinctive wines, including personalized bottle crafting. Four wineries daily, from boutique producers to large-scale operations, dot South Africa's longest wine route, Route 62.

    Duration 15 days
    DestinationsCape Town, Montagu, Oudtshoorn, Wilderness National Park, Addo Elephant National Park, Tsitsikamma National Park, Knysna, Swellendam, Hermanus, Table Mountain
    Age Range Ages 12+
    OperatorAcross Africa Tours & Travel

    From

    20% Off
    US$3,870
    View tour
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
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