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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 717 adventures to choose from, visiting 61 different countries. Tours range in length between one day in length, and 47 days.

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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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  • J

    Jaimee traveled in October

    5.0
    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

    5.0
    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

    5.0
    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
  1. 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

    US$1,210
    View tour
  2. 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
  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

    36% Off
    US$1,156
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  4. Florence City Break - 3 Days/2 NightsMap of Florence City Break - 3 Days/2 Nights
    Explorer

    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
    DestinationsFlorence, Ulignano, San Gimignano
    Age Range Ages 18-41
    OperatorItaly on a Budget Tours

    From

    36% Off
    US$356
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  5. 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 $3,107

    20% Off
    US$2,485
    You save $621
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  6. Addo - Garden Route - Cape Town  Chauffeur Drive Tour:  6 DaysMap of Addo - Garden Route - Cape Town  Chauffeur Drive Tour:  6 Days
    Explorer

    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
    DestinationsPort Elizabeth, Addo Elephant National Park, Plettenberg Bay, Knysna, Brenton-on-Sea, Oudtshoorn, Robertson, Stellenbosch, Cape Town
    Age Range All Ages Welcome
    OperatorExplore South Africa

    From

    20% Off
    US$1,190
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  7. Winelands & Garden Route for Wine Lovers - Chauffeur Drive Tour  5 DaysMap of Winelands & Garden Route for Wine Lovers - Chauffeur Drive Tour  5 Days
    Food & Culinary

    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
    DestinationsCape Town, Stellenbosch, Calitzdorp, Oudtshoorn, Witfontein Nature Reserve, Knysna, Plettenberg Bay, Tsitsikamma National Park, George
    Age Range All Ages Welcome
    OperatorExplore South Africa

    From

    20% Off
    US$938
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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
Aug
Sep
Oct
Nov
Dec