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The Best Wine tastings and tours in Italy | Updated March 2026

Italy

Discover the charm of Tuscany as you stroll through medieval towns savor exquisite wines and indulge in local delicacies amidst picturesque rolling hills and lush vineyards.

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Discover the stunning skyline of Siena where history meets scenic charm. Wander through its ancient streets capturing unforgettable moments against the backdrop of iconic Gothic architecture.

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Explore the stunning landscapes of Val d'Orcia where picturesque vineyards meet medieval charm delighting in wine and artisanal cheeses while strolling along scenic pathways. A sensory adventure awaits.

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Activities

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The Best Wine tastings and tours in
Italy

Rome: Tuscany & Montepulciano Tour with Lunch and Wine Tasting

Medieval Gems of Tuscany: Siena, San Gimignano & Monteriggioni

Super Chianti 2 wineries & meat feast @ Dario Cecchini—max 8 pp

Bologna Food Experience: Factory tours & Family-Style Lunch

Tipsy Tour: Guided Bar Crawl In Florence with Dark History

Hands-On Cooking Class & Farmhouse Tour on the Amalfi Coast

From Florence: Self-Drive Vintage Fiat 500 Tour

Taste Florence Food Tour with All’Antico Vinaio - Skip The Line

Venice Like a Local: Food, Wine & Spritz Tour with Traghetto Ride

Gnocchi, Pasta, Tiramisù and Wine Class

Etna, Wine and Alcantara Tour - From Taormina

Parmigiano Cheese Factory Visit and Tasting

Guided winery tour with tasting in Bolzano at the SKYWINE PAVILLON

Tour of the Historic Villas of Lake Como: Melzi and Carlotta

Day Tour Parmigiano, Ferrari Museum, Balsamic, Lambrusco, Lunch with Transfer

Milano / Lago Maggiore / Arona - Tour in Ferrari

Private Off Road Wine Tour in Chianti

Chianti Vespa Tour with Tuscan Lunch or Dinner from Florence

Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines

VIP Rome Golf Cart Food Tour with Eating Europe