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Italy Wine tasting Trips

Wine tasting trips in Italy. Looking to explore Italy on a wine tasting tour? We offer 20 wine tasting tours through-out Italy, backed by over 600 reviews and offering discounts up to 27%. All our trips are offered by expert trip designers and Italy destination experts, with trip durations ranging from 1 to 22 days.

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  • Duration
    1 day22 days
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  • Accommodations
    • Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
    • Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
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  • Create a customized Wine tasting tour to Italy

    Work with a local expert to plan a seamless itinerary through Italy and Europe.

    • Alessandra Galassi - Italy Wine tasting Tours Expert
      Alessandra GalassiTravel Expert in Italy
    • Elena Kyrimi - Italy Wine tasting Tours Expert
      Elena KyrimiTravel Expert in Greece & Italy
    • Simon H. - Italy Wine tasting Tours Expert
      Simon H.Travel Expert in France, Belgium, Italy & Switzerland
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    Recommended by
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    USD 31USD 10,209
  • See All Italy Tours
    Showing 1 - 10 of 19 results
    Italy Wine Tasting Tour: Tuscany Walking And Wine
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    Tuscany Walking and Wine

    4.7
    Excellent trip and very good guide in AJ. Only negative was hotel in Florence. Good location (change from original hotel) but was tired and cleanliness could have been better. Very cramped solo room 🙁 Highlights were Pienza and Castellina in Chianti. Great hotels, beautiful walks and really good food and wine. 😀
    Walking tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Florence, Pisa, San Gimignano, T
    Florence, Pisa, San Gimignano, Tuscany, Pienza, Montalcino
    View Tour
    Italy Wine Tasting Tour: A Taste Of Sicily - Palermo To Syracuse
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    A Taste of Sicily - Palermo to Syracuse

    4.9
    A trip like this depends on many factors especially the guide and travel companions. In this case we were so fortunate to have Fabio Giorlando as our exceptional guide. Our travel companions were terrific! The itinerary was varied and interesting. The family run businesses we visited warmly welcomed us and shared their stories and food/wine experiences. The food and restaurant choices were enjoyable. It was very nice that Fabio arranged reservations at restaurants for the meals not covered by the tour making it easy for us to decide whether to eat there or elsewhere (we always ate there and the food and venue were always good.)
    City sightseeing
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Palermo, Catania
    Palermo, Catania
    View Tour
    Italy Wine Tasting Tour: Private Gourmet Wine Tour In Tuscany
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    Private Gourmet Wine Tour in Tuscany

    4.5
    What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills
    Food toursWine tasting tours
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    22-89 yrs
    Operated in
    english, german
    Destinations
    Tuscany, Chianti, Florence, Sien
    Tuscany, Chianti, Florence, Siena, Pisa
    View Tour
    Italy Wine Tasting Tour: Best Of Rome, Florence & Venice
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    Best of Rome, Florence & Venice

    Step onto Italian soil and be swept into a whirlwind of culture, history, and art with the 'Best of Rome, Florence & Venice' tour. Over 7 days, this easy-paced city sightseeing package links three of Italy’s iconic cities, perfectly suited for multigenerational families, seasoned explorers, and travelers eager for a stress-free yet immersive adventure. Travel effortlessly by high-speed train from Rome’s ancient ruins and Vatican treasures to Florence’s Renaissance masterpieces. Wander through bustling piazzas, marvel at the Duomo, and savor the city’s creative spirit before gliding into Venice, whose canals and timeless charm make every moment memorable. With all accommodation, meals, and transport included, you’ll enjoy comfort and convenience throughout. What sets this trip apart is its seamless blend of Italy’s most treasured highlights—delivered in a relaxed, accessible way that lets you experience the essence of each destination at your own pace. For those who want to discover the heart of Italy without the hassle, this tour package is a true standout.
    City sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    7-99 yrs
    Operated in
    english
    Destinations
    Venice, Lazio, Rome, The Vatican
    Venice, Lazio, Rome, The Vatican, Florence
    View Tour
    Italy Wine Tasting Tour: Southern Splendours: Campania & Sicily Discovery
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    Southern Splendours: Campania & Sicily Discovery

    Imagine tracing the cultural crossroads of Italy from Naples to Sicily—'Southern Splendours: Campania & Sicily Discovery' makes it possible in just eight days. This easy-paced tour is designed for families, young adults, and mature travelers who appreciate a harmonious mix of history, scenery, and local flavor. Begin amid the vibrant ambiance of Naples before stepping back in time at Pompeii. Then, cross to Sicily, where the ancient ruins of Agrigento’s Valley of the Temples and the captivating streets of Taormina await. Gaze at the formidable silhouette of Mount Etna and soak in the region’s Mediterranean charm. What distinguishes this trip is its blend of historical depth and natural beauty, providing a comprehensive introduction to two of Italy’s most captivating regions. With expert guides, comfortable transport, and authentic experiences, you’ll return home with unforgettable memories and a true sense of discovery.
    Cultural, religious and historic sites
    Tour Type
    Group Tour
    Accommodation
    Hotel, Villa
    Age Range
    7-99 yrs
    Operated in
    english
    Destinations
    Amalfi Coast & Campania, Sicily
    Amalfi Coast & Campania, Sicily, Naples, Palermo, Agrigento, Taormina
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    Italy Wine Tasting Tour: Unforgettable Gems Of Italy
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    Unforgettable Gems of Italy

    Italy’s treasures beckon with a tour that masterfully intertwines legendary history, artistic masterpieces, and breathtaking scenery. Begin in Rome, where timeless icons like the Colosseum and the Vatican captivate with millennia-old grandeur. Let the romance of the Amalfi Coast sweep you away as you trace sunlit cliffs and stroll through pastel-hued villages. Tuscany’s heart reveals itself in Florence and Siena—picture-perfect landscapes, exceptional wines, and Renaissance marvels await your discovery. Journey onward to the Cinque Terre, where five vibrant seaside villages cling to dramatic cliffs above the Ligurian Sea, each offering panoramic vistas and irresistible charm. Throughout this unforgettable trip, you’ll savor a harmonious blend of cultural immersion, natural beauty, and regional flavors. This tour’s unique selling point is its well-crafted itinerary, fusing historical highlights with scenic gems and immersive local experiences—perfect for seasoned travelers craving a multifaceted Italian adventure.
    Art and architecture
    Tour Type
    Private Tour
    Age Range
    1-99 yrs
    Operated in
    English
    Destinations
    Rome, Amalfi Coast & Campania, F
    Rome, Amalfi Coast & Campania, Florence, Venice, The Vatican, Montepulciano, Naples, Tuscany, Lucca, Cinque Terre, Milan, Lake Como, Tivoli, Vatican City, Pompeii, Amalfi Coast, Capri
    View Tour
    Italy Wine Tasting Tour: An Italian Escape: Weekend In Faenza
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    An Italian Escape: Weekend in Faenza

    Seeking a tranquil weekend away from Italy’s bustling hubs? The "An Italian Escape: Weekend in Faenza" tour delivers a two-day guided exploration of this historic town nestled in the Apennines, just over an hour from Florence, Bologna, or Pisa. Perfect for travelers curious about art and local culture, this trip features a private tour of Faenza’s renowned ceramics museum with an expert guide, followed by an exclusive visit to a contessa’s studio, where the legacy of majolica comes alive. After a restful night in a stylish hotel, enjoy a vineyard pasta lunch paired with local wines. The unique highlight of this tour package is the intimate access to Faenza’s artistic heritage and hands-on culinary experiences—a delightful blend for those seeking authentic Italian charm.
    Wine tasting tours
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    18-79 yrs
    Operated in
    english
    Destinations
    Emilia-Romagna
    Emilia-Romagna
    View Tour

    Page 2 of 19 Wine tasting Trips in Italy with 645 Reviews

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    Combine your Italy Wine tasting tours with Nearby Countries for an Unforgettable Trip

    Explore Wine tasting tours with itineraries going through multiple countries, including Italy

    View Tours

    Alternatively, explore other Top Activities in Italy: Cultural, religious and historic sites Tours, Art and architecture Tours or Explorer Tours.

    Italy Wine Tasting Tour: A Taste Of Tuscany - Hilltop Towns And Vineyards
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    A Taste of Tuscany - Hilltop Towns and Vineyards

    4.8
    Trip was excellent. Tour Guide, Gus, was fantastic, very knowledgeable, great communicator, and made sure all of our needs were met. Food and wine tour could not have been better. Never really liked many wines but the tastings proved me wrong. The agricultural farms were great and the food fresh and abundant. Villages were quaint. Castle was very interesting - 34 generations living in it and continuously running a vineyard and producing wine since 1141 is unbelievable! Looking into another food tour in another country. Gave accommodations less rating because hotels were in old buildings and they made due with space available: 1) First 2 nights in Hotel Bologna, the room was very, very small and had 2 twin beds aligned in tandem against one wall - would not have fit any other way, 2) Hotel Le Cisterna, last 3 nights, walls were so thin we could hear every word people next door said.
    Wine tasting toursFood tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Pisa
    Pisa
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    Italy Wine Tasting Tour: Wine Tasting In A Typical “masseria”
    Valentine's Super Sales

    Wine tasting in a typical “masseria”

    Visit to a typical winery in the Apulia region (Southern Italy), a few steps from the Cathedral of Trani and the sea, surrounded by countryside. The winery is located in a beautiful old stone farmhouse "Masseria" in the countryside. You will visit the magnificent vineyards and through a pleasant walk, explore the cellars with wooden barrels where they are stored different types of wine. Some wines take their name from the important medieval castle in this area, Castel del Monte. At the end of the tour there will be a wonderful wine tasting or the characteristic "Moscato di Trani", a sweet dessert wine.
    Wine tasting tours
    Tour Type
    Group Tour
    Age Range
    5-79 yrs
    Operated in
    english, german, italian
    Destinations
    Trani
    Trani
    View Tour