Italy Wine Tasting Tours
Wine tasting has emerged as a favorite pastime in Italy for locals and tourists alike. In fact, it has become a cultural norm of sorts, especially in the wine regions like Tuscany, Piedmont, and Veneto. Wine tasting tours in Tuscany are known for its Chianti, Brunello di Montalcino, and Sangiovese wines, which offer scenic, rolling vineyards and incredible wines. Piedmont, famed for Barolo and Barbaresco, provides a unique blend of tradition and innovation. The Veneto region, home to Prosecco, presents a sparkling experience to wine enthusiasts. If wine tasting is not your preferred activity, you can join one of many exceptional Italian food tours, where you can explore the country's rich gastronomy. Below are a few of our popular wine-tasting tours in Italy.
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Most popular Wine tasting Tours in Italy
Discover our best Wine tasting tours in Italy, based on reviews and times booked.
Curated by Alessandra Galassi
Italy travel expert at Bookmundi
Northern Italy’s finest treasures await on the 'Italy’s Treasures: Art, Food & Wine of Italy' trip, a 12-day guided tour from Lake Maggiore to Venice. Experience a harmonious blend of natural beauty, culinary delights, and artistic heritage as you journey through Stresa, Cinque Terre, Tuscany, Florence, and Venice.
Relax by the tranquil Alpine Lakes, explore Cinque Terre’s medieval villages, and ride off-road vehicles through the marble quarries of Carrara. Enjoy a leisurely four-night stay at a Tuscan villa, where you’ll learn the secrets of Tuscan cuisine in a hands-on cooking class. Discover Florence’s Renaissance wonders and the enchanting canals of Venice.
The USP? The immersive culinary and cultural experiences—like cooking in a family-owned villa—set against the backdrop of Italy’s iconic art and landscapes, creating a tour that’s both indulgent and inspiring.
12 days
Discover your own personal Renaissance on this seven-day sojourn through Italy. Starting and ending in Florence, you’ll travel to Cinque Terre and explore the colourful villages of its famous national park, before stopping in Pisa to check in on that perpetually precarious tower. Your journey then continues in the Tuscan countryside, where you’ll explore medieval towns and stroll through vineyards with a glass of vino in hand.
7 days
If you weren’t in love with Italy yet, this 13-day adventure will certainly do the trick. Starting in Florence and finishing in Naples, you’ll experience the many colours of Cinque Terre, the Amalfi Coast’s stunning cliffs, grand piazzas and fresh limoncello in Sorrento, and Renaissance masterpieces in Florence. With delectable cuisine at each and every stop too, this trip really is what Italian dreams are made of.
13 days
Explore the best of Italy on this 11-day guided tour. In Rome, marvel at the treasures around every corner and learn about its three thousand years of history. As your travels continue along the Bay of Naples, stop on the slopes of Mount Vesuvius for lunch at a local farm still growing traditional produce unique to the region. In Florence, learn the secrets of leather making from a local leatherworker. Fall in love with Venice as you see churches and palaces from a private boat, and cruise its canals on a romantic gondola ride. Sail to Capri, where craggy mountains cascade into the Tyrrhenian Sea; a Local Expert will help you navigate its narrow alleys. Before you say arriverderci to Italy, enjoy one last experience: a private performance of popular songs and arias from some of Italy’s best loved operas during dinner.
11 days
Let Italy’s artistry and flavors sweep you away on the 'Grand Italy & Sicily' wine tasting tour, stretching 17 days from Rome to Palermo. Marvel at the Vatican Museums and Michelangelo’s Sistine Chapel, explore Rome’s Colosseum, and cruise the colorful villages of Cinque Terre. Savor steak and local wines in Florence, sail from Sorrento to Capri for breathtaking Mediterranean views, and meet a restaurateur in Alberobello for a farm-to-table meal. With experiences led by local experts and a focus on regional cuisine, this tour package offers an unmatched exploration of Italy’s artistic, culinary, and scenic masterpieces.
17 days
Travel from Rome to Venice during this 13-day guided tour of Italy. Experience ancient Rome: see the Colosseum, where gladiators once fought, and Circus Maximus, where chariots raced for sport. Cruise around Venice in a private boat, then step onto St. Mark’s Square and stand in awe of its gothic-style Doge’s Palace. Sail to Murano Island, where a glassblower will manipulate molten glass into a work of art in front of your eyes. View the southern cliffs of Sorrento and see majestic Mount Vesuvius in the distance. Discover the island of Capri with a Local Expert. Explore its charming alleyways and duck into a shop to purchase a memento. Celebrate a spectacular vacation with a delicious dinner featuring Roman flavours in the Eternal City.
13 days
Travel from the shores of Venice to the ancient city of Rome on this 8-day guided tour of Italy. Begin your journey in Milan, where a festive feast complete with decadent Italian wines await you. In Venice, relax on a private boat as you pass by the iconic city to St Mark's Square, where you will see a gilded basilica anchoring the bustling piazza. Embark on a traditional gondola ride with your skilled Venetian gondolier, gliding along the canals while enjoying music. See the legendary Colosseum in Rome, then travel to the Vatican Museums, where a Local Expert will lead you through the papal art collection and to Michelangelo’s Sistine Chapel. Celebrate a fantastic trip over dinner in a local restaurant.
8 days
Embark on an epic 16-day journey across Italy with the 'Country Roads of Italy' countryside and village visits tour. From Rome’s ancient ruins to the pastel villages of the Amalfi Coast, this trip guides you through Capri’s breathtaking heights and Perugia’s artisan traditions. Experience the art of loom-weaving, cruise Venice’s canals, and toast your adventure on Burano island with local delicacies. Combining hands-on cultural activities with spectacular scenery, this group tour offers a rare chance to truly immerse in Italy’s regional flavors and historic charm.
16 days
Rolling hills, medieval villages, and vineyard vistas set the stage for a sensory journey through southern Tuscany. 'A Taste of Tuscany - Hilltop Towns and Vineyards' is an eight-day wine tasting tour that begins and ends in Pisa, with stops in Chianti, Siena, Volterra, and beyond. Tailored for the discerning traveler seeking easy-paced exploration, this trip perfectly combines culture, cuisine, and countryside charm.
Savor Italy’s finest wines, from Chianti to Brunello, on guided tastings in picturesque hill towns like Montalcino and Pienza. Meander through olive groves and cobblestone streets, then delight in farm-to-table dining at a Tuscan agriturismo, where fresh local produce takes center stage. The unique selling point? A harmonious blend of guided vineyard tours, gastronomic delights, and authentic local experiences—making it an ideal tour package for those eager to taste and tour the heart of Tuscany.
8 days
Embark on a gastronomic journey across Sicily, from Palermo's vibrant streets to the historical wonders of Syracuse. Traverse this sun-kissed Italian island pausing to try iconic delicacies such as arancini and cannoli. Explore local vineyards, sipping on indigenous wines, and in Modica, sample the unique chocolate, steeped in age-old Aztec techniques. This voyage is a celebration of Sicilian cuisine and culture.
Farm-to-table dining - Visit a Masseria, a traditional Sicilian farmhouse estate, to enjoy fresh produce and delicious flavours at their source.
Agrigento - Explore Sicily's most famous Classical remains in the Valley of the Temples with its remarkable Doric architecture.
Corleone - Enjoy the picturesque landscapes and learn all about the rich history and mafia connections.
8 days
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10 Best Italy Wine tasting May Deals
May exclusive deals on Wine tasting tours in Italy — massive savings for a limited time only!
Northern Italy’s finest treasures await on the 'Italy’s Treasures: Art, Food & Wine of Italy' trip, a 12-day guided tour from Lake Maggiore to Venice. Experience a harmonious blend of natural beauty, culinary delights, and artistic heritage as you journey through Stresa, Cinque Terre, Tuscany, Florence, and Venice.
Relax by the tranquil Alpine Lakes, explore Cinque Terre’s medieval villages, and ride off-road vehicles through the marble quarries of Carrara. Enjoy a leisurely four-night stay at a Tuscan villa, where you’ll learn the secrets of Tuscan cuisine in a hands-on cooking class. Discover Florence’s Renaissance wonders and the enchanting canals of Venice.
The USP? The immersive culinary and cultural experiences—like cooking in a family-owned villa—set against the backdrop of Italy’s iconic art and landscapes, creating a tour that’s both indulgent and inspiring.
12 days
Discover your own personal Renaissance on this seven-day sojourn through Italy. Starting and ending in Florence, you’ll travel to Cinque Terre and explore the colourful villages of its famous national park, before stopping in Pisa to check in on that perpetually precarious tower. Your journey then continues in the Tuscan countryside, where you’ll explore medieval towns and stroll through vineyards with a glass of vino in hand.
7 days
Let Italy’s artistry and flavors sweep you away on the 'Grand Italy & Sicily' wine tasting tour, stretching 17 days from Rome to Palermo. Marvel at the Vatican Museums and Michelangelo’s Sistine Chapel, explore Rome’s Colosseum, and cruise the colorful villages of Cinque Terre. Savor steak and local wines in Florence, sail from Sorrento to Capri for breathtaking Mediterranean views, and meet a restaurateur in Alberobello for a farm-to-table meal. With experiences led by local experts and a focus on regional cuisine, this tour package offers an unmatched exploration of Italy’s artistic, culinary, and scenic masterpieces.
17 days
Embark on an epic 16-day journey across Italy with the 'Country Roads of Italy' countryside and village visits tour. From Rome’s ancient ruins to the pastel villages of the Amalfi Coast, this trip guides you through Capri’s breathtaking heights and Perugia’s artisan traditions. Experience the art of loom-weaving, cruise Venice’s canals, and toast your adventure on Burano island with local delicacies. Combining hands-on cultural activities with spectacular scenery, this group tour offers a rare chance to truly immerse in Italy’s regional flavors and historic charm.
16 days
Explore the best of Italy on this 11-day guided tour. In Rome, marvel at the treasures around every corner and learn about its three thousand years of history. As your travels continue along the Bay of Naples, stop on the slopes of Mount Vesuvius for lunch at a local farm still growing traditional produce unique to the region. In Florence, learn the secrets of leather making from a local leatherworker. Fall in love with Venice as you see churches and palaces from a private boat, and cruise its canals on a romantic gondola ride. Sail to Capri, where craggy mountains cascade into the Tyrrhenian Sea; a Local Expert will help you navigate its narrow alleys. Before you say arriverderci to Italy, enjoy one last experience: a private performance of popular songs and arias from some of Italy’s best loved operas during dinner.
11 days
Travel from Rome to Venice during this 13-day guided tour of Italy. Experience ancient Rome: see the Colosseum, where gladiators once fought, and Circus Maximus, where chariots raced for sport. Cruise around Venice in a private boat, then step onto St. Mark’s Square and stand in awe of its gothic-style Doge’s Palace. Sail to Murano Island, where a glassblower will manipulate molten glass into a work of art in front of your eyes. View the southern cliffs of Sorrento and see majestic Mount Vesuvius in the distance. Discover the island of Capri with a Local Expert. Explore its charming alleyways and duck into a shop to purchase a memento. Celebrate a spectacular vacation with a delicious dinner featuring Roman flavours in the Eternal City.
13 days
Travel from the shores of Venice to the ancient city of Rome on this 8-day guided tour of Italy. Begin your journey in Milan, where a festive feast complete with decadent Italian wines await you. In Venice, relax on a private boat as you pass by the iconic city to St Mark's Square, where you will see a gilded basilica anchoring the bustling piazza. Embark on a traditional gondola ride with your skilled Venetian gondolier, gliding along the canals while enjoying music. See the legendary Colosseum in Rome, then travel to the Vatican Museums, where a Local Expert will lead you through the papal art collection and to Michelangelo’s Sistine Chapel. Celebrate a fantastic trip over dinner in a local restaurant.
8 days
Rolling hills, medieval villages, and vineyard vistas set the stage for a sensory journey through southern Tuscany. 'A Taste of Tuscany - Hilltop Towns and Vineyards' is an eight-day wine tasting tour that begins and ends in Pisa, with stops in Chianti, Siena, Volterra, and beyond. Tailored for the discerning traveler seeking easy-paced exploration, this trip perfectly combines culture, cuisine, and countryside charm.
Savor Italy’s finest wines, from Chianti to Brunello, on guided tastings in picturesque hill towns like Montalcino and Pienza. Meander through olive groves and cobblestone streets, then delight in farm-to-table dining at a Tuscan agriturismo, where fresh local produce takes center stage. The unique selling point? A harmonious blend of guided vineyard tours, gastronomic delights, and authentic local experiences—making it an ideal tour package for those eager to taste and tour the heart of Tuscany.
8 days
Embark on a gastronomic journey across Sicily, from Palermo's vibrant streets to the historical wonders of Syracuse. Traverse this sun-kissed Italian island pausing to try iconic delicacies such as arancini and cannoli. Explore local vineyards, sipping on indigenous wines, and in Modica, sample the unique chocolate, steeped in age-old Aztec techniques. This voyage is a celebration of Sicilian cuisine and culture.
Farm-to-table dining - Visit a Masseria, a traditional Sicilian farmhouse estate, to enjoy fresh produce and delicious flavours at their source.
Agrigento - Explore Sicily's most famous Classical remains in the Valley of the Temples with its remarkable Doric architecture.
Corleone - Enjoy the picturesque landscapes and learn all about the rich history and mafia connections.
8 days
COACH TOUR: Enjoy a hop-on hop-off bus tour in Rome, take in sweeping views of Naples and relax in Sorrento on this 11-day coach tour. Discover the ruins of Pompeii, enjoy a day trip to the island of Capri and take an overnight ferry to the Mediterranean island of Sicily. Here, highlights include sightseeing in the capital of Palermo, wine tasting in Marsala, and a visit to Mount Etna, one of the most active volcanoes in Europe.
11 days
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Italy Wine tasting Tour Reviews
Honest insights from past guests on our Wine tasting Italy tours
Diane | Traveled in May
Our tour of Sicily was fantastic. We had a great group of fellow travelers and an even better guide. Antongiulio, calmly led the entire group and always with a smile. Antongiulio was very knowledgeable, engaging, and willing to answer any of our questions or find an answer . We highly recommend him. Our tour had many highlights , but for us, the tomato farm and the agritourismo were the most memorable. We thoroughly enjoyed this adventure.
Henrik | Traveled in May
Good choice of local companies to partner with - tomato farm, winery, agriturismo - as they clearly demonstrated their connection to the land and their enthusiasm for what they did. Good choice of local guides - knowledgeable, lively. Perfect balance of activities for history, architecture and cuisine. Amazing guide who was solicitous of our age but pushed us to try our utmost - we ended up knowledgeable, entertained, appreciative, and physically exercised! Definitely a trip to be recommended. We do think you have to replace your hotel in Syracuse. While their front desk folks and breakfast were excellent, there were so many problems that soured our last days in Sicily - elevator that kept breaking down, trickle of water in the shower, dripping toilet tank, etc.
Steven K. | Traveled in May
Very busy and enjoyable with a very good tour guide who was very knowledgeable. My only complaint was with the Murano glass tour. I found them to be very dishonest and I suggest you use another store for demonstrations. After buying expensive glass frames and promised free shipping I was later sent a bill for close to 200 euros for delivery. All our other purchases from other tour stores were fine.
Gillian | Traveled in May
Antongiulio was a fabulous leader and Explore tours seem to attract such positive, down-to-earth and friendly groups. The pace of the trip was excellent- lots of cool activities and group time but also time to explore on your own. Highly recommend this beautiful and interesting trip to Sicily!
Anonymous | Traveled in May
Fantastic trip with a great itinerary and an epic tour leader. Couldn’t have asked for more except maybe another night in Pisa at the beginning and a softer bed in Buonconvento!
Anonymous | Traveled in May
You need to be able to walk a couple miles throughout the day - stairs, cobblestones, etc. Coach bus was very comfortable. Included dinners (except final night and optional) are “basic” to appeal to everyone (same for breakfasts). Would recommend this tour, got to see all the major sites on our 1st trip to Italy.
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