The 15 Best Wine Tours In Italy

Italy is a country that practically invented wine. With its diverse regions—from Tuscany’s rolling hills to Sicily’s volcanic soils—every sip tells a story. The country’s wine tours cover everything from traditional vineyard visits to innovative digital tastings, offering a glimpse into Italy’s rich winemaking culture. We’re especially drawn to the Chianti: Terre Di Perseto Winery Guided Tasting & Tour because it combines a scenic vineyard walk with a guided tasting of four top Chianti wines, all in about 1.5 hours (see more). The Medici Villa tour also stands out, blending historical charm with wine tasting in a Renaissance setting (see more). Whether you prefer small, private experiences or larger guided tours, Italy’s wine offerings are as varied as its landscapes.

Quick Overview

This list features a mix of guided winery tours, private tastings, and hands-on cooking classes that include wine components. Some experiences are focused on regional specialties like Chianti and Brunello, while others explore local vineyards in lesser-known areas like Piedmont and Trentino. A few, such as the Pesto Experience in Sestri Levante, combine wine with culinary lessons, giving you a taste of Italy’s food and wine culture. We’ve highlighted tours that offer excellent value, memorable environments, and authentic interactions with winemakers.

1. Pesto Experience, Cooking Classes, Wine Tasting in Sestri Levante

For a full sensory experience, this private class combines Ligurian culinary traditions with wine tasting, making it a fantastic introduction to Italy’s regional flavors. The class begins with a glass of Vinaccieri wine for motivation—who wouldn’t want that? You’ll produce Genoese PESTO using a mortar, learn its stories, and taste your creation, which you get to take home. The class also features Ligurian pasta, focaccia, and bread, giving you a hands-on day of cooking and tasting. With a perfect 5-star rating based on 119 reviews, the fun, patience, and encouragement from the chef really shine. At just $58.05 per person for an hour, it offers excellent value for a memorable food and wine experience.

Bottom line: This experience is ideal if you love culinary adventures paired with local wines in a private setting. The focus on Ligurian traditions makes it unique among typical wine tours.

2. Chianti: Terre Di Perseto Winery Guided Tasting & Tour

At number 2, this tour hits the sweet spot for wine lovers who want a quick yet comprehensive look at Tuscany’s renowned Chianti region. The guided tour of Terre di Perseto includes a walk through the vineyards and a tasting of four of their best wines. The guide explains the winemaking process clearly, making it easy to understand what makes Chianti so special. You’ll also sample local Tuscan crackers, which pair perfectly with the wines. The 4.8/5 rating from 21 reviews confirms its popularity. The 1.5-2 hour experience is priced at just $34 per person, offering a great balance of value and depth. The picturesque vineyard setting is a bonus.

Bottom line: Perfect for travelers with limited time who want an authentic and informative taste of Tuscany’s signature wine region.

3. Florence, Chianti Wine Tasting & Tour, Medici Villa

This tour combines Florence’s art and history with a visit to a historic Chianti winery, making it a full culture (see details). You’ll explore the Medici Villa and its renowned cellars before tasting three of their finest wines. The guided tour covers the courtyard, Renaissance garden, and 17th-century cellars, providing a rich backdrop to your tasting session. The reviews praise the guide’s knowledge and the breathtaking views, with one noting that they’d love to bring home even more wine. This 2-hour experience is priced at $45.55 per person, making it an excellent value for those wanting a mix of history and wine.

Bottom line: Best suited for travelers who enjoy historical settings and want to combine wine tasting with cultural sightseeing.

4. Siena: Winery tour/tasting with owner/maker of awarded wines

Meet Lorenzo at his award-winning winery just outside Siena. This private experience offers a chance to talk directly with the owner, learning secrets of winemaking that only a true craftsman can share. You’ll taste four of his most awarded wines in a cozy, private estate. The personal connection combined with the gorgeous vineyard setting makes this a standout. Reviewers mention Lorenzo’s friendly nature and the delicious wines, with one calling it “the highlight of their trip.” At $56.94 for 1.5 hours, it offers excellent value and a chance to see small-batch, high-quality wines produced with care.

Bottom line: Ideal for wine enthusiasts who want an intimate, behind-the-scenes look at winemaking in Tuscany.

5. From Verona: private trip to Sirmione Lake Garda & Valpolicella Wine Region

This full-day private tour takes you beyond vineyards to Lake Garda and Valpolicella, combining stunning scenery with wine tasting. The journey begins with a 40-minute drive to the pearl of Garda, Sirmione, famous for its scenic beauty. Later, you explore Valpolicella’s renowned wine region, known for Amarone and Ripasso wines. The trip includes lunch at Punta San Vigilio and a relaxed way to see Italy’s lakeside charm. Priced at $341.49 per person, it’s a splurge but offers an all-in-one experience with private hospitality. Reviews highlight the beautiful views and friendly guide.

Bottom line: Perfect for travelers who want an all-day luxury experience combining scenic lakes and top-quality wines.

6. Val d’Orcia: Wine and Food Tasting at a Podere

This 2-hour experience takes you to a working Podere in Tuscany’s Val d’Orcia, where a wine connoisseur guides you through vineyards on an extinct volcano. The Montecucco DOCG wines are the stars here, with explanations of wine aging and production. You’ll visit the Wine Odeon—a cool cellar where wines age silently—and indulge in a tasting of wines paired with local products. The reviews mention Stefano’s passion and knowledge, and the priceless views from the terrace. At $44.41, it provides a great blend of wine, food, and stunning scenery.

Bottom line: Ideal for those wanting a relaxed, educational, and scenic wine experience in Tuscany.

7. Tramin/Termeno: Winery Tour & Wine Tasting, J. Hofstätter

This 1.5-hour family-run winery tour in Trentino offers a deep dive into the Vinschgau region’s wines. The guide shows you behind the scenes of J. Hofstätter’s cellars before leading a tasting of 6 wines, including Gewürztraminer and Pinot Noir. Reviewers praise the friendly host and informative experience. The winery’s intimate atmosphere makes it perfect for those interested in microclimates and family traditions. It costs just $34 per person, making it a budget-friendly way to learn about Alto Adige wines.

Bottom line: Best for travelers seeking a personalized, educational wine tasting in Northern Italy.

8. Langhe e Monferrato: Amerio Vincenzo Wine Tour and Tasting

This 1.5-hour tour in Piedmont combines vineyard views with wine tasting at the Amerio family winery. You’ll explore vines and the cellar with the owners, then taste 6 wines, including Barbera and Dolcetto. Reviewers love the friendly atmosphere and beautiful panoramic terrace. The experience also includes local food and an explanation of the family’s history, making it personal and authentic. Priced at $28, it’s a great value for such a comprehensive look at Piedmont wines.

Bottom line: Perfect for those wanting wine education combined with local hospitality.

9. Boutique Winery Tour & Tasting in North Tuscany

This 1.5-hour small-scale tour takes you into the Lunigiana Hills to visit a boutique winery. You’ll walk among vines, visit the barrel room, and sample 4 wines, including reds and whites. The family-owned atmosphere and local cheese and ham pairings make it a cozy experience. Reviewers mention the beautiful scenery and informative guide as highlights. With a cost of $53.01, it offers a personalized, high-quality experience for wine lovers wanting something off the beaten path.

Bottom line: Suited for travelers seeking a small-group, authentic winery experience.

10. Ercolano vineyards, view cellar wine tasting and brunch

This 2-hour view cellar tasting and brunch in Campania offers a relaxing, gastronomic experience. You’ll sample three cured meats, two cheeses, and varieties of wines, including Vesuvius Lacryma Christi. The scenic vineyard views coupled with brunch make it a leisurely way to enjoy regional flavors. Reviewers describe it as relaxing with beautiful views and delicious wine and food. Costing $62.63, it’s good for those wanting a combination of wine, regional foods, and scenery.

Bottom line: Excellent for a laid-back, flavorful outing with a focus on local specialties.

11. Montalcino: Brunello Wine Tasting with Winery Tour

This 2-hour Brunello tasting offers a deep dive into Italy’s most prestigious red wines. The tour includes tasting directly from the barrel, along with cured meats and cheeses. The landscape of Montalcino adds to the experience, making for a memorable outing. Reviewers highlight the quality and knowledge of the guides, calling it “a must-do” for Brunello aficionados. At around $119 (depending on the tour), it’s a premium experience but worth it for serious wine lovers.

Bottom line: A must for fans of Italy’s flagship red wine and those wanting a comprehensive cellar experience.

12. Irpinia Wine Tasting Experience

In Campania, this 2.5-hour experience combines winery tour, guided tasting, and local appetizers. Highlights include Taurasi wine and mama’s homemade food, emphasizing authenticity. The one-reviewer praises the friendly host and quality wines, making it a good pick for food and wine enthusiasts wanting a less commercial experience.

Bottom line: Ideal if you’re after a tasting with local flavor and personalized attention.

13. LUGANA: wine tasting with a walk around the estate

This 1-hour walk-and-taste experience takes you through vineyards in Veneto. Led by a family member, you’ll enjoy a walk through the estate, tasting wines directly from the vines, complemented by a small picnic. With a single review praising the relaxed atmosphere and beautiful views, this is perfect for those wanting a casual, intimate look at wine production.

Bottom line: Great for casual wine lovers who appreciate scenery and personal stories.

14. PICNIC on the estate – wine and vineyards

This vineyard picnic experience includes a tour of the winery and estate rooms, plus a basket of local products and two wines. The view of the vineyards makes it a relaxed, flavorful outing at $41. per person. Reviewers mention the friendly staff and delicious picnic, making it perfect for couples or small groups.

Bottom line: Ideal for a laid-back afternoon with wine, food, and scenery.

15. Tuscany: Immersive Winery + tasting (4 wines)

This 1.5-hour digital and sensory experience in an innovative cellar introduces you to wine production through a multimedia journey. The tasting of four IGT Toscana wines with breadsticks/taralli rounds out the experience. Reviewers highlight the unique, modern approach and passionate hosts. Costing $47, it’s a good choice for those interested in technology and wine.

Bottom line: Perfect for travelers wanting a modern, interactive wine experience.

How to Choose Your Ideal Italy Wine Tour

When selecting from this list, consider your budget, time available, and whether you prefer private, intimate experiences or larger guided tours. If you love culinary experiences paired with wine, the Pesto Experience offers hands-on cooking combined with tasting. For a cultural and scenic immersion, the Florence Medici Villa or the Brunello tasting in Montalcino are top choices. Those seeking authentic, small-group encounters might prefer the Lugana estate walk, while luxury travelers will appreciate the private lakeside trip from Verona.

Booking early is advisable—especially for popular dates or small-group experiences—to secure your preferred time and ensure a memorable visit.

From culinary delights and scenic countryside walks to exclusive tastings with winemakers, Italy’s wine tours offer something for every palate. Whether you’re a serious connoisseur or a casual enthusiast, exploring Italy’s vineyards will deepen your appreciation for its wine culture. Consider your interests, budget, and travel plans, and then pick an experience that calls to you. Cheers to discovering Italy one glass at a time!