Arezzo’s wine scene offers a taste of Tuscany’s finest. Visitors can explore historic wineries, sample renowned Brunello and Chianti varieties, and cycle through scenic vineyards.
Many tours combine wine tasting with olive oil sampling and local cuisine pairings.
We especially enjoy the small-group tours that provide intimate cellar visits and the chance to meet local winemakers.
Bike tours through the countryside are another favorite, offering a unique way to experience the region’s beauty while stopping at family-run wineries.
For those looking to make the most of their Arezzo wine experience, check out our top picks for wine tours below.
Good To Know
The Winery Agriturismo Santo Stefano Castiglion Fiorentino offers a 2-hour tasting experience of 6 wines with a guided cellar tour, catering to various accessibility needs.
The Wine & Oil Tasting Experience at Gabriele Mazzeschi Winery provides a private tour of the vineyard, cellars, and Vin Santo production area, with a tasting of 6 wines, cheese, salami, and olive oil.
The Private Tour: Montalcino Wine Tasting Experience is a full-day private tour from Cortona that includes visits to two wineries with Brunello wine tastings and Tuscan delicacies.
The Brunello and Montepulciano Wine Tour From Cortona offers a 9-hour tour with visits to two wineries in Val d’Orcia, allowing for tastings of Brunello di Montalcino and Vino Nobile di Montepulciano.
The Private Winery Tour of Montepulciano, Pienza & Montalcino is an all-day private tour covering historic cellars, with tastings of Nobile di Montepulciano and Brunello, as well as local delicacies sampling.
Winery Agriturismo Santo Stefano Castiglion Fiorentino (6 Types of Wine)
Nestled in the rolling hills of Castiglion Fiorentino, Arezzo, the Winery Agriturismo Santo Stefano offers an exceptional wine tasting experience.
Boasting a 4.9-star rating based on 97 reviews, the winery is recommended by 98% of travelers and has been awarded a Badge of Excellence.
During the 2-hour tasting, you’ll sample 6 different wines accompanied by delectable snacks like bruschetta, pecorino cheese, and cantucci.
A guided tour of the production cellar and commentary from the producer and sommelier provide valuable insights into the winemaking process.
Wheelchair and stroller accessible, with infant seats available, the winery welcomes all guests for this must-visit experience in the Arezzo region.
Read our full review: Winery Agriturismo Santo Stefano Castiglion Fiorentino (6 Types of Wine) Review
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Brunello Wine Tour and Val DOrcia Landscape
Set out on a captivating Brunello wine tour and explore the stunning Val d’Orcia landscape with this private half-day excursion from Arezzo.
Rated 5.0 out of 73 reviews, this tour blends scenic vistas, historic monasteries, and world-class Brunello di Montalcino tastings.
You’ll discover the region’s renowned 100% Sangiovese wine, customized to your preferences by an expert guide.
Expect behind-the-scenes winery visits, a friendly personalized experience, and lunch recommendations.
The tour departs from Pienza, with hotel pickup options available.
Whether you’re a wine enthusiast or seeking an immersive Tuscan adventure, this tour promises unforgettable memories in the heart of Italy’s iconic countryside.
Read our full review: Brunello Wine Tour and Val DOrcia Landscape Review
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Wine & Oil Tasting Experience
If you’re seeking an intimate, behind-the-scenes peek into Tuscan winemaking, the Wine & Oil Tasting Experience at the family-run Gabriele Mazzeschi Winery is a must.
This private tour offers a chance to explore the vineyard, cellars, and Vin Santo production area. The tasting includes six different wines, as well as cheese, salami, and organic extra virgin olive oil.
With a maximum group size of 20, you’ll enjoy a personalized and informative experience. Travelers consistently praise the knowledgeable and friendly staff, the exceptional quality of the products, and the cozy ambiance.
At just €20 per person, this tour is an excellent value and a great way to learn about the rich wine culture of Arezzo.
Read our full review: Wine & Oil Tasting Experience Review
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Private Tour: Montalcino Wine Tasting Experience
Looking to explore the renowned wines of Montalcino? Consider this private full-day wine tour from Cortona.
You’ll visit two wineries, taste Brunello wines, and learn about winemaking from experts. Savor Tuscan meats and cheeses alongside the wines. Enjoy a winery lunch and an optional stop in Montalcino or Sant’Antimo Abbey.
The tour includes round-trip private transfers, a tour escort, and all tastings and snacks. At $383.12 per person, this private experience offers excellent value.
With 100% recommendation from previous travelers and a 5.0 rating, you’re sure to have a memorable day exploring Montalcino’s renowned wines.
Read our full review: Private Tour: Montalcino Wine Tasting Experience Review
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Castiglion Fiorentino – Ebike Tour and Wine Tasting [40]
Explore the picturesque Tuscan countryside on a 40-kilometer eBike tour through Castiglion Fiorentino. This 5-star rated experience combines an active outdoor adventure with a delectable wine tasting.
Ride alongside an expert guide, equipped with a high-quality eBike and helmet. Refuel with a light lunch of local meats, cheeses, and wines before indulging in a sommelier-led tasting. Discover the region’s renowned vintages and sample extra virgin olive oil.
With transfers to and from your accommodation, this tour is convenient and hassle-free. While not suitable for those with mobility issues, families can enjoy kid-friendly eBikes.
Whether an avid cyclist or wine enthusiast, this immersive tour offers an unforgettable taste of Tuscan life.
Read our full review: Castiglion Fiorentino – Ebike Tour and Wine Tasting [40] Review
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Cortona – Ebike Tour and Wine Tasting in the Val Di Chiana [40]
Hop on an eBike and embark on a 30-kilometer journey through the picturesque Val di Chiana region near Cortona.
This tour offers an exceptional way to explore the Tuscan countryside, with a 5-star rated experience. Along the way, you’ll be guided by knowledgeable experts, who’ll provide technical assistance and ensure your safety with provided helmets.
After the scenic ride, indulge in a wine tasting and light lunch at a local winery, a perfect pairing to complement the beauty of the Tuscan landscape.
With a maximum of 11 travelers, this tour promises an intimate and unforgettable experience, making it a must-do activity during your time in Arezzo.
Read our full review: Cortona – Ebike Tour and Wine Tasting in the Val Di Chiana [40] Review
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Brunello and Montepulciano Wine Tour From Cortona
Although the Val di Chiana region offers a delightful eBike tour, those seeking to delve deeper into Tuscany’s renowned wines may opt for the captivating Brunello and Montepulciano Wine Tour from Cortona.
Operated by Forzoni Tours, this 9-hour excursion earns a 4.6 rating from 20 reviews. You’ll visit two wineries, explore the Val d’Orcia, and savor a Tuscan-style lunch.
Along the way, you’ll taste the flagship wines of Brunello di Montalcino and Vino Nobile di Montepulciano. The tour’s intimate setting allows for personal interaction with vineyard owners, enhancing the educational experience.
With round-trip transportation and maximum group size of 8, this tour provides a well-rounded exploration of Tuscany’s renowned winemaking heritage.
Read our full review: Brunello and Montepulciano Wine Tour From Cortona Review
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Arezzo: Wine Tasting Experience in Valdichiana Area
Tucked within the picturesque Valdichiana region, an authentic wine tasting experience awaits you at an ancient villa.
You’ll wander the vineyard and soak in the Tuscan landscape as you learn about wine production and history from a professional sommelier.
Savor three Tuscan wines paired with local Tuscan sausages, cheese, appetizers, and snacks, while exploring the art of food and wine pairing.
The tour starts at 10:30 am, with a maximum of 20 travelers.
Priced from $43.68, this experience boasts a perfect 5.0 rating from 9 reviews, praised for its knowledgeable guides and excellent pairings in a beautiful setting.
Read our full review: Arezzo: Wine Tasting Experience in Valdichiana Area Review
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Private Winery Tour of Montepulciano, Pienza & Montalcino (Feb )
Explore the renowned wine regions of Montepulciano, Pienza, and Montalcino on this private all-day tour.
You’ll visit historic cellars, sample acclaimed wines like Nobile di Montepulciano and Brunello, and savor local delicacies like Pecorino cheese and prosciutto.
Enjoy personalized attention from your knowledgeable driver, who’ll share insights into Tuscan history and culture.
The air-conditioned minivan ensures comfortable transportation, and you’ll have the flexibility to explore medieval cities at your own pace.
With free cancellation and a lowest price guarantee, this tour offers exceptional value.
Whether you’re a wine enthusiast or simply want to learn about Tuscany’s charm, this private winery experience isn’t to be missed.
Read our full review: Private Winery Tour of Montepulciano, Pienza & Montalcino (Feb ) Review
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Chianti Tasting Arezzo City Center Wine & Oil
Frequently, visitors to Arezzo can indulge in a captivating Chianti tasting experience right in the city center.
For €40, you can choose from several tasting options, including vegetarian, full, vegan, and alcohol-free.
The vegetarian tasting features truffle popcorn, bruschetta, and more, while the full tasting adds pappa al pomodoro, ribollita, and peaches in syrup.
The vegan tasting showcases Chianti wines, bruschetta, and plant-based dishes.
The alcohol-free option replaces wines with Borgunto fruit nectars.
The tasting takes place at the meeting point on Via Borgunto, and you’ll need to arrive 10 minutes early.
This experience, though not wheelchair accessible, is stroller-friendly and near public transportation.
Read our full review: Chianti Tasting Arezzo City Center Wine & Oil Review
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BORGUNTO WINE AND OIL TASTING
If you’re looking for a unique sensorial experience that combines the history, culture, and traditions of Tuscany, the Borgunto Non-Alcoholic Tasting in the historical centre of Arezzo is an excellent choice.
This 1-hour tasting offers a focus on guest satisfaction and inclusiveness, with tailored options for vegetarians, vegans, and non-drinkers.
For €27 per person, you’ll enjoy a menu featuring Borgunto’s fruit nectars, bruschetta, truffled delicacies, and Tuscan classics like pappa al pomodoro and ribollita.
Just note that it’s not suitable for drivers under 18.
The meeting point is in Piazza Grande, outside Via Borgunto n. 7.
Read our full review: BORGUNTO WINE AND OIL TASTING Review
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2-Hour Private Wine Tasting in the Cellar in Mugliano
Set out on a captivating 2-hour private wine tasting experience in the historic cellar of Mugliano, Arezzo. Recommended by 90% of travelers, this tasting allows you to savor locally sourced appetizers, snacks, cold cuts, and cheeses alongside expertly paired wines.
The meeting point is conveniently located, with the experience ending back at the starting point. Wheelchair and stroller accessible, the tasting is open for bookings from March 2022 through November 2025, with flexible operating hours.
Take advantage of the free cancellation policy and reserve your spot with the option to pay later. Don’t miss this opportunity to discover the best of Arezzo’s wine offerings.
Read our full review: 2-Hour Private Wine Tasting in the Cellar in Mugliano Review
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Wine Tasting in the Historical Centre
Discover the rich wine heritage of Arezzo’s historical center through an immersive tasting experience. For just $43.21, you’ll savor a trio of Chianti wines alongside local delicacies.
Enjoy the cozy ambiance of a small group, limited to 10 participants. Trained experts will guide you through the aromas and flavors that blend past and present.
Sip on a Chianti Rosso DOCG, Chianti Riserva DOCG, and Chianti Rosato IGT, complemented by bruschetta, truffled popcorn, and cheese.
With free cancellation and a pay-later option, it’s an opportunity not to be missed. Reviewers praise the detailed explanations and accommodations for non-wine drinkers.
Don’t wait – reserve your spot and embark on a sensory journey through Arezzo’s wine culture.
Read our full review: Wine Tasting in the Historical Centre Review
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Private Tour Wine and Cheese a Perfect Combinations Val Orcia
For a truly immersive wine and cheese experience in the picturesque Val d’Orcia region of Tuscany, embark on this private tour.
Rated 5.0 stars with 5 reviews, the 8-9 hour tour includes visits to 2 wineries, a lunch at a cheese farm, and wine tastings. Priced from $470.69 per person, the tour provides free cancellation up to 24 hours in advance and includes a private ride, driver, and hotel pickup and drop-off.
Wheelchair-accessible transportation and surfaces ensure most travelers can participate. The tour is hosted by Tuscany Luxury Tour, based in NCCArezzo, Italy, with the highly-rated host Luca providing excellent explanations of the area, history, and wines.
Read our full review: Private Tour Wine and Cheese a Perfect Combinations Val Orcia Review
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PRIVATE Tour: Visit Siena and Chianti With Lunch & Wine Tasting Experience
Explore the captivating regions of Chianti and UNESCO-listed Siena on this private tour.
Experience stunning landscapes and rich culture as you visit Siena, known for its exquisite architecture.
Discover the secrets of local wine production during five tastings of Chianti wines.
Savor a homemade pasta lunch at a traditional Tuscan farmhouse, featuring a 3-course menu with bruschettas, cold cuts, and Pecorino cheese.
Enjoy the convenience of air-conditioned transportation and a knowledgeable, English-speaking driver-escort.
This tour offers the perfect blend of sightseeing, culinary delights, and wine tasting, with pickup from your hotel or private address.
Priced from $383.12 per person, it’s an unforgettable Tuscan experience.
Read our full review: PRIVATE Tour: Visit Siena and Chianti With Lunch & Wine Tasting Experience Review
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Frequently Asked Questions
What Is the Cost of the Wine Tours?
The cost of the wine tours can vary, but you’ll typically find them ranging from around $50 to $100 per person, depending on the length, inclusions, and level of exclusivity. Be sure to compare options to find the best value.
How Long Do the Tours Typically Last?
The wine tours typically last between 2-4 hours, allowing you to savor the local flavors and explore the vineyards at a leisurely pace. The duration may vary depending on the specific tour you choose.
Are the Tours Suitable for Children?
The wine tours are generally not suitable for children. Most tour providers recommend the tours for adults only, as the content and activities may not be engaging or appropriate for younger visitors. Check with the specific tour company for their policies.
Do the Tours Offer Transportation to and From the Wineries?
Yes, most wine tours in the area provide transportation to and from the wineries. This makes it easy and convenient for you to enjoy the tastings without having to worry about driving.
Can the Tours Be Customized to Individual Preferences?
Yes, many wine tour companies allow you to customize the itinerary to your individual preferences. This lets you visit the wineries that most interest you and tailor the experience to your tastes.
The Sum Up
You’ll find a fantastic selection of wine tours in Arezzo, Italy. From exploring historic wineries to sampling local varietals, there’s something for every wine lover. Whether you prefer a private tasting or a guided ebike adventure, you’ll discover the rich winemaking heritage of this picturesque region. So why not plan your dream wine getaway in Arezzo?