Tuscany’s Chianti region serves up some of Italy’s most satisfying wine experiences. The best tours combine intimate tastings at small, family-run estates like Mauricio Brogioni and Montemaggio with hands-on activities – you’ll actually learn how wines are made, not just sample them. We love the combo tours that pair wine tasting with either truffle hunting or pasta making classes. For exploring the vineyards and hilltop towns, nothing beats zipping around on an e-bike or classic Vespa – you get fresh air and great photos without breaking a sweat. Let’s check out the top tours worth booking in Chianti.
Good To Know
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Chianti offers a range of immersive winery tours, including guided cellar visits, wine tastings, and traditional Tuscan meals at highly-rated wineries like Azienda Agricola Mauricio Brogioni and Fattoria di Montemaggio.
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Unique experiences in the Chianti region include Vespa tours, truffle hunting, and hands-on pasta-making classes, providing a well-rounded exploration of the local culture and cuisine.
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Chianti tours cater to various group sizes, with flexible booking options, transportation, and dietary accommodations, ensuring a personalized and accessible experience for all travelers.
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Highly-recommended Chianti tours include the Brunello Vineyards Bus Tour, Montalcino Wine Tour, and Chianti: Eno-Excursion, praised for their stunning vineyard views, knowledgeable guides, and exceptional wine and food pairings.
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Chianti’s diverse tour offerings, from e-bike adventures to gourmet wine tastings, allow visitors to tailor their experiences based on their interests and preferences, making it a premier destination for wine enthusiasts.
Greve in Chianti Wine Tasting and Winery Tour
Why not kick off your Chianti exploration with a visit to the renowned Azienda Agricola Mauricio Brogioni Winery? This in-depth tour offers a unique glimpse into the world of organic, family-run wineries in the heart of the Chianti region.
With 91% of travelers recommending this experience, you’re in for a treat.
During the 3.5-hour tour, you’ll discover the winery’s scenic vineyards and learn about their Chianti Classico production, primarily from Sangiovese grapes.
The tasting of four red wine varieties, paired with fresh local cheeses and salami, is a highlight. Guests consistently praise the knowledgeable hosts and the opportunity to explore the winery’s rich history.
The tour runs from April to November, with a maximum of 15 people per booking. Priced at $53.24 per person, it’s a great value considering the inclusions.
While some guests found the pace a bit rushed, the winery’s commitment to improvement and guest satisfaction is evident in their response to feedback.
Book now and enjoy this authentic Chianti experience.
Read our full review: Greve in Chianti Wine Tasting and Winery Tour Review
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Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area
Nestled between the picturesque towns of Radda and Panzano in the heart of the Chianti Classico region, the Fattoria di Montemaggio winery offers a captivating tour and tasting experience.
With a remarkable 98% traveler recommendation based on 119 reviews, this 1.5-hour visit delves into the estate’s organic wine-making methods and invites guests to sample 3-6 of their finest wines.
The tour includes a guided exploration of the vineyard, an educational session on local wine production, and a tasting accompanied by freshly baked bread and olive oil.
Knowledgeable guides, particularly the renowned Francesco, lead visitors through the experience with passion and engagement.
While some guests have faced challenges locating the winery due to its remote location, those who make the journey are rewarded with breathtaking views and a must-do experience in the Chianti region.
Priced at $42.58 per person, the tour provides excellent value and flexible booking options, making it a popular choice for wine enthusiasts visiting the area.
Read our full review: Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area Review
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Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour
This 9-hour private wine tour from Livorno explores the renowned Chianti wine region and scenic Tuscan countryside.
Travelers will visit a prominent local winery, learn about Chianti wine characteristics, and taste wines and olive oil.
The tour also includes a stop in the small village of Greve-in-Chianti, passing the Santa Croce church and Piazza Matteotti.
Travelers have the option to enjoy lunch at a traditional restaurant for an additional cost.
With a professional English-speaking driver and air-conditioned transport, the tour ensures a worry-free shore excursion.
It’s recommended by 98% of travelers and comes with a Badge of Excellence.
Foldable wheelchairs can be accommodated, and the tour is stroller accessible.
Prices start at $488.75 per person, with free cancellation up to 24 hours before the experience.
The tour has an overall 5.0 rating based on traveler reviews, making it a top choice for exploring the Chianti region during a Livorno port visit.
Read our full review: Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour Review
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Winery Tour & Wine Tasting in Montalcino
Moving from the private wine tour in the Chianti region, travelers may now wish to explore the renowned Montalcino area and its world-class wines.
The winery tour and tasting at Corte Pavone offers a delightful opportunity to do just that. Situated in the heart of Montalcino, this highly-rated experience allows guests to taste six different wines from the region while learning about grape varieties and production methods.
With 91% of 32 reviews recommending the tour, and a 4.7/5 rating, this seems a reliable and enjoyable option. The tour features a walk around the vineyard and wine-making areas, providing an educational and immersive experience.
While a few guests felt the pricing was high compared to other tastings, most found the small group setting and knowledgeable staff to create a memorable visit.
For those seeking to expand their appreciation of Italian wine, this Montalcino tour is worth considering as part of their Chianti explorations.
Read our full review: Winery Tour & Wine Tasting in Montalcino Review
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Discovering Chianti, E-Bike Tour – Daily Experience
Since the Chianti region is renowned for its picturesque landscapes and historic villages, an e-bike tour offers travelers an immersive and eco-friendly way to discover its charms.
The Discovering Chianti, E-Bike Tour is a half-day excursion that takes a small group of up to 8 participants through the scenic Tuscan countryside. Travelers can explore Chianti’s charming villages, including Castello di Montefioralle and Abbey of Badia di Passignano, while enjoying the ease of an electric bicycle.
The tour also includes a visit and wine tasting at a local winery, accompanied by a provided lunch. With a 100% traveler recommendation based on 20 reviews, this tour provides a personalized experience that showcases the best of Chianti.
The tour starts at 9 AM from the meeting point in Greve in Chianti and returns to the same location. Priced from $298.17 per person, the tour offers free cancellation up to 24 hours in advance, making it a flexible and accessible option for visitors to the region.
Read our full review: Discovering Chianti, E-Bike Tour – Daily Experience Review
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Radda in Chianti: Wine Tasting Tour With Lunch at the Castle
The Radda in Chianti: Wine Tasting Tour With Lunch at the Castle offers visitors a unique opportunity to enjoy the rich winemaking heritage of the Chianti region.
The tour includes a guided visit of the cellars at Monterinaldi Castle, where a knowledgeable sommelier shares insights into the wine production process. Guests can then savor a 3-course traditional Tuscan lunch with wine pairings in an 18th-century villa, providing a truly authentic culinary experience.
With a maximum of 25 travelers per tour, the experience ensures an intimate and personalized setting. Priced from €85 per person, the tour includes tastings of three different wines and vinsanto, along with appetizers, pasta, and dessert.
Travelers can take advantage of the free cancellation policy up to 24 hours before the start. While some past guests have noted a fast-paced tour and limited historical discussion, the majority have praised the beautiful grounds, informative guides, and delicious food, resulting in an overall rating of 4.5 out of 5.
Read our full review: Radda in Chianti: Wine Tasting Tour With Lunch at the Castle Review
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Winery Tour & Gourmet Tasting in Montalcino
Nestled in the heart of Tuscany’s renowned Montalcino region, the Winery Tour & Gourmet Tasting at Corte Pavone Winery offers visitors an exceptional opportunity to enjoy the world of acclaimed Brunello wines.
At just $85.19 per person, this 5-star tour includes a selection of 6 different Brunelli or Montalcino wines, each expertly paired with 6 homemade gourmet bites sourced from organic-biodynamic agriculture.
Easily accessible by driving from Montalcino towards Grosseto, the winery welcomes a maximum of 25 travelers, ensuring an intimate and personalized experience.
With 100% of previous guests recommending the tour, visitors can expect a delightful tasting complemented by stunning vineyard views.
While not wheelchair accessible, the experience is stroller-friendly and allows service animals.
Flexible booking with free cancellation up to 24 hours in advance makes planning seamless.
Whether a wine enthusiast or simply seeking a taste of Tuscany, this Winery Tour & Gourmet Tasting is a must-do.
Read our full review: Winery Tour & Gourmet Tasting in Montalcino Review
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Brunello Vineyards Bus Tour
Offering a comprehensive exploration of Montalcino’s renowned Brunello vineyards, the Brunello Vineyards Bus Tour provides an immersive experience for wine enthusiasts.
This 3-hour small-group tour takes visitors to two local wineries, where they’ll enjoy guided tours of the cellars and tastings of the region’s acclaimed Rosso and Brunello di Montalcino wines.
Accommodating a maximum of 6 travelers, the tour offers scenic views of the picturesque countryside as participants are transported in an 8-seat Mercedes minivan.
An English-speaking local guide provides insight and expertise throughout the experience. Hotel pickup is available for selected properties, and the tour concludes back at the meeting point in Montalcino.
Vegetarian options can be requested, and the tour is accessible for strollers, though not wheelchair-friendly.
Priced at $181.03 per person, the Brunello Vineyards Bus Tour has earned a 100% recommendation from previous travelers, all of whom have awarded it 5-star ratings.
Read our full review: Brunello Vineyards Bus Tour Review
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Montalcino Wine Tour
Situated in the heart of Chianti, the Montalcino Wine Tour offers an immersive exploration of the region’s renowned vineyards and cellars. This 6-hour tour, with a maximum of 8 travelers, takes visitors to 4 different wineries, where they can enjoy a tutored wine tasting and guided visits to the cellars.
The tour includes an air-conditioned vehicle for transportation, as well as a light lunch paired with Rosso and Brunello di Montalcino wines. Snacks and alcoholic beverages are also provided, ensuring a well-rounded and enjoyable experience.
With an average rating of 4.2 out of 5 based on 6 reviews, this tour is a must-try for Brunello lovers and wine enthusiasts alike.
The non-refundable booking policy and the inclusion of all fees and taxes make the Montalcino Wine Tour a convenient and hassle-free option, priced at $372.71 per person. However, it’s important to note that the tour isn’t wheelchair accessible, though strollers and service animals are allowed.
Read our full review: Montalcino Wine Tour Review
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Discovering Chianti: Sunset Ebike Tour and Dinner
Chianti’s rolling hills and picturesque vistas beckon travelers to explore them in a unique way. The Discovering Chianti: Sunset Ebike Tour and Dinner offers just that, a 3-hour eBike journey through the stunning Tuscan countryside.
Participants can expect panoramic views and a customizable tour tailored to their age, skills, and group size, with a maximum of 6 travelers per tour.
The culinary experience is equally enticing. Guests will savor a delectable aperitif while taking in breathtaking views, indulge in fine local wines, and treat their taste buds to a rich platter of cold cuts and cheeses.
The tour starts at 4:30 PM and confirmation is received within 48 hours of booking, subject to availability. While non-refundable, the tour isn’t recommended for travelers with certain medical conditions or those who’ve difficulty with physical activity.
Read our full review: Discovering Chianti: Sunset Ebike Tour and Dinner Review
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Chianti: Eno-Excursion Through the Vineyards
Although the rolling hills and picturesque vistas of Chianti beckon travelers to explore, the Chianti: Eno-Excursion Through the Vineyards tour provides a unique opportunity to experience the region’s renowned winemaking heritage.
This 5-star rated tour takes participants on a guided journey through a local vineyard, where they’ll learn about the production process and have the chance to sample the estate’s offerings.
The tour includes entrance to the historic Castello di Montefioralle, allowing visitors to enjoy the area’s rich history. While wine tastings aren’t included in the base price, guests can opt to purchase them starting at €5 per sample.
With a maximum of 10 travelers, the tour offers an intimate experience. The meeting point is in Greve in Chianti, and the excursion runs from 9:30 am to an unspecified end time.
It’s important to note that the tour isn’t wheelchair accessible and isn’t recommended for those with back problems or pregnant women.
Nonetheless, for those seeking to explore Chianti’s wine culture, this tour provides an excellent opportunity.
Read our full review: Chianti: Eno-Excursion Through the Vineyards Review
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Gourmet Wine Tour
The Gourmet Wine Tour in Chianti offers visitors a delectable journey through the region’s renowned winemaking heritage. Rated 5.0 based on one review, this full-day tour takes guests to explore the picturesque Chianti countryside, with a focus on discovering the area’s finest wines and gourmet cuisine.
The tour includes a wine tasting, a delightful lunch, and round-trip shared transfers from a centrally located meeting point. Travelers will be transported in an air-conditioned minivan, accompanied by a knowledgeable driver and local guide.
The experience is suitable for most guests, with a maximum group size of 8 travelers. While the tour is non-refundable, the provided information and inclusions suggest a well-organized, comprehensive wine-focused adventure.
Dietary requirements and vegetarian options can be accommodated with advance notice. Participants must be at least 18 years old and should have their passport details ready at the time of booking.
Read our full review: Gourmet Wine Tour Review
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Grand Tour of Pienza, Montalcino, Montepulciano Wine and Cheese Tasting
For those seeking a more comprehensive Tuscan adventure beyond the Gourmet Wine Tour, the Grand Tour of Pienza, Montalcino, and Montepulciano offers an unparalleled opportunity to explore three of the region’s most enchanting towns.
Led by a private guide-sommelier, this full-day excursion takes visitors through the UNESCO World Heritage Site of Pienza, the medieval town of Montalcino for a Brunello wine tasting, and the 16th-century Renaissance palaces of Montepulciano.
Along the way, travelers can savor pecorino cheese and indulge in Tuscan wine pairings. With private transportation provided, the tour ensures a personalized and seamless experience.
Whether a first-time visitor or a seasoned Italophile, this Grand Tour promises to showcase the rich cultural and culinary heritage of this captivating corner of Tuscany.
With complimentary snacks, tasting fees, and a 5-star rating, it’s an exceptional value not to be missed.
Read our full review: Grand Tour of Pienza, Montalcino, Montepulciano Wine and Cheese Tasting Review
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Winery Tour & Picnic in the Vineyard With a Bottle of Wine
Nestled amidst the rolling hills of Chianti, the Winery Tour & Picnic in the Vineyard with a Bottle of Wine offers visitors a delightful opportunity to enjoy the region’s rich winemaking heritage.
This private tour and activity, rated 4.5 out of 5 based on 4 reviews, invites guests to explore the Corte Pavone Winery and indulge in a picnic featuring homemade Tuscan specialties.
The picnic basket includes a tempting array of fresh bread, Pecorino cheese, Capocollo, pappa al pomodoro, pasta fredda, and a vegetable cream, all accompanied by a bottle of the winery’s finest white, rosé, or red wine.
Bottled water is also provided. The tour and activity are priced at €40.00 per person and take place at the winery’s stunning location, easily accessible from Montalcino.
With most travelers able to participate, and free cancellation up to 24 hours before the experience, this tour offers a delightful way to savor the flavors of Chianti in a picturesque setting.
Read our full review: Winery Tour & Picnic in the Vineyard With a Bottle of Wine Review
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Discovering Chianti: Vespa Tour and Truffle Hunt With Dinner
While exploring the picturesque Chianti region, visitors can embark on a thrilling Vespa tour and truffle hunt experience, complete with a delightful dinner. Priced from £287.71 per person, this activity accommodates up to 2 travelers and includes a Vespa scooter, helmet, dinner, and an instructor. The tour departs and returns to the meeting point in Barberino Tavarnelle, Italy.
Participants must have a valid driver’s license and be able to operate a Vespa scooter, as no instructor is provided for the riding portion. The non-refundable tour is subject to availability, and confirmation is received within 48 hours of booking.
Although not wheelchair accessible, the tour is open to most travelers and is located near public transportation.
After the Vespa adventure, guests will enjoy a truffle hunt followed by a delectable dinner. This immersive experience offers a unique way to discover the enchanting Chianti countryside and its culinary delights.
Read our full review: Discovering Chianti: Vespa Tour and Truffle Hunt With Dinner Review
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Brunello E-Bike Tour
The Brunello E-Bike Tour takes visitors on a half-day adventure through the picturesque Tuscan countryside in Chianti, Italy. Participants will pedal along unpaved roads to local vineyards, culminating in a wine tasting at the Abbey of Sant’Antimo. The tasting features three local wines, including the renowned Brunello di Montalcino.
The tour includes an electric bicycle and helmet, as well as a light lunch with cheese and cold cuts during the wine tasting. Guests will also have the opportunity to explore the medieval town of Montalcino. A local guide accompanies the group throughout the experience.
Priced from $266.22 per person, the tour has received excellent reviews, with an overall rating of 5.0 based on 8 reviews across Viator and Tripadvisor.
Free cancellation is available up to 24 hours before the start of the tour. The activity isn’t recommended for those with back problems, pregnant travelers, or individuals who aren’t moderately physically fit.
Read our full review: Brunello E-Bike Tour Review
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Truffle Hunting: Guided Tour and Pasta Cooking With Lunch
For those seeking a unique culinary adventure in Chianti, the Truffle Hunting: Guided Tour and Pasta Cooking with Lunch offers an immersive experience.
This full-day tour takes participants on a guided hunt for the rare and prized truffles in the scenic Chianti region. Led by local experts, travelers will learn the art of truffle foraging and have the opportunity to taste the fresh finds.
The tour continues with a hands-on pasta-making class, where you will learn traditional techniques and craft their own lunch.
Afterward, guests will savor the homemade pasta accompanied by local wines and other regional delicacies. This activity is suitable for most travelers, though it isn’t wheelchair accessible.
With a maximum of 20 participants, the tour provides an intimate setting to explore Chianti’s culinary treasures. However, it’s important to note that the tour is non-refundable, so travelers should plan accordingly.
Read our full review: Truffle Hunting: Guided Tour and Pasta Cooking With Lunch Review
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Explore Chiantis Beauty: E-Bike Tour & Wine Tasting
Exploring the picturesque Chianti region on an e-bike tour offers an unparalleled opportunity to take in the area’s natural beauty and rich winemaking heritage.
This activity-packed excursion includes the use of an electric bicycle, a helmet, and a guided wine tasting, all for the price of $138.44 per person. The tour accommodates up to 10 travelers and departs from a meeting point in Barberino Tavarnelle, returning to the same location.
While the tour isn’t wheelchair accessible, it’s suitable for most travelers, excluding those with back problems, heart conditions, or other serious medical issues.
Confirmation of the booking is received within 48 hours, subject to availability, and cancellations are non-refundable.
Participants can enjoy the scenic countryside, visit local wineries, and savor the region’s renowned wines during this immersive experience.
The e-bike tour and wine tasting in Chianti provide an excellent way to discover the area’s captivating landscapes and vibrant wine culture.
Read our full review: Explore Chiantis Beauty: E-Bike Tour & Wine Tasting Review
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Vespa Tour With Chianti Winery Tasting
Embarking on a Vespa tour through the picturesque Chianti region offers a unique opportunity to take in the area’s charming landscapes and renowned wine culture. Priced at $197.00 per person, this guided tour with SiChef – Cooking Experience provides participants with a Vespa scooter, helmet, and all necessary fees and taxes, as well as an instructor meeting and pickup.
The tour starts and ends at the designated meeting point in Barberino Tavarnelle, a villa easily recognizable by its large gray gate. The experience is limited to a maximum of 2 travelers and isn’t accessible for wheelchair users, though public transportation is available nearby.
While the tour is non-refundable, confirmation is typically received within 48 hours of booking, subject to availability.
Participants can look forward to exploring the Chianti countryside and visiting a local winery for a tasting, all while navigating the roads on their Vespa scooters. This immersive activity promises to deliver a memorable and authentic Chianti experience.
Read our full review: Vespa Tour With Chianti Winery Tasting Review
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Hiking Tour Around Montalcino With Wine Tasting and Typical Lunch!
What better way to experience the heart of Chianti than with a hiking tour around the picturesque town of Montalcino? This tour offers the perfect blend of outdoor adventure and wine tasting. Participants will visit a historic winery, where they can sample fine wines and enjoy a typical Italian lunch featuring cold meats and salami.
The tour meets at the iconic Fortress of Montalcino, with the end point returning to the same location. The group size is capped at 10 travelers, ensuring a more intimate experience.
While a moderate level of fitness is required, the tour isn’t wheelchair accessible. Service animals are welcome, and the meeting point is conveniently located near public transportation.
Travelers should note that the tour isn’t recommended for those with back problems, pregnant women, or individuals with heart conditions or serious medical concerns.
Confirmation is provided at the time of booking, so participants can plan their Chianti adventure with confidence.
Read our full review: Hiking Tour Around Montalcino With Wine Tasting and Typical Lunch! Review
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Frequently Asked Questions
What Is the Minimum Group Size Required for These Tours?
The minimum group size for these tours varies, but many operators require a minimum of 2 participants to run a tour. Some may offer private tours for solo travelers or couples as well.
Do Any of the Tours Accommodate Vegetarian or Vegan Dietary Requirements?
Many tour operators accommodate vegetarian and vegan dietary needs upon request. Clients should inquire about menu options when booking to ensure their preferences are catered for. Some tours may have set menus, so flexibility is key when arranging special dietary requirements.
Are the Tours Suitable for Children or Families?
Many Chianti tours offer family-friendly activities and options to accommodate children. Some tours provide special programs for kids, while others welcome families with flexible schedules and diverse sightseeing. It’s best to check the tour details to ensure a suitable fit.
Do the Wineries Offer Transportation to and From the Starting Location?
Many wineries in the area offer transportation to and from the starting location for their tours. This makes it convenient for visitors, especially those without their own transportation. Guests should check with the specific winery about their transportation options.
Can Guests With Limited Mobility Participate in These Tours?
Guests with limited mobility can often participate in these tours, as many wineries provide accessible facilities and transportation. However, the level of accessibility may vary, so it’s best to inquire about specific accommodations when booking.
The Sum Up
Chianti offers an array of captivating wine tours and experiences. Visitors can explore historic wineries, savor organic wines, and enjoy the scenic Tuscan countryside – whether on a bike, Vespa, or foot. With options for food and truffle hunting, these tours cater to diverse interests and provide an authentic taste of the Chianti region. Ultimately, there’s something for every traveler to enjoy in this renowned Italian wine destination.