Tuscany’s Chianti region delivers the quintessential Italian wine experience without the tourist crowds. The best tours combine wine tasting with culture – exactly what savvy travelers are looking for. Small-group winery visits showcase organic producers and family-run estates specializing in Chianti Classico. I especially love the e-bike tours through the rolling hills, which let you work up an appetite between tastings. The combination truffle hunt and wine tours are particularly memorable, offering an authentic peek into local traditions. For food lovers, tours that include Renaissance town visits pair perfectly with regional specialties like pecorino cheese and wild boar salumi. Let’s look at our favorite Chianti tours worth booking.
Key Points
- Organic winery tours in the Chianti Classico region offer a 1.5-hour guided experience with vineyard exploration, winemaking methods, and tastings of 3-6 wines.
- Family-run organic estate tours in Greve in Chianti provide scenic vineyard views and sampling of four Chianti Classico wines with personalized experiences.
- Private wine tours from the Livorno cruise port include scenic Tuscan countryside and Greve-in-Chianti, with wine and olive oil tastings at local wineries.
- E-bike tours in Chianti offer half-day adventures with highlights like Castello di Montefioralle and local winery tastings, providing scenic views and knowledgeable guides.
- Small-group bus tours in Montalcino visit two local wineries, offering tastings of Rosso and Brunello wines with an English-speaking guide.
Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area
While nestled in the heart of the renowned Chianti Classico region, this organic winery offers a 1.5-hour guided experience that captivates oenophiles and casual wine enthusiasts alike.
With 119 glowing reviews and a 4.9 rating, 98% of travelers heartily recommend this tour, which includes a vineyard exploration and an insider’s look at local winemaking methods.
The experience culminates in a tasting of 3-6 wines, accompanied by bread and olive oil produced right on the premises.
Travelers praise the knowledgeable guides, particularly Francesco, who bring the winemaking process to life.
The remote location may pose some challenges, but the stunning vineyard vistas and exceptional wines make the journey well worth it.
This tour is an ideal choice for those eager to explore the rich traditions of Chianti winemaking.
Booking in advance is recommended to secure a spot and maximize flexibility.
At just $42.43 per person, this tour offers an educational and enjoyable experience that captures the essence of the Chianti Classico region.
Read our full review: Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area Review
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Greve in Chianti Wine Tasting and Winery Tour
Located in the heart of the Chianti region, the Azienda Agricola Mauricio Brogioni Winery offers a delightful wine tasting and tour experience.
Visitors can explore the family-run, organic estate and sample four distinct Chianti Classico wines, each made from Sangiovese grapes. The guided tour includes access to the on-site cellar and scenic vineyard views, providing an intimate glimpse into the winemaking process.
The winery is easily accessible, situated just 30 km from Florence and about a 75-minute drive from the airport. Operating from April to November, the experience can accommodate up to 12 travelers at a time, ensuring a personalized touch.
Guests rave about the knowledgeable and friendly hosts, as well as the quality of the wine and regional pairings. While some visitors feel the tasting could be more in-depth, the overall experience is highly rated, with 91% of travelers recommending the tour.
Read our full review: Greve in Chianti Wine Tasting and Winery Tour Review
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Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour
Embark on an immersive 9-hour private wine tour that whisks you from the Livorno cruise port into the heart of Tuscany’s renowned Chianti region.
With a 5.0 rating from 43 reviews and 98% traveler recommendation, this tour promises an exceptional experience.
Venture through the scenic Tuscan countryside, dotted with olive groves and vineyards, as you learn about the art of winemaking.
Explore the charming town of Greve-in-Chianti, strolling through its quaint streets and visiting historic sites like the Santa Croce church and San Francesco convent.
The highlight is a tour of a prominent local winery, where you’ll sample Chianti wines and extra virgin olive oil.
While an optional traditional lunch is available, the true indulgence lies in enjoying the region’s rich wine culture and picturesque landscapes.
This worry-free shore excursion guarantees a timely return to your cruise port, making it an ideal way to experience the best of Chianti during your time in Livorno.
Read our full review: Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour Review
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Discovering Chianti, E-Bike Tour – Daily Experience
Eager to discover the picturesque Chianti region at your own pace? The Discovering Chianti, E-Bike Tour – Daily Experience offers a half-day adventure on electric bikes.
With a maximum group size of 8, you’ll enjoy a personalized experience as you pedal through charming villages and scenic vineyards.
Key highlights include Castello di Montefioralle, Abbey of Badia di Passignano, and a local winery where you’ll savor a wine tasting.
Along the way, you’ll be provided with bottled water and a delicious lunch. The tour’s meeting point is in Greve in Chianti, and it runs from 9 AM to the return to the starting location.
While the tour isn’t wheelchair accessible, most travelers can participate as long as they’re in reasonable physical condition.
With a perfect 5-star rating from 20 reviews, this e-bike tour comes highly recommended, praised for its beautiful views, knowledgeable guide, and enjoyable wine tasting experience.
Read our full review: Discovering Chianti, E-Bike Tour – Daily Experience Review
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Brunello Vineyards Bus Tour
Discover the renowned Brunello wines of Montalcino on this 3-hour small-group bus tour.
You’ll visit two local wineries, tour their cellars, and sample the region’s famous Rosso and Brunello di Montalcino wines. An English-speaking guide will share insights into the winemaking process and the history of this picturesque area.
The tour includes transportation by a comfortable 8-seat Mercedes minivan, with pickup from select hotels. You’ll learn about the unique terroir and production methods that make Brunello wines so exceptional.
During the tastings, you’ll also have the chance to sample olive oil and local jams.
With a 5.0-star rating from 100% of travelers, this tour is a must for wine enthusiasts visiting Chianti. The small-group size ensures a personalized experience, and vegetarian options are available.
Just note that the tour is non-refundable, and a minimum of two adults per booking is required.
Get ready to learn about the beauty and flavors of Montalcino’s renowned vineyards.
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Brunello E-Bike Tour
Visitors to Chianti can explore the renowned Brunello vineyards of Montalcino on an exhilarating e-bike tour.
The half-day tour takes small groups on an intimate journey through the Tuscan countryside, pedaling along unpaved roads to local wineries. Riders will enjoy a wine tasting at the Abbey of Sant’Antimo, sampling the celebrated Brunello di Montalcino as well as other regional wines, accompanied by a light lunch of cheese and cold cuts.
The tour also includes time to discover the medieval town of Montalcino, known for its well-preserved architecture and stunning views. With an experienced local guide leading the way, participants can expect a personalized experience, riding electric bikes and taking in the scenic Chianti landscape.
This tour is suitable for those with a moderate fitness level, though not recommended for travelers with back problems or pregnant women. At $265.25 per person, it’s an excellent way to take in the rich wine culture of Montalcino.
Read our full review: Brunello E-Bike Tour Review
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Winery Tour & Picnic in the Vineyard With a Bottle of Wine
In the heart of Chianti, Corte Pavone Winery offers a delightful winery tour and picnic experience that invites guests to enjoy the region’s renowned wine culture.
For just $42.44 per person, this private tour allows you and your group to explore the winery, learn about the winemaking process, and indulge in a picnic of Tuscan specialties. The tour includes a bottle of white, rosé, or red wine, as well as bottled water and all fees and taxes.
After the informative tour, you’ll be treated to a picnic in the vineyard, complete with a basket filled with fresh bread, pecorino cheese, capocollo, pappa al pomodoro, pasta salad, and vegetable cream.
This experience isn’t wheelchair accessible, but strollers and service animals are welcome. With a 4.5-star rating from past guests, the Corte Pavone Winery tour and picnic is a must-do activity for anyone seeking an authentic taste of Chianti’s wine and culinary delights.
Read our full review: Winery Tour & Picnic in the Vineyard With a Bottle of Wine Review
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Winery Tour & Gourmet Tasting in Montalcino
Nestled in the heart of Montalcino, the Corte Pavone Winery invites oenophiles to embark on a captivating winery tour and gourmet tasting experience. Praised by 100% of travelers, this 6-wine tasting showcases the region’s renowned Brunelli and other local varietals.
Accompanied by six homemade gourmet appetizers, the pairing promises a delightful sensory exploration. Sourced from organic-biodynamic agriculture, the offerings are a true reflection of the terroir.
Guides like Andrea and Emma share their enthusiasm and expertise, elevating the experience. With a maximum of 25 participants, the tour maintains an intimate ambiance amidst the winery’s picturesque setting and stunning vistas.
Easily accessible from Montalcino, the winery welcomes guests with free cancellation and confirmation upon booking.
Whether a seasoned wine aficionado or a curious explorer, this Montalcino tour promises an unforgettable taste of the region’s culinary and viticultural treasures.
Read our full review: Winery Tour & Gourmet Tasting in Montalcino Review
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Grand Tour of Pienza, Montalcino, Montepulciano + Wine and Cheese Tasting
Setting out on a captivating journey, explorers can experience the essence of Tuscany’s renowned Pienza, Montalcino, and Montepulciano.
This private walking tour provides a personalized exploration of 16th-century Renaissance palaces and the UNESCO World Heritage Site of Pienza.
Along the way, visitors will enjoy a guided tour of a winery in Montalcino, where they can savor the renowned Brunello de Montalcino wine and sample pecorino cheese paired with Tuscan wines.
The tour includes private transportation, snacks, and alcoholic beverages, ensuring a seamless and immersive experience.
With a professional guide-sommelier leading the way, guests can explore the rich history and flavors of these picturesque towns.
Whether seeking architectural marvels, world-class wines, or a comprehensive exploration of the region, this grand tour offers an unparalleled opportunity to discover the essence of Tuscany.
Read our full review: Grand Tour of Pienza, Montalcino, Montepulciano + Wine and Cheese Tasting Review
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Truffle Hunting: Guided Tour and Pasta Cooking With Lunch
Travelers seeking an immersive Chianti experience can embark on a captivating truffle hunting journey. For $392.57 per person, this full-day activity takes guests on a guided tour through the rolling Tuscan countryside to search for the elusive and highly prized black truffles.
Led by knowledgeable local experts, the tour begins at a landmark villa before venturing into the forest with trained truffle-hunting dogs. After the hunt, you will learn the art of Italian pasta making and enjoy a delicious lunch featuring the freshly harvested truffles.
Accommodating up to 20 travelers, this experience offers an intimate and authentic look into Chianti’s culinary traditions. While not wheelchair accessible, the tour is stroller-friendly and suitable for most guests.
Booking is required, with confirmations provided within 48 hours, subject to availability. As a non-refundable activity, guests are advised to carefully check the schedule and ensure their availability before reserving their spot on this immersive Chianti adventure.
Read our full review: Truffle Hunting: Guided Tour and Pasta Cooking With Lunch Review
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Discovering Chianti: Sunset Ebike Tour Review
What better way to experience the stunning landscapes of Chianti than on an eBike tour at sunset? This 3-hour adventure offers precisely that, allowing visitors to discover the picturesque Tuscan countryside in a unique and memorable way.
The tour includes the use of an eBike, an aperitif with a breathtaking view, and a delightful platter of local cold cuts and cheeses paired with fine wines.
Customizable based on age, skills, and group size, the tour caters to various fitness levels, ensuring everyone can enjoy the panoramic vistas. Though not wheelchair accessible, the tour is suitable for most travelers, excluding those with back problems, pregnant women, or serious medical conditions.
With a maximum of 6 travelers, the experience promises an intimate and personalized exploration of Chianti. Priced at $175.07 per person and boasting a perfect 5-star rating, this sunset eBike tour is a must-do for anyone seeking an unforgettable taste of Tuscany.
Read our full review: Discovering Chianti: Sunset Ebike Tour Review Review
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Sum Up
Chianti offers a diverse range of tours that cater to various interests. Whether you’re a wine enthusiast, history buff, or nature lover, there’s something for all. From tasting organic wines at a local winery to exploring the picturesque countryside on an e-bike, these tours provide an immersive experience that showcases the rich culture and stunning landscapes of this renowned Italian region.