Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover authentic Chianti wines with a guided tour at Casa Sola, featuring vineyard walks, cellar visits, tastings, and sweeping Tuscan views for $33.

Imagine strolling through rolling hills filled with lush vineyards and olive groves, guided by friendly experts who share the secrets behind every sip. That’s exactly what you get with the Vineyard to Bottle experience at Casa Sola in Chianti. This 1.5-hour tour offers a personal touch, blending scenic beauty, engaging insights, and top-quality wines—all for just $33 per person.
What we love most about this tour is how approachable and authentic it feels. The guides, like Maria, come across as genuinely passionate about their craft and eager to share their knowledge without overloading you with jargon. Plus, the setting—an organic family-run winery—adds a warm, inviting vibe that makes this more than just another wine tasting.
One thing to consider is that this experience is relatively short and primarily focused on tasting and visual enjoyment. If you’re craving a deep dive into wine production or a larger group setting, you might find this more intimate and straightforward.
This tour is perfect for those who want an authentic, relaxed introduction to Chianti wines, especially travelers who appreciate stunning views, personalized service, and a sense of connection to local tradition. It’s equally suitable for casual wine lovers and those eager to learn more about Italian viticulture.


Your visit begins with a warm welcome at the front entrance of Casa Sola Winery, a delicate family-operated estate located conveniently between Florence and Siena. From the start, you’ll notice the homey feel of this boutique farm—think of it as visiting a friend’s well-loved countryside retreat rather than a commercial wine operation. The staff’s enthusiasm for sharing their passion immediately sets a friendly tone.
The first stop is a peaceful stroll through the vineyards and olive groves. This isn’t a rushed walk—expect around 40 minutes of gentle wandering with scenic views that make it hard to focus on anything else. Your guide will share insights into organic farming methods and how the Chianti landscape has evolved over time. You’ll appreciate the passion that goes into their commitment to quality and sustainability.
Authentic insight: Reviewers like Tami mention how the guide’s knowledge made the experience insightful and added a personal touch—she appreciated how the guide even wanted a photo with her, a small gesture that made the tour feel special.
Next, you’ll descend into the ancient cellars, where the real magic happens. Walking among barrels of aging wine, you’ll see firsthand the craftsmanship behind Casa Sola’s bottles. The guided cellar tour helps you appreciate the care poured into every stage, from fermentation to aging.
Tip: This part of the tour is particularly atmospheric—many visitors note the unforgettable ambiance created by the cellar’s historic surroundings, making the tasting feel more meaningful. Fiorymar describes how the sunset view from the property added to the spectacle, making the visit even more memorable.
The highlight is, of course, the tasting session. You’ll sip on three of Casa Sola’s top wines, including Chianti Classico, Chianti Classico Riserva, and the Montarsiccio I.G.T., complemented by their renowned Vin Santo dessert wine. The guides expertly explain flavor notes and suggest food pairings, elevating your understanding of each wine.
Authentic review quote: Mike mentions how Maria, the guide, was both informative and funny, making the tasting memorable. Many guests appreciate her approachable style and detailed explanations.
Alongside the wines, your tasting includes slices of Tuscan bread with extra virgin olive oil and balsamic dressing, enhancing the flavors and giving you a taste of local produce. Still water is provided to cleanse your palate.
After about 50 minutes of tasting and conversation, the tour concludes back at Casa Sola. You leave with not only a better understanding of Chianti wines and olive oil but also with fantastic photos and memories of a truly Tuscan experience.

The tour lasts approximately 1.5 hours, making it ideal for travelers with busy schedules or those who want a taste of Tuscany without committing to a longer experience. The small-group format ensures personalized attention, allowing guides to tailor their explanations and answer your questions comfortably.
At $33, the experience is remarkably affordable, especially considering the quality of the wines and the depth of the tour. Guests like Fiorymar feel they received excellent value, especially as the tour includes a cellar visit, vineyard walk, tastings, and olive oil sampling—all in less than two hours.
This tour is wheelchair accessible and runs rain or shine. While the experience is primarily outdoors and walking, the staff has the flexibility to modify the itinerary if needed due to weather conditions.
Cheese, bruschettas, and charcuterie are available on request and can be purchased on-site—perfect if you want to extend your tasting or pair additional local flavors with your wines.

This experience is perfect for travelers seeking an authentic, intimate look at Chianti wines without the overwhelming formality of larger, commercial wineries. It’s ideal for those who appreciate stunning scenery, engaging guides, and quality wine in a relaxed setting. Families with children are welcome—just keep in mind that no wine will be served to minors.
If you’re after a deeper dive into winemaking techniques or a full-blown wine pairing event, you might want to explore other options. However, if your goal is a genuine taste of Tuscany’s countryside combined with friendly expertise and excellent wines, this tour hits the mark.

Is transportation included?
No, transportation is not included. You need to arrange your own way to Casa Sola.
Can children participate?
Yes, children are welcome, but they won’t be served wine.
What languages are available for the tour?
The tour is offered in English, French, and Spanish, ensuring you have guide support in your preferred language.
How long is the tour?
The total duration is around 1.5 hours, including vineyard walks, cellar visits, and tastings.
What wines will I taste?
You’ll sample three Casa Sola red wines—Chianti Classico, Chianti Classico Riserva, and Montarsiccio I.G.T.—plus a Vin Santo dessert wine.
Is the tour suitable for people with mobility issues?
Yes, the tour is wheelchair accessible.
Can I buy additional food or wine?
Yes, cheese, bruschettas, and charcuterie are available on request and can be purchased on-site.
What should I bring?
Comfortable shoes are recommended for walking, and don’t forget your camera for those scenic views.

The Chianti Vineyard to Bottle Winery Visit at Casa Sola offers an excellent balance of authenticity, scenic beauty, and educational value—all at a very reasonable price. With friendly guides like Maria and a cozy setting, it’s perfect for anyone wanting a genuine taste of Tuscany’s wine culture without the fuss of large tours. The focus on organic farming and local production adds an extra layer of charm for those interested in sustainable practices.
Whether you’re a casual wine lover or someone eager to understand more about Italian winemaking, this tour will leave you with a new appreciation for Chianti wines—and plenty of memorable photos. The combination of breathtaking views, engaging storytelling, and top-quality wines makes this experience a worthwhile addition to any Tuscany itinerary.
If you’re after a relaxed, authentic, and affordable way to enjoy Chianti, this tour is a smart choice. Its small-group vibe and knowledgeable guides ensure you won’t just taste wine—you’ll understand and appreciate it more deeply. Just remember to come prepared for a bit of walking, and you’ll be set for a delightful Tuscan adventure.