Rather than base myself in Tuscany, I decided to book wine tours from Florence so that I didn’t have to worry about transportation on my end. Basing myself in Florence as a solo traveler turned out to be the right move, as I returned to a social atmosphere and fun nightlife after a day of luxury in the Tuscan countryside.

While Florence is big on wine with its famous wine windows, it’s also worth venturing outside of the city and into the rolling hills lined with vineyards. There’s nothing like tasting aged Chianti wine right where it’s produced and learning about the winemaking process from the experienced vintners themselves.

As you plan your trip to Florence, consider booking one of the following wine tours from Florence listed below!

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From Florence: Chianti Wine Tour With Tasting

This affordable wine tour from Florence was such a fun way to experience the vineyards. Your group will board a bus and be taken to your first stop, where you’ll get an up-close view of the property’s vineyards before walking inside for your tasting.

Once inside, you’ll receive a brief history of the wines and a lesson in tasting etiquette. Even though I’m not a red wine type of girl, I was pleasantly surprised by the light flavor of the red Chianti wine and how easily it went down. Alongside the wine, we were offered light snacks and water.

After the tasting, we had the opportunity to purchase a bottle of wine and explore the property a bit more before boarding the bus for our next destination - a family-owned winery with beautiful surroundings.

We entered a chic tasting room with chandeliers and plates of meats and cheeses as our wine-pairing options. This second winery had a wide variety of wines for us to sample, from darker reds to rosés, and we were instructed through the proper wine and cheese pairing. We even got to sample some aged balsamic vinegar! This tour also gave us the opportunity to purchase wine bottles and ship them home.

After the second wine tasting, we boarded the bus back to Florence, fighting the sleepiness of all the wine we consumed and enjoying the views of the countryside.

This wine tour from Florence was a great way to indulge in some wine and learn more about the history and culture of the region. This is a perfect option for individuals wanting to dip their toes into the Chianti region.

From Florence:  Tuscany Wine & Food Tour With Wine

This all-day tour caters to a smaller number of people and includes lunch in the price. You’ll visit a total of three wineries throughout the day, sampling the famous Chianti wines throughout Tuscany and visiting cellars and villas.

The lunch features Tuscan specialities created with local ingredients, followed by a stop in the medieval town of Greve for a post-lunch stroll. 

This wine tour from Florence is a great option for individuals wanting to book a longer experience and savor as much wine as possible on their outing. You’ll truly be savoring the best that Tuscany has to offer between the food and the wine!

Florence: Tuscany Vespa Wine Tour with Lunch & Wine Tastings

This unique tour combines a few of my favorite things: vespas, wine, and Italian food!

Hop on a Vespa and ride along scenic roads in the heart of Tuscany. If you don't have a driving license or simply lack experience, you can ride as a passenger with one of the guides. With wine involved, you might opt for riding as a passenger anyway.

You’ll have plenty of time to stop for photos along the way, including a visit to the medieval town of San Gimignano, known as the "medieval Manhattan." 

After your Vespa ride, you'll arrive at a local winery where you'll indulge in a Tuscan lunch and a wine-tasting class, allowing you to sample local Chianti wines and learn about the winemaking process.

Bonus tip: Couples can share a Vespa and receive a 20-euro discount on this wine tour from Florence!

From Florence: Chianti Wine Tastings at Sunset Day Trip

Experience the beauty of Tuscany at sunset on this guided tour through the Chianti region!

This tour includes a visit to two family-owned wineries. What sets this tour apart is the inside look at the "cantine" (cellars). Learn about the winemaking process and the rich history of these estates. 

As sunset approaches, you’ll sample wines paired with traditional Italian appetizers like cheese with jam and bruschetta.

For an even more memorable evening, you can select the option that includes dinner at an open-air restaurant in the countryside. Enjoy Tuscan specialties and more Chianti wine under the stars before heading back to Florence.

From Florence: Chianti Hills Half-Day Tour with Wine Tasting

And lastly, this guided day trip from Florence to the Chianti region is another great way to experience fine wines and authentic Tuscan flavors.

Your first stop is a charming Chianti village, where you’ll visit a local wine cellar. Here, you'll savor three locally produced wines paired with seasonal snacks. After the tasting, enjoy some free time to explore the quaint village center at your own pace.

Next, the tour takes you to a family-owned farm nestled in the Chianti Hills. Take a guided tour of the vineyards and wine cellar, where the owners will explain the journey from grape to bottle. This intimate experience is followed by a second tasting session featuring three more local wines, accompanied by beloved Tuscan products.

Embarking on one of these wine tours from Florence is such a memorable experience. The main reason I traveled to this region was to explore the wineries and see the beautiful Tuscany countryside, and the tour I took was the perfect way to accomplish this goal. Let me know which wine tour you end up booking, and enjoy your time in the Chianti region!

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