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Tuscany Wine Tours

By Santorini Dave

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Tuscan winery tour from Florence.

Scenery on the wonderful Tuscany Wine Tasting Full-Day Trip from Florence. One of our favorites.

Wine Tours & Day Trips in Florence & Tuscany – My Recommendations

• Best Tour from Florence: Tuscany Wine Tasting
• Best Tour from Siena: Chianti and San Gimignano
• Best Tour from Rome: Tuscany Taster Tour
• Best Wine & Food Tour: Tuscany Wine & Food
• Best Private Tour: Chianti Wine Tour

Tip: Book early! Wine tours from Florence are very popular and sell out months in advance. I’ve listed more good ones below in case other recommendations are fully booked. Florence tours are typically very high quality and great value for what you get.

Good Alternatives if Fully Booked

The Best Wine Tours from Florence

1. Tuscany Wine Tasting Full-Day Trip

Our favorite wine tour from Florence.
This budget-priced wine tour is designed for younger travelers, aged 18 to 35. (They aren’t strict about the max age and will often say 41, 45, or 51 when asked about an upper limit – if you have a fun attitude you’ll be fine.) Leaving from Florence, the tour travels to San Gimignano, home of Vernaccia, Tuscany’s best white wine variety. The tour covers a little bit of the winemaking process but focuses more on tasting (read: drinking). Expect lots of laughs, gorgeous scenery, and big pours of several varieties of Vernaccia, rosés, Chiantis, and Super Tuscans, but remember you don’t have to finish every glass. After visiting two vineyards, the tour stops inside medieval San Gimignano for some free time to explore. An excellent all-ages alternative is the Small Group Wine Tasting Tour to Tuscany.

2. Grape Tours: Super Chianti

Full day Chianti wine tour from Florence
This full-day, small-group excursion covers all the best in Tuscany, including informative guided tours of two vineyards and wineries, lunch at Dario Cecchini’s famous butcher shop in Panzano, and a visit to the quaint village Greve. Guided by an expert sommelier, guests will get an in-depth look into the full process of winemaking from grape to glass. Special attention is given during the tastings to show what gives Tuscan wines their distinctive characteristics. Learn how to identify specific features of wine, especially Chianti, Chianti Classico, and Super Tuscan, how to choose a great bottle, and how to pair wine and foods—all while surrounded by miles of luscious grapevines and olive groves. Also recommended: Chianti Private Wine Tour: Full-Day from Florence with Tastings

3. Tuscany Vespa Tour

Scooter wine tour from Florence
Flat out fun and exhilarating, this scooter tour visits a 12th-century castle for a tour of their vineyard and winery, followed by a wine and olive oil tasting, and tower climb for panoramic views of the Chianti wine country. Guests drive their scooters through winding hills, past villas, vineyards, and ancient olive groves. The drive is broken into two portions with an authentic Tuscan lunch (wine included) served in a rustic bistro overlooking a valley. Guides are very helpful and especially accommodating for those who haven’t driven a scooter before. All tours begin with a lesson in a quiet parking, and the drive itself is along low-traffic roads with slow speed limits. Also recommended: From Florence: Tuscan Countryside Tour on a Vintage Vespa

4. Walkabout Florence: Chianti Wine & Food Safari

Tuscan wine and gourmet food tour Florence
This full-day, four-wheel-drive tour explores some of the less accessible portions of the Chianti Classico region and focuses especially on Tuscan food traditions, olive oils, and wine pairings. Visit two wineries, one at an aristocratic villa and the other an award-winning vineyard, for an exclusive look at their winemaking process and olive oil mills. Enjoy a hearty, rustic lunch with jaw-dropping views at a popular, local restaurant. The tour finishes in Greve with a visit to the historic butcher shop (since 1729, one of the best-known in Italy for its salumi and its strange selection of gelatos topped with meats) and free time to wander the village, check out its church, wine museum, or cozy up to an espresso bar.

5. Under the Tuscan Sun: Chianti Shared Wine Tour Half Day

Half day wine tour from Florence
The best half-day wine tour out of Florence. This small-group tour travels to two vineyards in the Chianti Classico region, offering a behind-the-scenes look into the full winemaking process from harvesting to fermenting to bottling. Both wineries offer tastings of three or so varieties from different vintages, mostly Chiantis with one or two Super Tuscans mixed in. Rates for morning or afternoon tours include a meal, as well as a stop at Piazzale Michelangelo for a panoramic view of Florence. This half-day tour is ideal for travelers who have a limited amount of time in the city. Book the afternoon tour (start times are flexible), so that you have all morning to take in the city sights, before heading to the countryside for rich wines and a glorious Tuscan sunset.

6. Angie’s Personal Tour: Chianti & Super Tuscan Tour

Tuscany boutique vineyard tour Florence
A full-day tour of boutique vineyards between Florence and Siena, highlighting the unique flavors of Chianti and Super Tuscan wines, alongside other local varieties of white and rosé. Tours can be scheduled for three wineries plus lunch or four wineries without lunch (don’t worry; there will be plenty of snacks) The first two wineries visited include tasting and tours of their vineyards and cellars, where the winemaking process is explained. The third stop focuses less on making wine and more on tasting and pairing. For tours with four stops, the final winery boasts a 12th-century cellar and a 14th-century olive grove.

About Santorini Dave

Santorini Dave I'm Santorini Dave. I started this site in 2011 with a short article on tips for visiting Santorini with kids. We're now a small team of writers and researchers dedicated to providing the best travel content on the internet. We focus on Santorini, Mykonos, Athens, and Greece, offering recommendations for top hotels, neighborhoods, and family-friendly hotels worldwide. I can be contacted at dave@santorinidave.com.