Top Rated on Google & Yelp · Verified Reviews Licensed Italian Tour Operator · Florence · Since 2004
Wine cellar corridor lined with large aging barrels, Tuscany, Italy
Private wine tours · Tuscany

Private Tuscany Wine Tours from Florence

Experience the Best of Tuscany's Wine Regions

5.0· Top Rated by Guests
Private trip planning since 2004
Experiences11 private tours
PriceFrom €210
DepartureFlorence
Your day100% private
Travel at your own pace

A private day in Tuscany, designed around you.

Embark on a journey through the heart of Tuscany's legendary wine-producing landscapes with our exclusive private wine tours, carefully crafted by expert and passionate guides and sommeliers. Immerse yourself in the beauty of the Tuscan countryside, renowned worldwide for its rolling hills, charming medieval towns like Montepulciano, Montalcino, and San Gimignano, and scenic panoramas as in Bolgheri. Stroll along the iconic cypress-lined roads seen in films and paintings, or walk through the vineyards where some of the finest wines in the world are crafted.

Your experience begins with a pick-up directly from your accommodation in Florence. A private, air-conditioned vehicle with an expert driver/guide will ensure that your day is both comfortable and stress-free. Each tour includes private access to prestigious wineries and cellars, guided by the owners and winemakers themselves, with a delicious, regionally inspired meal awaiting you at a local restaurant at midday.

Every private Tuscany wine tour includes a customized itinerary built around the best of the region's wine areas, private transportation with a dedicated English-speaking driver, exclusive winery and cellar visits — with options for truffle hunting or truffle-and-wine experiences — and authentic, wine-paired local meals.

Always included

Private from start to finish.

Customized Itineraries

Carefully designed to showcase the best of Tuscany's wine regions, ensuring you experience the highlights of each area.

Private Transportation

Travel in comfort with a dedicated English-speaking driver and private vehicle. Pick-up and drop-off is directly at your accommodation in Florence.

Exclusive Experiences

Winery visits, cellar tours, and scenic vineyard strolls, with options for exciting truffle hunting or relaxing truffle-and-wine experiences.

Authentic Local Meals

Enjoy traditional, wine-paired meals that celebrate Tuscany's rich culinary heritage.

Travel times & planning

Driving times from Florence to the wine regions.

With our dedicated private vehicles and English-speaking drivers, you are picked up directly at your accommodation. Here is how long it takes to reach the cellar doors across Tuscany:

Chianti Classico⏱ 35–45 min

Gallo Nero estates, rolling cypress hills & closest cellars to Florence

San Gimignano⏱ 50–60 min

Vernaccia DOCG white wines & iconic medieval skyline

Montalcino & Val d’Orcia⏱ 1h 45 min

Legendary Brunello di Montalcino & UNESCO World Heritage scenery

Montepulciano⏱ 1h 30 min

Vino Nobile di Montepulciano, Etruscan cellars & Renaissance piazza

Bolgheri & Tuscan Coast⏱ 2 hours

World-famous Super Tuscan estates along the Mediterranean breeze

San Miniato & Truffles⏱ 45 min

Private woodland truffle hunts & boutique hilltop winemakers

Private collection

Choose your Tuscany wine experience.

11 private itineraries with dedicated transport and the freedom to enjoy each stop at your own pace.

Ornellaia winery entrance on a Bolgheri Super Tuscan wine tour in Tuscany, ItalyPrivate · Full dayPrivate Tour

Bolgheri Wine Tour

A full day from Florence to Bolgheri, birthplace of the Super Tuscan movement, with guided cellar visits and tastings.

Departs 8:30 AMFrom€550/ personView Tour →
Wine tasting and lunch on a Chianti Classico wine tour in Tuscany, ItalyPrivate · Full dayPrivate Tour

Chianti Classico Wine Tour

A private tour through Chianti Classico's hills, tasting Chianti Classico, Riserva, and Super Tuscan wines at top estates.

Departs 9:30 AMFrom€220/ personView Tour →
Historic Tuscan villa and garden on a Chianti Rufina wine tour, ItalyPrivate · Full dayPrivate Tour

Chianti Rufina Wine Tour

Just 30 minutes from Florence, explore Chianti Rufina's ancient cellars with a tasting, cheese pairing, and vineyard lunch.

Departs 9:30 AMFrom€220/ personView Tour →
Wine tasting lunch with local dishes on a Chianti and Super Tuscan wine tour in ItalyPrivate · Full dayPrivate Tour

Chianti and Super Tuscan Wine Tour

A full day with an English-speaking wine expert across three Chianti Classico wineries, from DOCG to Super Tuscan.

Departs 9:30 AMFrom€230/ personView Tour →
Glass of Brunello di Montalcino wine on a Montalcino wine tour in Tuscany, ItalyPrivate · Full dayPrivate Tour

Montalcino Wine Tour

Two Montalcino wineries, guided tastings of Brunello and Rosso di Montalcino, and a Tuscan lunch among the vines.

Departs 9:00 AMFrom€260/ personView Tour →
Medieval towers of San Gimignano on a Tuscany wine tasting tour, ItalyPrivate · Full dayPrivate Tour

San Gimignano Wine Tasting Tour

From Chianti Classico to San Gimignano, tasting Vernaccia — Tuscany's celebrated white wine — in one guided day.

Departs 9:30 AMFrom€220/ personView Tour →
Guest enjoying a glass of wine on a Tuscany sparkling and red wine tour, ItalyPrivate · Full dayPrivate Tour

Sparkling & Red Wine Tour

Two wineries in Montespertoli, pairing sparkling wine production with a boutique Chianti tasting and Tuscan lunch.

Departs 9:30 AMFrom€210/ personView Tour →
Truffle hunter and dog leading a group through the woods in Tuscany, ItalyPrivate · Full dayPrivate Tour

Truffle Hunting in Tuscany

Hunt white truffles in San Miniato with an expert and her trained dog, then feast on a multi-course truffle menu.

Departs 9:00 AMFrom€220/ personView Tour →
Truffle hunter holding a freshly found truffle with his dog in Tuscany, ItalyPrivate · Full dayPrivate Tour

Truffle and Wine Tour

Truffle hunting in the Tuscan woods followed by a Chianti Classico winery tasting and truffle-based lunch.

Departs 9:00 AMFrom€230/ personView Tour →
Wine tasting at Boscarelli winery on a Nobile di Montepulciano wine tour, ItalyPrivate · Full dayPrivate Tour

Wine Tour to Nobile di Montepulciano

Explore medieval Montepulciano's 700 years of winemaking with private tastings of Nobile and Rosso di Montepulciano.

Departs 9:00 AMFrom€250/ personView Tour →
Outdoor lunch with wine and cheese at a Tuscan farmhouse on a wine and cheese tour, ItalyPrivate · Full dayPrivate Tour

Wine and Cheese Tour Tuscany

An off-the-beaten-path day pairing artisanal goat cheese with a prestigious Chianti winery and olive oil tasting.

Departs 9:30 AMFrom€220/ personView Tour →
Wine Travel Guides · Tuscany

Curated Insights for Your Tuscany Journey

Essential DOCG appellation guides, scenic travel routes, and local winery etiquette written by our Florentine wine team to help you prepare your private tasting experience.

Frequently asked questions.

What is the best private wine tour from Florence?

For a classic private Tuscany wine experience from Florence, we recommend a day in Chianti Classico and the Super Tuscan countryside. It offers beautiful landscapes, renowned red wines, welcoming family-run estates, and the flexibility to enjoy the day at your own pace.

If you are especially interested in Brunello di Montalcino or Vino Nobile di Montepulciano, we can also arrange a private itinerary further south in Tuscany. These areas are ideal for wine enthusiasts, although the journey from Florence is longer. Your private tour can be tailored around your preferred wine region, the number of wineries you would like to visit and whether you would like to include a traditional Tuscan lunch.

Is this tour really private?

Yes — the vehicle, driver and guide are reserved exclusively for your party for the entire day. You won't be grouped with other travelers at any winery.

Do you offer hotel pickup in Florence?

Hotel pickup is available on our private tours. However, some streets in Florence’s historic center, including pedestrian-only streets within the ZTL, are inaccessible to our minivans. If your hotel is in one of these areas, we will arrange a convenient meeting point near the hotel, where one of our guides will meet you and arrange your pickup in a minivan.

Shared tours do not include individual hotel pickup — all guests meet together at a designated meeting point in Florence and depart at the scheduled time.

Which Tuscany wine tour is best for first-time visitors?

Our Chianti Classico and San Gimignano tours are the most popular starting points — they combine well-known wines, classic Tuscan scenery and a manageable drive from Florence, making them an easy, representative introduction to the region.

Can we choose which wineries we visit?

Yes — as a private tour, your sommelier guide can customize the estates visited around your personal wine preferences, whether you favor historic Chianti Classico DOCG producers or cutting-edge Super Tuscan cellars. If you have specific wineries you would love to visit, we are delighted to arrange private cellar tours and tastings at your requested estates, subject to their hospitality availability and provided they are located within the wine sub-region selected for your day's journey.

Tuscany is a vast and varied region with winding countryside roads. When planning a wine route, geographic pacing is essential: what appears deceptively close on a map can easily translate into a 1.5 to 2-hour drive over undulating hills, cutting into your relaxed tasting time. For this reason, we gladly accommodate specific winery requests as long as each estate is comfortably reachable within approximately 30 to 40 minutes of driving from the other stops on the itinerary.

Simply let us know your preferred producers or wine styles when inquiring: our local wine team will review their locations and craft a seamless, beautifully paced itinerary so you spend your day enjoying world-class wines rather than sitting in transit.

Is lunch included?

Lunch is included on most of our tours — check the specific tour page, since this is shown per itinerary (a wine-paired lunch at a winery or a local restaurant).

Can you pick us up outside Florence?

Yes — on our private tours, pickup and drop-off are included in the published price if your accommodation (hotel, villa, or country estate) is located within approximately 20 minutes of central Florence (such as the Santa Croce district, Piazzale Michelangelo, or the immediate surrounding hillside).

If your pickup location is further than 20 minutes away, we will evaluate whether it lies naturally along the route toward the wine region visited that day, or if it requires a significant detour or is situated in another Tuscan province (such as Siena, Arezzo, Lucca, or Pistoia). In these cases, please let us know your exact address and accommodations when inquiring: we will provide a transparent supplemental fee to add to the base tour price based on additional travel time and mileage.

If you are staying in another Italian region (such as Rome/Lazio, Umbria, or Emilia-Romagna), we recommend using public transit — comfortable high-speed trains arrive directly into Florence at Firenze Santa Maria Novella (SMN) or Firenze Campo di Marte station. Meeting your guide directly at the Florence station allows you to keep travel costs well under control while maximizing your time in the vineyards.

Guest stories

Verified Guest Reviews · Tuscany Wine Tours

Nicole NeshatUSA · Oct 2026 · via google★★★★★
“A beautiful tour through some of the most enchanting wineries we have ever visited. Andrea made the entire day truly special with his warmth, knowledge, and thoughtful attention to every detail. From the stunning scenery to the memorable tastings, it was an experience we will always treasure.”

Tour: Chianti & Super Tuscan Wine Tour from Florence

Ojas DoshiUSA · Oct 2026 · via tripadvisor★★★★★
“We absolutely loved this experience—it exceeded even our highest expectations. Every detail of the day was perfectly planned, from the beautiful locations and wonderful tastings to the relaxed, personal atmosphere throughout. Andrea truly is an exceptional guide: knowledgeable, welcoming, attentive, and genuinely passionate about sharing the best of the region. His enthusiasm made the whole experience feel special, memorable, and far more than just a tour.”

Tour: Chianti & Super Tuscan Wine Tour from Florence

Derek WoznyUSA · Sep 2026 · via google★★★★★
“What a tour — genuinely informative and personal, and everyone was made to feel so welcome. Funny too, with real depth of knowledge about the wine region. Such a great small group, we really got to know each other along the way — an unforgettable day, so grateful for it.”

Tour: Chianti & Super Tuscan Wine Tour from Florence

William KittleUS · Sep 2026 · via tripadvisor★★★★★
“Our guide, Andrea, had an excellent knowledge of both the areas we explored and the wines we tasted. He was engaging to listen to and, thanks to his great relationships with the wineries we visited, he was able to point out several interesting details and local highlights along the way. If you are staying in Florence and love Brunello, this is a tour well worth booking.”

Tour: Brunello the Big Red Wine Tour

Illustrative avatar for Brittany ZimmermanBrittany ZimmermanUS · Sep 2026 · via tripadvisor★★★★★
“A really well-run experience — Andrea's knowledge of wine came through clearly, and every wine we tried was excellent. Never once did it feel like a sales pitch. The whole day felt private and personal, and the food was delicious too.”

Tour: Montalcino Wine Tour

Illustrative avatar for Marc TranMarc TranUS · Sep 2026 · via google★★★★★
“A wonderful day touring Chianti Classico — we stopped at three small, artisanal wineries, with a delicious lunch at one of them. I have visited wineries elsewhere in Italy and beyond, but this stood out: meeting the winemakers felt like catching up with old friends, and the conversations gave me a real appreciation for natural Italian wine I did not have before. Nico, our guide and sommelier, made the day — his enthusiasm for wine, food pairing, and Italian culture was infectious, and we got around in a comfortably air-conditioned car despite the summer heat. Highly recommend Italy and Wine, and I would book again. ”

Tour: Chianti and Super Tuscan Wine Tour

Your private journey

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