4.7 (962) · Florence · By Towns of Italy Free cancellation
Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region, where vineyards, olive trees, and medieval villages shape a timeless landscape.
Visit three award-winning wineries, taste Chianti and Chianti Classico wines, explore cellars, walk through vineyards, and enjoy a gourmet 3-course Tuscan lunch at a boutique estate. Learn the secrets of olive oil at a historic property and explore a charming Medieval village.
Become a sommelier for a day as you learn to evaluate wine like a pro, surrounded by breathtaking views of castles and hills.
Upgrade to a semi-private version (max 8 guests), led by a certified wine expert, with premium tastings, in-depth cellar visits, and a special focus on bold, elegant Supertuscan wines.
✓ Free WiFi on board✓ Transportation IN/OUT Florence by comfortable Mercedes Minibus✓ Guided visit to a boutique winery✓ English speaking driver✓ Guided visit to an important winery and wine tasting✓ Guided visit to an olive oil mill and olive oil tasting✓ 3-Course Typical Tuscan meal with wine tasting✓ Semi-private upgrade (max 8) with certified expert & Super Tuscan wines focus (if option chosen)✕ Gratuities✕ Hotel pickup and drop-off✕ Pets are not allowed on the tours1 Florence
Your day begins in Florence, where you’ll be greeted by your expert guide.
Settle into a premium Mercedes minibus for a scenic drive into the heart of Tuscany.
As the city fades into rolling hills, your guide will set the stage, introducing you to the heritage of Chianti Classico—the perfect prelude to a day of sensory discovery.
· Non-stop passage
2 Tuscany
Your first destination is a historic noble estate, framed by silver-leafed olive groves and towering cypresses.
Step inside a masterfully preserved mill where centuries-old traditions meet modern precision.
You’ll trace the journey of extra virgin olive oil from the branch to the press, followed by a professional tasting session.
Learn to distinguish the nuances of terroir, texture, and aroma, and master the art of pairing oil with food like a true Tuscan.
· 1 h
3 Tuscany
Continue to an exclusive boutique winery in the Chianti Classico heartland.
Wander through sun-drenched vineyards and cool, historic cellars as your sommelier reveals the alchemy behind blending Sangiovese and Canaiolo.
Enjoy a curated flight of selected vintages, learning to decode the structure, acidity, and aromatic finish of these world-class wines while overlooking the iconic countryside.
· 1 h
4 Tuscany
No journey through Chianti is complete without a stop in one of its timeless villages.
Enjoy free time to wander the cobblestone streets of an iconic Tuscan village, explore and soak in its atmosphere.
Your guide will share local stories that bring the region’s history to life.
· 30 min
5 Tuscany
The journey culminates at a scenic second estate for a 3-course gourmet lunch.
Savor authentic regional dishes crafted from seasonal, local ingredients, each perfectly paired with estate wines.
In an intimate, rustic setting, your sommelier will demonstrate how the high acidity and tannins of Chianti wines elegantly elevate the flavors of traditional Tuscan cuisine.
· 2 h
6 Florence
As the afternoon sun casts long shadows over the vineyards, relax on your return journey to Florence.
This is the perfect time to reflect on the day’s discoveries, soak in the final views of medieval castles, and ask your guide any remaining questions.
You’ll return with more than just photos, perhaps even a few prized bottles for your own cellar.
· 2 h
Mobile or paper ticket accepted. One per booking
Meeting point is at Via Dei Vagellai 22r, corner with Piazza Mentana, opposite of the Arno river.
Please be at the meeting point 15 minutes before the tour starting time.
Meeting point is at Via Dei Vagellai 22r, corner with Piazza Mentana, opposite of the Arno river.
Please be at the meeting point 15 minutes before the tour starting time.
The tour takes place rain or shine
No-shows will not be refunded
If your tour is scheduled to take place on or after March 1, 2027, the new meeting point is: Towns of Italy - Tourist Hub & Cooking School - Florence
Largo Pietro Annigoni, 9A - 50122 Florence
End point
This activity ends back at the meeting point.
Public transportation options are available nearby Specialized infant seats are available Suitable for all physical fitness levels Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol The tour takes place rain or shine No-shows will not be refunded If your tour is scheduled to take place on or after March 1, 2027, the new meeting point is: Towns of Italy - Tourist Hub & Cooking School - Florence Largo Pietro Annigoni, 9A - 50122 Florence Semi-private Supertuscan Wine Group up to 8 people: Upgrade your wine experience, visit TOP quality wineries with your dedicated wine expert. 3-course Tuscan Lunch included. Wine & Oil Small-Group Tour Group up to 20 people: A/C Minibus or Minivan, tastings at 3 wineries and 1 olive oil mill. Tipical Tuscan lunch. Visit to a medieval village. Half-day Wine tour & tasting Half-day Wine Escape from Florence to Chianti with Local Food Tasting Duration: 5 hours Wear comfortable shoes for walking through vineyards and villages. Bring a camera to capture the stunning Tuscan landscapes. The legal drinking age in Italy is 18; those under this age will not be served alcohol. Consider the semi-private upgrade for a more in-depth wine experience. For a full refund, cancel at least 24 hours before the scheduled departure time.
Product code: 5049TWINE
Activity offered by Towns of Italy via Viator.
WizardTrip Help Center Wine enthusiasts Food lovers Couples Small groups Explore the Chianti Classico region Visit three award-winning wineries Taste Chianti and Chianti Classico wines Enjoy a gourmet 3-course Tuscan lunch Learn about olive oil production and tasting Discover a charming Medieval village
Population 360,930 (2023)
Elevation 50 m
Currency euro
Official language Italian
Driving on the right
Power plugs C, F, L · 230 V
Emergency number 112
Capital city Rome Average temperatures 2° Jan 3° Feb 6° Mar 10° Apr 15° May 20° Jun 23° Jul 22° Aug 17° Sept 13° Oct 8° Nov 3° Dec Sources: Wikidata; climate: NASA POWER, 2001-2025 averages.
What is the meeting point for the tour? + The meeting point is at Via Dei Vagellai 22r, corner with Piazza Mentana, opposite of the Arno river. Please be there 15 minutes before the tour starts. Note: If your tour is scheduled for March 1, 2027, or later, the new meeting point is Largo Pietro Annigoni, 9A - 50122 Florence.
Is hotel pickup and drop-off included? + No, hotel pickup and drop-off are not included. You will need to make your own way to the designated meeting point.
What happens if it rains? + The tour takes place rain or shine, so come prepared for any weather.
Can I cancel my booking? + Yes, for a full refund, you must cancel at least 24 hours before the scheduled departure time.
Are pets allowed on the tour? + No, pets are not allowed on the tours.
Reviews provided by Viator, written by travellers on Viator and Tripadvisor.
★★★★★ Tripadvisor review
Fun wine experience
jamesonl850, October 2026
Had a great time visiting some great smaller wineries! The wine was diverse and delicious and our driver was fun and informative.
★★★★★ Tripadvisor review
Wine and olive oil tasting
H4555SZrebeccah, October 2026
Flame is the best tour guide, pleasant, funny and extremely knowledgeable. The whole day went smoothly and we felt like we were in good hands with this company.
All 3 tastings were exceptional and the hosts very warm and welcoming.
★★★★★ Tripadvisor review
Beautiful Wine Day
serenan580, October 2026
Fiama was great! We enjoyed our tour- everything was so beautiful!
★★★★★ Tripadvisor review
Highly recommend
loriv731, October 2026
Good info, so kind and fun, very knowledgeable. Highly recommend!
★★★★★ Tripadvisor review
Amazing
V1667BJsaraw, October 2026
Francesco was amazing. He explained everything and did a few extra stops for us.
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