If you’re staying in Florence or in one of our luxury villas in Tuscany, a Chianti tour with wine tasting is one of the most popular experiences.
The rolling hills between Florence and Siena offer iconic landscapes, historic vineyards, and wineries where the famous Chianti Classico is produced.
Here is a selection of the best tours, bookable online via our partner GetYourGuide, with updated prices and detailed descriptions.
🍷 1. Chianti Wineries Tour – Half Day
Price: from €44 per person
Organized by Ciaoflorence Tours & Travel, this is one of the best-selling tours for its value.
Tour Highlights
Transportation in fully equipped GT bus with Wi-Fi
Visit 2 authentic Chianti wineries
Walk through vineyards
Learn about wine production and barrel making
Tasting of 3–4 wines per winery
Local snacks: Tuscan bread, extra virgin olive oil, salami, and cheese
Free time for photos and wine purchases
Duration: 5 – 5.5 hours
Meeting point: Piazzale Montelungo (Florence)
Perfect for a relaxing half-day wine experience.
👉 Check availability and book your Chianti tour now.
🍇 2. San Gimignano, Siena & Chianti with Lunch
Price: from €70 per person
A full-day tour by CAF Tour & Travel, ideal for combining wine and culture.
Full Itinerary
2 hours free in San Gimignano, the city of towers
Winery visit in the Chianti
Tasting of 3 Chianti wines + Vin Santo
3-course traditional Tuscan lunch
Optional guided tour of Siena
Optional Duomo entrance (€89 option)
Duration: approx. 11 hours
Ideal for first-time visitors to Tuscany wanting a complete experience.
👉 View options and secure your full-day Chianti tour.
🍷 3. Premium Chianti Wine Tour – 8 Tastings
Price: from €49 per person
Organized by My Tour in Italy, perfect for true wine lovers.
Highlights
Taste up to 7–8 wines
Visit 2 premium wineries
Try local olive oil, balsamic vinegar, and bruschetta
Panoramic stop at Monteriggioni
Multilingual guides: Italian, English, Spanish, others
Duration: 6 hours
Departure: Villa Costanza (tram T1.3 from Florence)
This tour offers the most tastings for a great price.
👉 Check available dates and reserve your premium Chianti wine tour.
🌅 4. Chianti Sunset Tour
Price: from €129 per person
With dinner: from €179
Offered by ACCORD Italy Smart Tours, the most romantic experience.
Tour Includes
Comfortable minivan transport
2 winery visits
6 wine tastings
Stop at Greve in Chianti
Optional Tuscan dinner in the countryside
The sunset over the Chianti hills creates an unforgettable atmosphere: golden light, peaceful vineyards, and breathtaking views.
👉 Book your sunset tour and experience Chianti at its most magical.
đźš´ 5. Chianti E-Bike Tour with Lunch
Price: from €69 per person
Self-guided with GPS: from €45
Organized by Ciaoflorence Tours & Travel, perfect for those who love outdoor activity.
Experience Details
Start in Florence on e-bike
Scenic route through vineyards and hills
Winery visit with Chianti Classico explanation
Wine tasting + traditional Tuscan lunch
Second tasting in central Florence
Duration: 6 hours
Combines light physical activity, nature, and gastronomy.
👉 Check availability and select the e-bike tour that suits your pace.
Which Chianti Tour Should You Choose?
Budget-friendly → Half-Day Tour (€44)
Sightseeing + Wine → Full-Day Tour (€70)
Wine-focused → 8 Tastings Tour (€49)
Romantic → Sunset Tour (€129)
Active → E-Bike Tour (€69)
Extend Your Chianti Experience: Stay in a Luxury Villa
After a day of tastings and stunning views, imagine returning to a private villa with pool and panoramic views.
Tuscan Mansions selects luxury villas in Tuscany perfect for:
Families
Friends groups
Couples
Exclusive events
✨ Wake up among vineyards, organize a private wine tasting, or enjoy a sunset with a glass of Chianti — a completely different experience from a regular hotel stay.
👉 Discover our luxury villas in Tuscany and turn your trip into an exclusive experience.
