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Chianti Classico wine tour
- Price per person
€196
- Private Groups
2 pax 700€
3 people € 302 - 4 people €245 per pax
5 pax € 230 - 6 pax €200 - 7 pax € 190 - 8 pax €180
- Age
18+
- Guests
8
- Tour length
5 Hours
Chianti Classico Wine Tour: A Day of Elegance in Tuscany's Heart
Tour at a glance
Chianti Classico Wine Tour — Key Facts
Duration
5 hours
Including pick-up & drop-off
Group size
Max 8 guests
Private or semi-private
Minimum age
18 years
Adults only — wine tour
Languages
English & Italian
Expert guide for the day
Pick-up
Private: Florence hotel / B&B
Semi-private: Piazza della Libertà, 50129 — in front of Caffè Lietta, Florence. Also from Siena (+€150, private only)
Wineries
2 organic estates
Lunch
Included
At the organic family-run winery
Price from
€196 semi-private · €180 private
VAT included · private from €180/person (groups of 8)
Tour Pricing — All Options
| Option | Group size | Price |
|---|---|---|
| Semi-private Shared | Up to 8 guests | €196 / person |
| Private Exclusive | 2 people | €700 total (€350 each) |
| Private Exclusive | 3 people | €302 / person |
| Private Exclusive | 4 people | €245 / person |
| Private Exclusive | 5 people | €230 / person |
| Private Exclusive | 6 people | €200 / person |
| Private Exclusive | 7 people | €190 / person |
| Private Exclusive | 8 people | €180 / person |
All prices VAT included. Siena departure: +€150 supplement. Prices may vary by season.
✅ What's included
- Luxury air-conditioned transportation from/to Florence
- Expert guide for the day
- Visits to 2 organic and/or biodynamic wineries
- Chianti Classico DOCG wine tastings
- 2 extra virgin olive oil tastings
- Great Tuscan lunch at the organic family-run winery
- Scenic drives through the Chianti Classico countryside
❌ Not included
- Personal expenses
- Siena departure supplement (approx. €150)
- Anything not listed in "What's included"
- ➕ A 3rd winery visit can be added for private groups — the day is fully customisable to your preferences
📍 Location: This tour takes place in the Chianti Classico DOCG — the historic wine zone stretching between Florence and Siena, Tuscany, Italy. Key towns in the area include Greve in Chianti, Panzano in Chianti, Radda in Chianti, and Gaiole in Chianti. The zone is approximately 40 km south of Florence and 40 km north of Siena.
FAQ
Frequently Asked Questions
The semi-private tour costs €196 per person. Private tours are priced per group: €700 for 2 people (€350 each), scaling down to €180 per person for groups of 8. All prices are VAT included. A supplement of approximately €150 applies for departures from Siena.
The semi-private tour (€196/person) is shared with a small group of up to 8 travellers with similar interests. The private tour is reserved exclusively for your group — same itinerary, same guide, but with total flexibility on timing, pace, and stops. Private tours are recommended for families, couples, and anyone who prefers a fully personalised experience.
Yes. A full traditional Tuscan lunch is included, served at one of the organic wineries we visit, with Chianti Classico wine pairing. The lunch is prepared using local, seasonal ingredients.
Each visit is unique. You will taste Chianti Classico DOCG wines at 2 organic and/or biodynamic estates. The wineries will explain their production methods directly — and you will often meet the producers in person. You can expect to taste around 10 wines across both estates. Chianti Classico DOCG is always included; other labels depend on the winery and the season. Two extra virgin olive oil tastings are also included at the estates.
It depends on the option you choose. For private tours, yes — we pick you up directly from your Florence hotel or B&B. For the semi-private tour, the meeting point is in front of Caffè Lietta, Piazza della Libertà 50129, Florence. We also offer private tour departures from Siena — a supplement of approximately €150 applies to cover the additional transfer distance.
For the semi-private tour: no. The minimum age is 18 and children are not permitted. For private tours: yes, children are welcome — the tour is exclusively for your group and can be adapted to your family's needs. Please mention this when booking so we can organise accordingly.
We recommend booking at least 2 weeks in advance, especially April through October. The organic wineries we visit are small, family-run producers who welcome guests by appointment only — earlier booking ensures access to the best estates. Last-minute requests are welcome subject to availability.
A reliable wine tour company in Florence: what you can check
Out of the Box Florence is a licensed, locally owned tour operator in Florence, founded in September 2020 and led by a FISAR-certified sommelier. Here is what that means for your wine day in Tuscany.
Licensed and locally owned
A licensed travel agency registered with the Comune di Firenze since September 2020, owned and run from Florence by people who live here.
Led by a certified sommelier
Founded by Stefano Mazzantini, FISAR-certified sommelier and licensed hiking and cycling guide, with 20 years of experience in Tuscany and more than 10,000 guests welcomed.
Small groups only
Semi-private wine tours for a maximum of 8 guests, or fully private for your group alone. Never large shared coaches.
Independent and commission-free
We never accept commissions or payments from wineries, and we never stop at wine shops. We take you where it is worth going.
Organic, family-run producers
We work with organic and biodynamic estates, many of them family-run boutique wineries, where you often meet the winemaker in person.
Clear prices, our own vans
Prices per person with VAT included, secure online booking, and transport from Florence in our own air-conditioned minivans.
Rated 5.0/5 from 180 reviews on Google (September 2026).
Out of the Box Florence – SCIA Comune di Firenze n. 9701/2020/SUAP of 29/09/2020 – Florence Chamber of Commerce no. 674255 – VAT IT06155900480. Read our terms of booking.
Accessibility
Not wheelchair accessible;
Near public transportation;
No children under 12;
Prices
Starting price 350€ each
3 people € 302 – 4 people €245 per pax.
5 pax € 230 – 6 pax € 200 – 7 pax € 190 – 8 pax €180 per pax
Included
- Luxury transportation from/to Florence
- Expert guide for the day
- Visit 2 organic wineries
- Fantastic Lunch in a winery
- 2 wine tasting of Chianti Classico wines and extra virgin olive oil
- Scenic drives
Not Included
- Anything not mentioned above
Start your ride adventure voyage experience
Your Experience
Step into the heart of Tuscany, where rolling hills, lush vineyards, and olive groves weave a tapestry of timeless beauty. Our bespoke Chianti Classico Wine Tour offers a truly immersive experience that can be tailored to your desires, ensuring a day of discovery and relaxation in one of the world’s most renowned wine regions.
Your journey begins in the morning with a scenic drive through the picturesque countryside, where breathtaking views of vineyards stretch as far as the eye can see. As you glide along the winding roads in our luxurious, air-conditioned minivan with leather seats, you’ll feel every detail of Tuscany’s beauty unfold around you. Whether you prefer to visit two of our carefully selected wineries or explore a more personalized itinerary, we will customize your day to suit your pace and preferences.
A Truly Unique Experience:
During the tour, you’ll have the rare opportunity to visit organic and/or biodynamic wineries that are known only to those with deep local knowledge. Thanks to our team of certified sommeliers and 20 years of experience in the region, we have established close relationships with boutique producers who are passionate about crafting exceptional wines. Our expert guides will lead you through each estate, sharing the secrets of the winemaking process, from grape to bottle, directly from the artisans who create them.
Your day includes a stop for a delicious, locally-sourced lunch at one of the wineries—an exquisite meal paired with wines that showcase the very best of the Chianti Classico region.
We take you where we would love to be taken if we were on your side.
We pride ourselves on offering a completely authentic experience—we never receive commissions or any form of payment for bringing guests to wineries. When you join us on this journey, you can be certain that you will never visit wine merchants or large-scale producers. Instead, we take you to real, passionate winemakers—local artisans whose vineyards we know personally and whose stories and wines we believe in. With us, you’re not just a tourist.
You might also like
Related Experiences
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LOCAL ADVENTURES, DISCOVER NATURE AND TASTE UNIQUE DELICACIES
Contact Info
- P.Iva 06155900480
- Open every day 08:00 - 21:00
- +39 3470809904
- info@outoftheboxflorence.com
Estremi identificativi SCIA:
Comune di Firenze, N° 9701/2020/SUAP
in data 29/09/2020 prot. n:250308
Comune di Firenze, N° 9701/2020/SUAP
in data 29/09/2020 prot. n:250308
Company
Privacy
Privacy
Contact Info
- P.Iva 06155900480
- Open every day 08:00 - 21:00
- 39 3470809904
- info@outoftheboxflorence.com
Estremi identificativi SCIA:
Comune di Firenze, N° 9701/2020/SUAP
in data 29/09/2020 prot. n:250308
Comune di Firenze, N° 9701/2020/SUAP
in data 29/09/2020 prot. n:250308
Out Of The Box Florence © 2026 – All Rights Reserved.
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Web Design & Web Marketing by Web Brand – Agenzia Web Marketing
Out Of The Box Florence © 2025 – All Rights Reserved.
Web Design & Web Marketing by Web Brand – Agenzia Web Marketing
Web Design & Web Marketing by Web Brand – Agenzia Web Marketing
Chianti Classico Wine Tour
Start from
Semi-private €196 - Private from €180
Chianti Classico wine tour
- Price per person
€196
- Private Groups
2 pax 700€
3 people € 302 - 4 people €245 per pax
5 pax € 230 - 6 pax €200 - 7 pax € 190 - 8 pax €180
- Age
18+
- Guests
8
- Tour length
5 Hours
Chianti Classico Wine Tour: A Day of Elegance in Tuscany's Heart
Tour at a glance
Chianti Classico Wine Tour — Key Facts
Duration
5 hours
Including pick-up & drop-off
Group size
Max 8 guests
Private or semi-private
Minimum age
18 years
Adults only — wine tour
Languages
English & Italian
Expert guide for the day
Pick-up
Private: Florence hotel / B&B
Semi-private: Piazza della Libertà, 50129 — in front of Caffè Lietta, Florence. Also from Siena (+€150, private only)
Wineries
2 organic estates
Lunch
Included
At the organic family-run winery
Price from
€196 semi-private · €180 private
VAT included · private from €180/person (groups of 8)
Tour Pricing — All Options
| Option | Group size | Price |
|---|---|---|
| Semi-private Shared | Up to 8 guests | €196 / person |
| Private Exclusive | 2 people | €700 total (€350 each) |
| Private Exclusive | 3 people | €302 / person |
| Private Exclusive | 4 people | €245 / person |
| Private Exclusive | 5 people | €230 / person |
| Private Exclusive | 6 people | €200 / person |
| Private Exclusive | 7 people | €190 / person |
| Private Exclusive | 8 people | €180 / person |
All prices VAT included. Siena departure: +€150 supplement. Prices may vary by season.
✅ What's included
- Luxury air-conditioned transportation from/to Florence
- Expert guide for the day
- Visits to 2 organic and/or biodynamic wineries
- Chianti Classico DOCG wine tastings
- 2 extra virgin olive oil tastings
- Great Tuscan lunch at the organic family-run winery
- Scenic drives through the Chianti Classico countryside
❌ Not included
- Personal expenses
- Siena departure supplement (approx. €150)
- Anything not listed in "What's included"
- ➕ A 3rd winery visit can be added for private groups — the day is fully customisable to your preferences
📍 Location: This tour takes place in the Chianti Classico DOCG — the historic wine zone stretching between Florence and Siena, Tuscany, Italy. Key towns in the area include Greve in Chianti, Panzano in Chianti, Radda in Chianti, and Gaiole in Chianti. The zone is approximately 40 km south of Florence and 40 km north of Siena.
FAQ
Frequently Asked Questions
The semi-private tour costs €196 per person. Private tours are priced per group: €700 for 2 people (€350 each), scaling down to €180 per person for groups of 8. All prices are VAT included. A supplement of approximately €150 applies for departures from Siena.
The semi-private tour (€196/person) is shared with a small group of up to 8 travellers with similar interests. The private tour is reserved exclusively for your group — same itinerary, same guide, but with total flexibility on timing, pace, and stops. Private tours are recommended for families, couples, and anyone who prefers a fully personalised experience.
Yes. A full traditional Tuscan lunch is included, served at one of the organic wineries we visit, with Chianti Classico wine pairing. The lunch is prepared using local, seasonal ingredients.
Each visit is unique. You will taste Chianti Classico DOCG wines at 2 organic and/or biodynamic estates. The wineries will explain their production methods directly — and you will often meet the producers in person. You can expect to taste around 10 wines across both estates. Chianti Classico DOCG is always included; other labels depend on the winery and the season. Two extra virgin olive oil tastings are also included at the estates.
It depends on the option you choose. For private tours, yes — we pick you up directly from your Florence hotel or B&B. For the semi-private tour, the meeting point is in front of Caffè Lietta, Piazza della Libertà 50129, Florence. We also offer private tour departures from Siena — a supplement of approximately €150 applies to cover the additional transfer distance.
For the semi-private tour: no. The minimum age is 18 and children are not permitted. For private tours: yes, children are welcome — the tour is exclusively for your group and can be adapted to your family's needs. Please mention this when booking so we can organise accordingly.
We recommend booking at least 2 weeks in advance, especially April through October. The organic wineries we visit are small, family-run producers who welcome guests by appointment only — earlier booking ensures access to the best estates. Last-minute requests are welcome subject to availability.
A reliable wine tour company in Florence: what you can check
Out of the Box Florence is a licensed, locally owned tour operator in Florence, founded in September 2020 and led by a FISAR-certified sommelier. Here is what that means for your wine day in Tuscany.
Licensed and locally owned
A licensed travel agency registered with the Comune di Firenze since September 2020, owned and run from Florence by people who live here.
Led by a certified sommelier
Founded by Stefano Mazzantini, FISAR-certified sommelier and licensed hiking and cycling guide, with 20 years of experience in Tuscany and more than 10,000 guests welcomed.
Small groups only
Semi-private wine tours for a maximum of 8 guests, or fully private for your group alone. Never large shared coaches.
Independent and commission-free
We never accept commissions or payments from wineries, and we never stop at wine shops. We take you where it is worth going.
Organic, family-run producers
We work with organic and biodynamic estates, many of them family-run boutique wineries, where you often meet the winemaker in person.
Clear prices, our own vans
Prices per person with VAT included, secure online booking, and transport from Florence in our own air-conditioned minivans.
Rated 5.0/5 from 180 reviews on Google (September 2026).
Out of the Box Florence – SCIA Comune di Firenze n. 9701/2020/SUAP of 29/09/2020 – Florence Chamber of Commerce no. 674255 – VAT IT06155900480. Read our terms of booking.
Accessibility
Not wheelchair accessible;
Near public transportation;
No children under 12;
Prices
Starting price 350€ each
3 people € 302 – 4 people €245 per pax.
5 pax € 230 – 6 pax € 200 – 7 pax € 190 – 8 pax €180 per pax
Included
- Luxury transportation from/to Florence
- Expert guide for the day
- Visit 2 organic wineries
- Fantastic Lunch in a winery
- 2 wine tasting of Chianti Classico wines and extra virgin olive oil
- Scenic drives
Not Included
- Anything not mentioned above
Start your ride adventure voyage experience
Your Experience
Step into the heart of Tuscany, where rolling hills, lush vineyards, and olive groves weave a tapestry of timeless beauty. Our bespoke Chianti Classico Wine Tour offers a truly immersive experience that can be tailored to your desires, ensuring a day of discovery and relaxation in one of the world’s most renowned wine regions.
Your journey begins in the morning with a scenic drive through the picturesque countryside, where breathtaking views of vineyards stretch as far as the eye can see. As you glide along the winding roads in our luxurious, air-conditioned minivan with leather seats, you’ll feel every detail of Tuscany’s beauty unfold around you. Whether you prefer to visit two of our carefully selected wineries or explore a more personalized itinerary, we will customize your day to suit your pace and preferences.
A Truly Unique Experience:
During the tour, you’ll have the rare opportunity to visit organic and/or biodynamic wineries that are known only to those with deep local knowledge. Thanks to our team of certified sommeliers and 20 years of experience in the region, we have established close relationships with boutique producers who are passionate about crafting exceptional wines. Our expert guides will lead you through each estate, sharing the secrets of the winemaking process, from grape to bottle, directly from the artisans who create them.
Your day includes a stop for a delicious, locally-sourced lunch at one of the wineries—an exquisite meal paired with wines that showcase the very best of the Chianti Classico region.
We take you where we would love to be taken if we were on your side.
We pride ourselves on offering a completely authentic experience—we never receive commissions or any form of payment for bringing guests to wineries. When you join us on this journey, you can be certain that you will never visit wine merchants or large-scale producers. Instead, we take you to real, passionate winemakers—local artisans whose vineyards we know personally and whose stories and wines we believe in. With us, you’re not just a tourist.
You might also like
