Top Tuscany Wine Tasting & Winery Tours

724 Results
Wine tasting in the historical Cantalici winery

The tasting at Cantalici is a way to immerse yourself in a familiar atmosphere to discover typical wines from the Chianti Classico production area, an …More

Lucca, Italy

The tasting at Cantalici is a way to immerse yourself in a familiar atmosphere to discover typical wines from the Chianti Classico production area, an...

50 minutes
4.8 (31)
from
$17
Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch

Small-group tour for nature and wine lovers. We combine hiking, wine tasting and food tasting in a nice easy-day where everyone can enjoy beautiful landscapes, …More

Likely to Sell Out
Likely to Sell Out
Florence, Italy

Small-group tour for nature and wine lovers. We combine hiking, wine tasting and food tasting in a nice easy-day where everyone can enjoy beautiful landscapes,...

8 hours Free Cancellation
5.0 (30)
from
$226
Private Pisa and Lucca Wine Tour from Florence

Leave Florence and discover the Tuscan cities of Lucca and Pisa on a day trip. You’ll see the UNESCO-listed Leaning Tower of Pisa (entry own …More

Florence, Italy

Leave Florence and discover the Tuscan cities of Lucca and Pisa on a day trip. You’ll see the UNESCO-listed Leaning Tower of Pisa (entry own...

8 hours Free Cancellation
4.8 (29)
from
$201
Private Chianti Classico Experience from Florence

Do you want to learn more about one of the most prestigious wines in Italy and worldwide? Embark with us on this journey in the …More

Florence, Italy

Do you want to learn more about one of the most prestigious wines in Italy and worldwide? Embark with us on this journey in the...

10 hours Hotel pickup offered Free Cancellation
5.0 (29)
from
$536
Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on …More

Florence, Italy

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on...

8 hours Hotel pickup offered Free Cancellation
5.0 (29)
from
$141
Visit to the Cellar with Wine & Food Tasting over the Val d'Orcia

Discover the Podere Montale Winery with an exclusive experience, guided by an expert wine connoisseur. Visit the vineyard where Sangiovese grapes grow, then continuing to …More

Discover the Podere Montale Winery with an exclusive experience, guided by an expert wine connoisseur. Visit the vineyard where Sangiovese grapes grow, then continuing to...

2 hours Free Cancellation
4.9 (29)
from
$68
Organic Wine Tasting with Panoramic Chianti Classico Views

Exceptional Organic Wines: Sip your way through a guided tasting of our acclaimed organic Chianti Classico and Supertuscan wines, hosted by our friendly wine experts. …More

San Gimignano, Italy

Exceptional Organic Wines: Sip your way through a guided tasting of our acclaimed organic Chianti Classico and Supertuscan wines, hosted by our friendly wine experts....

1 hour 15 minutes Free Cancellation
4.8 (28)
from
$40
Discover Brunello Wines

A licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best of …More

Siena, Italy

A licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best of...

8 hours
5.0 (28)
from
$281
Best of Tuscany: Full Day Private Tour to Val D'Orcia

Experience the charm of Tuscany on a private tour led by a local expert. Wander through the stunning UNESCO-listed Val d'Orcia, where every road is …More

Florence, Italy

Experience the charm of Tuscany on a private tour led by a local expert. Wander through the stunning UNESCO-listed Val d'Orcia, where every road is...

8 hours Hotel pickup offered Free Cancellation
4.9 (27)
from
$343
Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the …More

Florence, Italy

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the...

5 hours Hotel pickup offered Free Cancellation
5.0 (27)
from
$184
Guided Walking Tour of Florence with Food & Wine Tastings

Taste Florence like a local on this guided food and wine walking tour. Stroll through the city’s most iconic squares while uncovering authentic flavors, hidden …More

Florence, Italy

Taste Florence like a local on this guided food and wine walking tour. Stroll through the city’s most iconic squares while uncovering authentic flavors, hidden...

2 hours Free Cancellation
5.0 (26)
from
$137
Private Chianti wine tour leaving from Florence

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that …More

Florence, Italy

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that...

8 hours Hotel pickup offered Free Cancellation
4.9 (26)
from
$148
1h30m Wine Tasting and Visit to Val D'Orcia

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del …More

Chianciano Terme, Italy

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del...

1 hour 30 minutes Free Cancellation
5.0 (26)
from
$57
Private Bike Tour & Chianti Wine Tasting in Tuscany

A full-day cycling tour from Florence into the enchanting Chianti region promises a delightful escape into the Tuscan countryside. Pedal along serene country roads surrounded …More

Florence, Italy

A full-day cycling tour from Florence into the enchanting Chianti region promises a delightful escape into the Tuscan countryside. Pedal along serene country roads surrounded...

7 to 8 hours Free Cancellation
5.0 (26)
from
$238
Private Tour: Chianti Region Tour by Minivan

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine …More

Florence, Italy

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine...

8 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$850
Florence Great Chianti Wine and Olive Oil Trail with Lunch

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, …More

Florence, Italy

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,...

7 hours Free Cancellation
4.9 (25)
from
$101
Cities, Cheese and Wine Tour in Pienza & Montepulciano

Pienza and  Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including …More

Siena, Italy

Pienza and  Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including...

6 to 8 hours Hotel pickup offered Free Cancellation
4.9 (25)
from
$330
Chianti Wine and Vinci half day Small Group Tour from Lucca

Experience a relaxed afternoon in the Chianti area with a visit to a boutique winery and enjoy a guided Chianti wine tasting along with a …More

Lucca, Italy

Experience a relaxed afternoon in the Chianti area with a visit to a boutique winery and enjoy a guided Chianti wine tasting along with a...

5 hours 30 minutes Free Cancellation
5.0 (25)
from
$147
Montepulciano Vineyards Wine Tour with 3 Estates Visit

Embark on a guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive …More

Arezzo, Italy

Embark on a guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive...

7 to 8 hours Hotel pickup offered
5.0 (25)
from
$342
Winery tours and tastings in Bolgheri with Wine Guide

Enjoy a unique guided wine tour through Bolgheri, one of the most exciting wine regions in Italy. Discover the origins of its renowned Bordeaux blends …More

Livorno, Italy

Enjoy a unique guided wine tour through Bolgheri, one of the most exciting wine regions in Italy. Discover the origins of its renowned Bordeaux blends...

4 to 5 hours Free Cancellation
5.0 (24)
from
$144

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

Recent tour reviews
Activity name

Discover Tuscany