Top Tuscany Wine Tasting & Winery Tours

Q: Got any more Tuscany trip ideas?

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Q: What are the most popular styles of Tours and Activities in Tuscany?

Based on our sales data over the past year, the most popular styles of tours and activities in Tuscany are: Tuscany Cultural & Theme Tours Tuscany Luxury & Special Occasions Tuscany Luxury Tours Tuscany Cultural Tours Tuscany Historical & Heritage Tours View all tour styles in Tuscany →

Chianti Half-Day Wine Tour in the Tuscan Hills Small Group from Lucca

Travel from Lucca in a comfortable minivan in order to reach the Tuscan Hills. Visit a winery and taste a selection of red and white …More

Lucca, Italy

4.9 (80)

Chianti Half-Day Wine Tour in the Tuscan Hills Small Group from Lucca

Travel from Lucca in a comfortable minivan in order to reach the Tuscan Hills. Visit a winery and taste a selection of red and white...

5 hours Free Cancellation

4.9 (80)

from
$96

From Florence: Classic Chianti Villages and Wine Roads by Minivan

You will get the unique opportunity to taste wines and and other specialties that you will taste such as 5 white sauvignon and rosé wines …More

Florence, Italy

4.9 (80)

From Florence: Classic Chianti Villages and Wine Roads by Minivan

You will get the unique opportunity to taste wines and and other specialties that you will taste such as 5 white sauvignon and rosé wines...

6 hours 30 minutes Free Cancellation

4.9 (80)

from
$158

Private wine tour on the magical hills of Lucca with sommelier

I'm Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021, 2022, and it will be a pleasure …More

Lucca, Italy

5.0 (80)

Private wine tour on the magical hills of Lucca with sommelier

I'm Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021, 2022, and it will be a pleasure...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (80)

from
$182

Private Brunello Wine Safari and Val d'Orcia Tour from Florence

Hop aboard our rugged offroad vehicle and experience Tuscany like never before, surrounded by cypress-lined hills, vineyards, and medieval towns. Your adventure kicks off in …More

Florence, Italy

5.0 (79)

Private Brunello Wine Safari and Val d'Orcia Tour from Florence

Hop aboard our rugged offroad vehicle and experience Tuscany like never before, surrounded by cypress-lined hills, vineyards, and medieval towns. Your adventure kicks off in...

11 hours Hotel pickup offered Free Cancellation

5.0 (79)

from
$663

Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch

To fully experience la "Bella vita", you need to get out of the city. Taste the local wines & tour the cellars of select family-run, …More

Siena, Italy

4.9 (77)

Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch

To fully experience la "Bella vita", you need to get out of the city. Taste the local wines & tour the cellars of select family-run,...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (77)

from
$284

Gluten Free Pasta Class Florence with Limitless Wine

This class is suitable for everyone, Gluten Intolerant and Non Gluten Intolerant People. Discover the art of the first gluten-free pasta making in Florence. Guided …More

Florence, Italy

4.8 (76)

Gluten Free Pasta Class Florence with Limitless Wine

This class is suitable for everyone, Gluten Intolerant and Non Gluten Intolerant People. Discover the art of the first gluten-free pasta making in Florence. Guided...

3 hours Free Cancellation

4.8 (76)

from
$61

Immerse yourself in the authentic experience of a Chianti Wine Tour in Tuscany. Indulge in the opportunity to taste prestigious labels and great vintages, paired …More

Florence, Italy

5.0 (76)

Private Chianti wine tour

Immerse yourself in the authentic experience of a Chianti Wine Tour in Tuscany. Indulge in the opportunity to taste prestigious labels and great vintages, paired...

5 hours Hotel pickup offered

5.0 (76)

from
$241

Guided Winery Tour and Wine Tasting in Siena

Winery Tour and Wine Tasting in Siena with Afternoon Meal. Immersed in the magical atmosphere of rural Tuscany, just a stone's throw from the old …More

Siena, Italy

5.0 (75)

Guided Winery Tour and Wine Tasting in Siena

Winery Tour and Wine Tasting in Siena with Afternoon Meal. Immersed in the magical atmosphere of rural Tuscany, just a stone's throw from the old...

2 hours 30 minutes Free Cancellation

5.0 (75)

from
$86

Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti …More

San Gimignano, Italy

4.9 (75)

Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti...

6 hours Free Cancellation

4.9 (75)

from
$80

Florence Food Tour with Antico Vinaio skip the line

Discover Florence through its flavors on this authentic food and wine tour, designed to take you away from tourist traps. Savor 5 delicious tastings paired …More

Florence, Italy

4.9 (72)

Florence Food Tour with Antico Vinaio skip the line

Discover Florence through its flavors on this authentic food and wine tour, designed to take you away from tourist traps. Savor 5 delicious tastings paired...

2 hours Free Cancellation

4.9 (72)

from
$67

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3 …More

Florence, Italy

4.9 (72)

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3...

8 hours Hotel pickup offered Free Cancellation

4.9 (72)

from
$329

Florence Food and Wine Tasting Tour! Private with Local Expert

This tour is perfect for travelers that want to get a local experience! Meet up with your local, bilingual expert, and find out what it …More

Florence, Italy

5.0 (71)

Florence Food and Wine Tasting Tour! Private with Local Expert

This tour is perfect for travelers that want to get a local experience! Meet up with your local, bilingual expert, and find out what it...

3 hours Free Cancellation

5.0 (71)

from
$128

Small Group Horseback Riding Wine Tour, San Gimignano, Lunch

Very well selected, gentle and beautiful horses, perfect for beginners as well. Discover the beauty of the Tuscan wine country and its magic people, food …More

Florence, Italy

4.9 (71)

Small Group Horseback Riding Wine Tour, San Gimignano, Lunch

Very well selected, gentle and beautiful horses, perfect for beginners as well. Discover the beauty of the Tuscan wine country and its magic people, food...

7 hours Free Cancellation

4.9 (71)

from
$216

Wine and olive oil tastings with the locals

For a personal experience in Tuscany, visiting local family businesses, tasting their products, tasting their wines and olive oil And at the end of the …More

Arezzo, Italy

5.0 (71)

Wine and olive oil tastings with the locals

For a personal experience in Tuscany, visiting local family businesses, tasting their products, tasting their wines and olive oil And at the end of the...

8 hours Hotel pickup offered Free Cancellation

5.0 (71)

from
$298

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this …More

Arezzo, Italy

5.0 (71)

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this...

8 hours Hotel pickup offered Free Cancellation

5.0 (71)

from
$308

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza, …More

Florence, Italy

4.8 (70)

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza,...

11 hours Free Cancellation

4.8 (70)

from
$49

Classic Wine Tasting with Traditional Tuscan Products

There are places you visit and others you live. A few minutes from Siena, between the Chianti hills and the Crete Senesi, the experience slowly …More

Siena, Italy

4.9 (68)

Classic Wine Tasting with Traditional Tuscan Products

There are places you visit and others you live. A few minutes from Siena, between the Chianti hills and the Crete Senesi, the experience slowly...

1 hour 30 minutes Free Cancellation

4.9 (68)

from
$32

There is nothing more special than riding a vespa during sunset among vineyards and olive groves. The Chianti area looks magical at dusk due to …More

Florence, Italy

5.0 (68)

Tuscany Sunset Vespa Tour

There is nothing more special than riding a vespa during sunset among vineyards and olive groves. The Chianti area looks magical at dusk due to...

5 hours Free Cancellation

5.0 (68)

from
$189

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss …More

Florence, Italy

5.0 (66)

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss...

8 hours Hotel pickup offered Free Cancellation

5.0 (66)

from
$186

Blend Your Own Wine: A Unique Wine Making Worshop in Florence

Join a one-of-a-kind experience that goes beyond a traditional wine tasting: become a winemaker for a day. In this exclusive masterclass, you'll sample six premium …More

Florence, Italy

5.0 (65)

Blend Your Own Wine: A Unique Wine Making Worshop in Florence

Join a one-of-a-kind experience that goes beyond a traditional wine tasting: become a winemaker for a day. In this exclusive masterclass, you'll sample six premium...

2 hours Free Cancellation

5.0 (65)

from
$73

Frequently Asked Questions

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

What are the best options for Tuscany Wine Tasting & Winery Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Wine Tasting & Winery Tours are:

What are the best kid-friendly options for Tuscany Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Wine Tasting & Winery Tours are:

View all kid-friendly Tours →

Which Tuscany Wine Tasting & Winery Tours have Instant Confirmation?

Tuscany Wine Tasting & Winery Tours with Instant Confirmation include:

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Which Tuscany Wine Tasting & Winery Tours have Free Cancellation?

Tuscany Wine Tasting & Winery Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Tuscany Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Tuscany Wine Tasting & Winery Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Tuscany trip ideas?

What are the most popular styles of Tours and Activities in Tuscany?