Tuscany Luxury Tours

Private wine tour of Chianti

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will …More

Siena, Italy

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will...

6 to 8 hours Hotel pickup offered Free Cancellation
4.6 (10)
from
$326
Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced …More

Florence, Italy

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced...

8 hours Hotel pickup offered Free Cancellation
5.0 (34)
from
$341
Chianti Wine and Vinci half day Small Group Tour from Montecatini Terme

Experience a relaxed afternoon in the Chianti area with a special visit to a boutique winery. Enjoy our guided Chianti Wine tasting and a visit …More

Montecatini Terme, Italy

Experience a relaxed afternoon in the Chianti area with a special visit to a boutique winery. Enjoy our guided Chianti Wine tasting and a visit...

4 hours 30 minutes Free Cancellation
5.0 (34)
from
$136
Private Wine and Extra Virgin Olive Oil Tasting

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this …More

San Gimignano, Italy

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this...

45 minutes Free Cancellation
4.8 (21)
from
$48
Small-Group Vernaccia di San Gimignano Wine Tour - White and Red Wines

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano …More

Florence, Italy

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano...

7 hours
4.8 (23)
from
$325
Tuscany Organic Wine Tour at a Family-Run Winery

Discover authentic Tuscany with a guided wine tour at Podere Pellicciano, a family-run organic winery located in the hills of San Miniato, between Florence and …More

Pisa, Italy

Discover authentic Tuscany with a guided wine tour at Podere Pellicciano, a family-run organic winery located in the hills of San Miniato, between Florence and...

2 to 3 hours Free Cancellation
5.0 (22)
from
$80
Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and …More

Florence, Italy

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and...

6 to 8 hours Free Cancellation
5.0 (35)
from
$367
Half Day Chianti Wine Tour with Private Luxury Van

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour. …More

Florence, Italy

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour....

5 hours Hotel pickup offered Free Cancellation
5.0 (21)
from
$677
From Florence: Exclusive Chianti, San Gimignano & Wine Lunch

An exclusive private day in the Chianti hills and San Gimignano, with a long Tuscan lunch overlooking the medieval towers. • Private tour just for …More

Florence, Italy

An exclusive private day in the Chianti hills and San Gimignano, with a long Tuscan lunch overlooking the medieval towers. • Private tour just for...

6 hours Hotel pickup offered Free Cancellation
4.9 (7)
from
$176
Montecatini Terme cycle and wine tasting visit

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb …More

Montecatini Terme, Italy

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb...

5 hours Free Cancellation
5.0 (24)
from
$193
Hire your Local Wine Guide in Bolgheri for private tastings

We are Francesca & Margarethe, both WSET Level 3 Award recipients, living in the picturesque wine region of Bolgheri, located along the stunning Tuscan coast. …More

Livorno, Italy

We are Francesca & Margarethe, both WSET Level 3 Award recipients, living in the picturesque wine region of Bolgheri, located along the stunning Tuscan coast....

6 hours Free Cancellation
5.0 (23)
from
$144
Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving …More

Livorno, Italy

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving...

9 hours Free Cancellation
5.0 (5)
from
$250
Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast …More

Florence, Italy

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast...

7 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$433
Brunello and Montepulciano Wine Tour from Cortona

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for …More

Arezzo, Italy

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for...

6 to 8 hours Hotel pickup offered Free Cancellation
4.9 (23)
from
$328
Florence in a day - Private Tour

Florence – the heart and soul of the Italian Renaissance – and home to some of the most breathtaking, mesmerizing and awe-inducing works of art …More

Florence, Italy

Florence – the heart and soul of the Italian Renaissance – and home to some of the most breathtaking, mesmerizing and awe-inducing works of art...

5 hours Hotel pickup offered Free Cancellation
5.0 (21)
from
$480
Hunt for the 10 Treasures of Siena

If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no …More

Siena, Italy

If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no...

1 to 4 hours Free Cancellation
5.0 (23)
from
$71
Private Photo Shoot in Siena

Capture your memories of Siena on camera with this private photo shoot in the heart of the city. The experience is led by a professional …More

Siena, Italy

Capture your memories of Siena on camera with this private photo shoot in the heart of the city. The experience is led by a professional...

1 hour 30 minutes Free Cancellation
5.0 (4)
from
$358
Private Photo Shoot in Lucca

Explore Lucca with a professional photographer who can help you make the most of your time in the city. After a short consultation, visit Lucca’s …More

Lucca, Italy

Explore Lucca with a professional photographer who can help you make the most of your time in the city. After a short consultation, visit Lucca’s...

1 hour 30 minutes Free Cancellation
5.0 (4)
from
$46
Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best …More

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best...

4 to 8 hours Free Cancellation
4.8 (20)
from
$75
A day in Tuscany & Medieval Towns Private Tour

This is a unique opportunity for you to spend a day with a local driver-guide, a day off the beaten path where you will visit …More

Florence, Italy

This is a unique opportunity for you to spend a day with a local driver-guide, a day off the beaten path where you will visit...

8 to 9 hours Hotel pickup offered Free Cancellation
5.0 (29)
from
$1,255
Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied …More

Chianti, Italy

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied...

8 hours Free Cancellation
4.9 (23)
from
$1,091

Frequently Asked Questions

These answers are based on answers previously given to City Sky Diving customers' questions.

Recent tour reviews
Activity name

Tuscany Tours
Attractions
Guides
Calendar