Top Tuscany Luxury Tours

Q: Which Tuscany Luxury Tours have Instant Confirmation?

Tuscany Luxury Tours with Instant Confirmation include: Skip the line David Guided Experience Half-Day Chianti Wine Tasting from Florence with Two Wineries Private Golf Cart Tour: Michelangelo & Florence Hills Florence Accademia Gallery Tour & Timed Entry Tickets Included Cinque Terre and Pisa Full Day Tour from Florence View all Tours with Instant Confirmation →

Q: I need a ride! Which Tuscany Luxury Tours have Hotel Pickup?

No problem. These Tuscany Luxury Tours include Hotel Pickup: Cinque Terre and Pisa Tower Small-Group Day Trip from Florence Private Day Trip Siena, San Gimignano and Chianti from Florence The Accademia Gallery Private Tour to Cinque Terre from Florence Florence Duomo Complex Private Guided Tour View all Tours with Hotel Pickup →

Q: Got any more Tuscany trip ideas?

We sure do. Check out our curated lists of hand-picked Tuscany Tours. Top 10 Tuscany 2026 Senior-friendly tours Tuscany The best tours and activities for culture lovers in Tuscany Top Day Trips from Tuscany Things to do in Tuscany this summer View all Tuscany Trip Ideas →

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 Experience Shore Excursion from Livorno Port

Pass by the beautiful Tuscan countryside and drive right into the heart of Chianti on this 9-hour private shore excursion. Travel hassle free via an …More

Livorno, Italy

5.0 (9)

Chianti Experience Shore Excursion from Livorno Port

Pass by the beautiful Tuscan countryside and drive right into the heart of Chianti on this 9-hour private shore excursion. Travel hassle free via an...

9 hours Free Cancellation

5.0 (9)

from
$1,022

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in …More

Siena, Italy

4.7 (19)

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in...

7 hours 15 minutes Free Cancellation

4.7 (19)

from
$179

Florence tour with private shooting and photographer 2 hours

Discover the most beautiful places in Florence with our professional photographer and our tour leader who will take a wonderful shooting in Piazza del Duomo, …More

Florence, Italy

5.0 (9)

Florence tour with private shooting and photographer 2 hours

Discover the most beautiful places in Florence with our professional photographer and our tour leader who will take a wonderful shooting in Piazza del Duomo,...

2 to 3 hours Free Cancellation

5.0 (9)

from
$823

Discover the most beautiful places of Pisa together with our professional photographer and our companion who will take wonderful photos in front of the Leaning …More

Pisa, Italy

5.0 (6)

Pisa walking tour with private shooting

Discover the most beautiful places of Pisa together with our professional photographer and our companion who will take wonderful photos in front of the Leaning...

2 to 3 hours Free Cancellation

5.0 (6)

from
$126

Light lunch and wine tasting in Garfagnana with sommelier

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

5.0 (1)

Light lunch and wine tasting in Garfagnana with sommelier

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

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and …More

Livorno, Italy

5.0 (5)

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and...

7 hours Free Cancellation

5.0 (5)

from
$96

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the …More

Livorno, Italy

4.8 (5)

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the...

9 hours

4.8 (5)

from
$125

Wine Tasting Experience in Florence city centre

In Florence, a few steps from the Duomo, there is a special experience going on: an exclusive Italian wine tasting experience. Don’t miss this chance …More

Florence, Italy

4.3 (7)

Wine Tasting Experience in Florence city centre

In Florence, a few steps from the Duomo, there is a special experience going on: an exclusive Italian wine tasting experience. Don’t miss this chance...

1 hour Free Cancellation

4.3 (7)

from
$45

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years …More

Florence, Italy

5.0 (7)

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years...

5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$379

Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

Embark on a journey following the footsteps of the film "Under the Tuscan Sun." Traverse the enchanting Tuscan landscape, winding through vineyards, art, and sunflower …More

Florence, Italy

5.0 (1)

Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

Embark on a journey following the footsteps of the film "Under the Tuscan Sun." Traverse the enchanting Tuscan landscape, winding through vineyards, art, and sunflower...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$204

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in …More

Siena, Italy

5.0 (7)

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in...

8 hours Hotel pickup offered

5.0 (7)

from
$193

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Florence

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes …More

Florence, Italy

5.0 (8)

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Florence

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes...

8 hours Hotel pickup offered

5.0 (8)

from
$195

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one …More

Florence, Italy

5.0 (5)

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one...

8 hours

5.0 (5)

from
$1,022

"Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings

Spend a day in the iconic landscape of the "Hills of Chianti" with a private tour. Pass between avenues of cypress trees, vineyards, sunflowers and …More

Pisa, Italy

5.0 (4)

"Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings

Spend a day in the iconic landscape of the "Hills of Chianti" with a private tour. Pass between avenues of cypress trees, vineyards, sunflowers and...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$207

San Gimignano, Saffron and Vernaccia Wine from Florence

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine …More

Florence, Italy

5.0 (6)

San Gimignano, Saffron and Vernaccia Wine from Florence

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine...

8 hours Free Cancellation

5.0 (6)

from
$216

Winery tour and wine tasting of organic Chianti wines and extra virgin oil

Relaxation, suggestive landscapes, perfumes and above all uncontaminated nature are the setting for this experience rich in typical and unique flavors. …More

Florence, Italy

5.0 (1)

Winery tour and wine tasting of organic Chianti wines and extra virgin oil

Relaxation, suggestive landscapes, perfumes and above all uncontaminated nature are the setting for this experience rich in typical and unique flavors....

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$23

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the …More

Florence, Italy

5.0 (6)

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the...

9 hours Free Cancellation

5.0 (6)

from
$253

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As …More

Florence, Italy

5.0 (7)

Panoramic Florence by Boat with Wine

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As...

1 hour

5.0 (7)

from
$76

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english …More

Florence, Italy

5.0 (3)

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$927