Top Tuscany Luxury & Special Occasions

Q: Which Tuscany Luxury & Special Occasions have Instant Confirmation?

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

Q: I need a ride! Which Tuscany Luxury & Special Occasions have Hotel Pickup?

No problem. These Tuscany Luxury & Special Occasions 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 Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano 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 →

Private Wine Tour to Bolgheri with Expert Sommelier - 2 Wineries

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

Lucca, Italy

5.0 (2)

Private Wine Tour to Bolgheri with Expert Sommelier - 2 Wineries

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...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$272

Private Chianti Classico wine tour - 2 wineries + lunch

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

Lucca, Italy

5.0 (2)

Private Chianti Classico wine tour - 2 wineries + lunch

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...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$307

Shore excursion from Livorno to Siena and San Gimignano by private minivan

Experience the charm of Siena and San Gimignano on a scenic day trip from Livorno through the Tuscan countryside. Begin in Siena, a city known …More

Livorno, Italy

4.4 (7)

Shore excursion from Livorno to Siena and San Gimignano by private minivan

Experience the charm of Siena and San Gimignano on a scenic day trip from Livorno through the Tuscan countryside. Begin in Siena, a city known...

8 hours Free Cancellation

4.4 (7)

from
$907

Florence to Rome Private Transfer: Orvieto & Civita Bagnoregio

Turn your transfer from Florence to Rome into a day between Umbria and Lazio, in a comfortable private Mercedes van. • Pick-up at your hotel, …More

Florence, Italy

5.0 (1)

Florence to Rome Private Transfer: Orvieto & Civita Bagnoregio

Turn your transfer from Florence to Rome into a day between Umbria and Lazio, in a comfortable private Mercedes van. • Pick-up at your hotel,...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$341

Private Wine & Evo Oil Tasting with Tuscan Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia …More

San Gimignano, Italy

4.9 (18)

Private Wine & Evo Oil Tasting with Tuscan Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia...

1 hour 30 minutes Free Cancellation

4.9 (18)

from
$78

Florence: Accademia Gallery Audio Guided Tour led by Tour Leader

Experience the Accademia Gallery the smart way with our unique tour that combines the efficiency of timed entry ticket with the in-depth knowledge of an …More

Florence, Italy

4.8 (5)

Florence: Accademia Gallery Audio Guided Tour led by Tour Leader

Experience the Accademia Gallery the smart way with our unique tour that combines the efficiency of timed entry ticket with the in-depth knowledge of an...

1 hour

4.8 (5)

from
$51

Private Carrara Marble Quarries Jeep Tour & Wine Tasting

A private day in the Apuan Alps, led by Andrea, an authorized environmental guide who is also your private driver. • Pick-up at your hotel …More

Lucca, Italy

5.0 (1)

Private Carrara Marble Quarries Jeep Tour & Wine Tasting

A private day in the Apuan Alps, led by Andrea, an authorized environmental guide who is also your private driver. • Pick-up at your hotel...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$272

Florence to Cinque Terre Private Transfer: Stop in Pisa

Turn your transfer from Florence to the Cinque Terre into a visit to Pisa, in a comfortable private Mercedes van. • Pick-up at your hotel, …More

Florence, Italy

5.0 (1)

Florence to Cinque Terre Private Transfer: Stop in Pisa

Turn your transfer from Florence to the Cinque Terre into a visit to Pisa, in a comfortable private Mercedes van. • Pick-up at your hotel,...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$272

Pisa and San Gimignano Tour from Florence

Enjoy a day visiting Pisa, famous for the Leaning Tower and San Gimignano know as the "Manhattan of the Middle Ages". Incredible landscapes, history and …More

Florence, Italy

4.9 (10)

Pisa and San Gimignano Tour from Florence

Enjoy a day visiting Pisa, famous for the Leaning Tower and San Gimignano know as the "Manhattan of the Middle Ages". Incredible landscapes, history and...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$1,022

Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or …More

Siena, Italy

4.8 (18)

Tarot Garden and Maremma Park

Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or...

6 to 7 hours Free Cancellation

4.8 (18)

from
$499

Kid-friendly Michelangelo Tour with David and Accademia Gallery

On this 2.5-hour private tour, you'll enjoy a timed entry ticket to discover the majestic works of art in the world-famous Accademia Gallery in Florence. …More

Florence, Italy

5.0 (2)

Kid-friendly Michelangelo Tour with David and Accademia Gallery

On this 2.5-hour private tour, you'll enjoy a timed entry ticket to discover the majestic works of art in the world-famous Accademia Gallery in Florence....

2 hours 30 minutes

5.0 (2)

from
$114

Kayak tour on the river Arno, Pisa (aperitif upon request)

Discover the Tuscany city of Pisa from an original viewpoint and take unique selfies from the river Arno! Let our guide tell the story of …More

Pisa, Italy

4.9 (16)

Kayak tour on the river Arno, Pisa (aperitif upon request)

Discover the Tuscany city of Pisa from an original viewpoint and take unique selfies from the river Arno! Let our guide tell the story of...

2 hours Free Cancellation

4.9 (16)

from
$40

Art Florence: Uffizi Gallery with Expert Insights

With more than 2,200 works on display, visiting the Uffizi Gallery can be an overwhelming experience. We’ll make it easy for you with timed entry …More

Florence, Italy

5.0 (4)

Art Florence: Uffizi Gallery with Expert Insights

With more than 2,200 works on display, visiting the Uffizi Gallery can be an overwhelming experience. We’ll make it easy for you with timed entry...

1 hour 30 minutes

5.0 (4)

from
$77

Private Grape stomping in Chianti from Florence

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of …More

Florence, Italy

5.0 (12)

Private Grape stomping in Chianti from Florence

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$280

Private Montepulciano Wine Experience with Lunch in Local Setting

Immerse yourself in an unforgettable culinary journey through the picturesque hills of Val d'Orcia and Val di Chiana, where the charm of art, history, and …More

Montepulciano, Italy

5.0 (1)

Private Montepulciano Wine Experience with Lunch in Local Setting

Immerse yourself in an unforgettable culinary journey through the picturesque hills of Val d'Orcia and Val di Chiana, where the charm of art, history, and...

4 to 5 hours

5.0 (1)

from
$482

EXPLORE PISA AND LUCCA WITH LIMOSERVICEINITALY! This is a great opportunity to visit Pisa and Lucca on a private tour with the possibility to add …More

Florence, Italy

5.0 (12)

Pisa and Lucca Tour from Florence

EXPLORE PISA AND LUCCA WITH LIMOSERVICEINITALY! This is a great opportunity to visit Pisa and Lucca on a private tour with the possibility to add...

8 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$1,048

Hire a driver for The Mall Outlet - Limousine Service Florence

The number of hours available for go with a Mercedes vehicle and a professional driver English speaking, stay at The Mall OUTLET and return in …More

Florence, Italy

5.0 (11)

Hire a driver for The Mall Outlet - Limousine Service Florence

The number of hours available for go with a Mercedes vehicle and a professional driver English speaking, stay at The Mall OUTLET and return in...

1 to 11 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$712

Excellent Wine experience in English, Español, Purtuguês

On this tour we will visit two of the most beautiful cities in Tuscany, important both for art and culture and of considerable historical importance. …More

Florence, Italy

5.0 (12)

Excellent Wine experience in English, Español, Purtuguês

On this tour we will visit two of the most beautiful cities in Tuscany, important both for art and culture and of considerable historical importance....

8 hours Hotel pickup offered

5.0 (12)

from
$861

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

From Florence: Private Cortona & Montepulciano with Wine Lunch

Follow the footsteps of the film "Under the Tuscan Sun" on a private day trip from Florence. Travel through the Tuscan countryside, among vineyards, art …More

Florence, Italy

5.0 (1)

From Florence: Private Cortona & Montepulciano with Wine Lunch

Follow the footsteps of the film "Under the Tuscan Sun" on a private day trip from Florence. Travel through the Tuscan countryside, among vineyards, art...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$261

Frequently Asked Questions

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

What are the best options for Tuscany Luxury & Special Occasions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Luxury & Special Occasions are:

What are the best kid-friendly options for Tuscany Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Luxury & Special Occasions are:

View all kid-friendly Tours →

Which Tuscany Luxury & Special Occasions have Instant Confirmation?

Which Tuscany Luxury & Special Occasions have Free Cancellation?

Tuscany Luxury & Special Occasions 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 Luxury & Special Occasions have Hotel Pickup?

Got any more Tuscany trip ideas?

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