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 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 →

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

5.0 (20)

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....

5 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$677

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

5.0 (24)

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...

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

5.0 (22)

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....

6 hours Free Cancellation

5.0 (22)

from
$144

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

5.0 (2)

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...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$435

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

4.9 (23)

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...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$328

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

5.0 (21)

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$480

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

5.0 (23)

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...

1 to 4 hours Free Cancellation

5.0 (23)

from
$71

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

5.0 (4)

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...

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$358

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

5.0 (4)

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...

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

4.8 (20)

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...

4 to 8 hours Free Cancellation

4.8 (20)

from
$75

Private tour from Florence to CORTONA & MONTEPULCIANO

Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of …More

Florence, Italy

5.0 (19)

Private tour from Florence to CORTONA & MONTEPULCIANO

Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of...

8 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$176

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

5.0 (29)

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...

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

4.9 (23)

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...

8 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$1,091

Private Tour: 2 Hours Florence Walking Tour

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city …More

Florence, Italy

5.0 (24)

Private Tour: 2 Hours Florence Walking Tour

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city...

2 hours Free Cancellation

5.0 (24)

from
$298

Private Tour from Florence Cinque Terre with Tower of Pisa

Visit the historic towns of Manarola, Vernazza, and Riomaggiore with its terraced slopes, pastel squares, and numerous viewing points Reach Vernazza by boat and explore …More

Florence, Italy

4.8 (37)

Private Tour from Florence Cinque Terre with Tower of Pisa

Visit the historic towns of Manarola, Vernazza, and Riomaggiore with its terraced slopes, pastel squares, and numerous viewing points Reach Vernazza by boat and explore...

11 hours Free Cancellation

4.8 (37)

from
$207

The Best of Cinque Terre Small Group Tour from Viareggio

Explore Cinque Terre with rare flora and small villages that hug the coastline. Plenty of time to swim, enjoy lunch, taste home-made Italian gelato. Our …More

Versilia, Italy

4.8 (24)

The Best of Cinque Terre Small Group Tour from Viareggio

Explore Cinque Terre with rare flora and small villages that hug the coastline. Plenty of time to swim, enjoy lunch, taste home-made Italian gelato. Our...

9 hours Free Cancellation

4.8 (24)

from
$193

Siena and San Gimignano Tour from Florence

A full and relaxing day visiting the most beautiful attractions in the countryside outside of Florence, get an introduction of our lifestyle, explore amazing locations, …More

Florence, Italy

4.9 (23)

Siena and San Gimignano Tour from Florence

A full and relaxing day visiting the most beautiful attractions in the countryside outside of Florence, get an introduction of our lifestyle, explore amazing locations,...

8 to 9 hours Hotel pickup offered

4.9 (23)

from
$1,084

Cinque Terre and Pisa Private Tour from Livorno

Enjoy a full day tour to the breathtaking Cinque Terre! We will visit 2 villages and you will have also time for shopping and enjoying …More

Livorno, Italy

5.0 (24)

Cinque Terre and Pisa Private Tour from Livorno

Enjoy a full day tour to the breathtaking Cinque Terre! We will visit 2 villages and you will have also time for shopping and enjoying...

9 hours Free Cancellation

5.0 (24)

from
$1,324

Chianti & Supertuscan Private Tour 2 Wineries with light lunch

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you …More

Versilia, Italy

5.0 (8)

Chianti & Supertuscan Private Tour 2 Wineries with light lunch

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you...

7 hours Free Cancellation

5.0 (8)

from
$169

Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old …More

Livorno, Italy

5.0 (8)

Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old...

7 to 8 hours Free Cancellation

5.0 (8)

from
$125

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?

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?