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 →

Small-Group Pasta Cooking Class and Market Tour in Florence

Sant'Ambrogio Market Tour and Pasta Making – what a combo! Discover a true local market in the heart of Florence, then elevate your skills in …More

Florence, Italy

5.0 (7)

Small-Group Pasta Cooking Class and Market Tour in Florence

Sant'Ambrogio Market Tour and Pasta Making – what a combo! Discover a true local market in the heart of Florence, then elevate your skills in...

4 hours Free Cancellation

5.0 (7)

from
$170

From Florence: Bologna Food Day Trip with Local Tastings

Embark on a flavorful journey through Italy’s renowned food traditions with this day trip from Florence. Departing from Piazzale Montelungo, board a comfortable coach and …More

Florence, Italy

5.0 (2)

From Florence: Bologna Food Day Trip with Local Tastings

Embark on a flavorful journey through Italy’s renowned food traditions with this day trip from Florence. Departing from Piazzale Montelungo, board a comfortable coach and...

11 hours Free Cancellation

5.0 (2)

from
$372

From Florence: Chianti Wine Tour with Tastings & San Gimignano

Escape the city for a memorable morning in the heart of Chianti. Departing from Florence, travel through rolling Tuscan hills dotted with vineyards and olive …More

Florence, Italy

4.4 (13)

From Florence: Chianti Wine Tour with Tastings & San Gimignano

Escape the city for a memorable morning in the heart of Chianti. Departing from Florence, travel through rolling Tuscan hills dotted with vineyards and olive...

5 hours 30 minutes Free Cancellation

4.4 (13)

from
$56

Private Chianti Wine Tasting & Brolio Castle Experience

Embark on a private adventure through the beautiful Chianti wine region, accompanied by an expert local guide and driver in an exclusive vehicle. Begin at …More

Florence, Italy

4.8 (5)

Private Chianti Wine Tasting & Brolio Castle Experience

Embark on a private adventure through the beautiful Chianti wine region, accompanied by an expert local guide and driver in an exclusive vehicle. Begin at...

8 hours Free Cancellation

4.8 (5)

from
$426

Treasures of Florence: Guided Walking Tour of City Highlights

Discover Florence’s Renaissance wonders on this guided walking tour through the city’s most iconic landmarks. Begin at San Lorenzo, one of the city’s oldest districts, …More

Florence, Italy

4.8 (11)

Treasures of Florence: Guided Walking Tour of City Highlights

Discover Florence’s Renaissance wonders on this guided walking tour through the city’s most iconic landmarks. Begin at San Lorenzo, one of the city’s oldest districts,...

1 hour 30 minutes Free Cancellation

4.8 (11)

from
$56

Florence Duomo Cathedral Guided Tour & Optional VIP Access

Immerse yourself in Florence's Santa Maria del Fiore Cathedral with our multilingual guided tour. Explore its history and artistry with expert tour leaders, learning about …More

Florence, Italy

4.7 (6)

Florence Duomo Cathedral Guided Tour & Optional VIP Access

Immerse yourself in Florence's Santa Maria del Fiore Cathedral with our multilingual guided tour. Explore its history and artistry with expert tour leaders, learning about...

1 hour 30 minutes Free Cancellation

4.7 (6)

from
$11

From Florence The Immersive Tuscan Winery Experience

Your experience begins with a warm welcome and a guided tour through the scenic vineyard, nestled among the rolling hills. As you stroll between the …More

Florence, Italy

5.0 (2)

From Florence The Immersive Tuscan Winery Experience

Your experience begins with a warm welcome and a guided tour through the scenic vineyard, nestled among the rolling hills. As you stroll between the...

3 to 4 hours Free Cancellation

5.0 (2)

from
$157

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and …More

Siena, Italy

4.8 (8)

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and...

10 to 11 hours Free Cancellation

4.8 (8)

from
$261

Florence: Private Tour. Accademia Gallery David's Statue & Uffizi

Join a private guided tour of the most spectacular attractions in Florence: Uffizi and the famous David's statue by Michelangelo in Academia Gallery, Piazza Duomo, …More

Florence, Italy

5.0 (1)

Florence: Private Tour. Accademia Gallery David's Statue & Uffizi

Join a private guided tour of the most spectacular attractions in Florence: Uffizi and the famous David's statue by Michelangelo in Academia Gallery, Piazza Duomo,...

3 hours Hotel pickup offered

5.0 (1)

from
$274

Siena Private Highlights and Hidden Gems Walking Tour

This walking tour offers a truly local take on Siena, far beyond the postcard views. With your host, you’ll explore hidden chapels, medieval backstreets, peaceful …More

Siena, Italy

4.9 (16)

Siena Private Highlights and Hidden Gems Walking Tour

This walking tour offers a truly local take on Siena, far beyond the postcard views. With your host, you’ll explore hidden chapels, medieval backstreets, peaceful...

2 to 6 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$69

Chianti Half Day Wine Tasting Tour from Siena

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in …More

Siena, Italy

4.8 (10)

Chianti Half Day Wine Tasting Tour from Siena

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in...

5 hours Free Cancellation

4.8 (10)

from
$56

Private Day Trip to Cinque Terre Villages from Florence

Begin your day with private pickup from your hotel in Florence by a friendly English-speaking driver in a comfortable, air-conditioned vehicle. Enjoy a scenic ride …More

Florence, Italy

5.0 (1)

Private Day Trip to Cinque Terre Villages from Florence

Begin your day with private pickup from your hotel in Florence by a friendly English-speaking driver in a comfortable, air-conditioned vehicle. Enjoy a scenic ride...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$220

Florence Brunelleschi Dome Climb Entry Ticket and Duomo

Ascend Brunelleschi’s Dome, the crown jewel of Florence Cathedral. Designed by Filippo Brunelleschi, this engineering marvel took 15 years to complete, becoming the largest dome …More

Florence, Italy

4.4 (7)

Florence Brunelleschi Dome Climb Entry Ticket and Duomo

Ascend Brunelleschi’s Dome, the crown jewel of Florence Cathedral. Designed by Filippo Brunelleschi, this engineering marvel took 15 years to complete, becoming the largest dome...

3 days Free Cancellation

4.4 (7)

from
$131

Florence Small-Group Walking Tour with Tuscan Gourmet Aperitif

Discover Florence’s most iconic landmarks on a 1.5 h small-group monolingual guided walking tour that brings the city’s Renaissance charm to life. Stroll through Florence’s …More

Florence, Italy

5.0 (1)

Florence Small-Group Walking Tour with Tuscan Gourmet Aperitif

Discover Florence’s most iconic landmarks on a 1.5 h small-group monolingual guided walking tour that brings the city’s Renaissance charm to life. Stroll through Florence’s...

2 to 5 hours Free Cancellation

5.0 (1)

from
$90

Cities, Cheese and Wine Tour in Pienza & Montepulciano

Pienza and Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including …More

Siena, Italy

4.9 (25)

Cities, Cheese and Wine Tour in Pienza & Montepulciano

Pienza and Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (25)

from
$330

Best of Florence: City Highlights Guided Tour

Discover Florence from a local perspective on a small group walking tour designed to bring the city’s history and beauty to life. Follow your expert …More

Florence, Italy

4.1 (30)

Best of Florence: City Highlights Guided Tour

Discover Florence from a local perspective on a small group walking tour designed to bring the city’s history and beauty to life. Follow your expert...

1 hour Free Cancellation

4.1 (30)

from
$33

Explore Florence’s Secrets with Bonus eBook

Discover the imposing grandeur of Florence Cathedral, the famous Duomo, on a tour that reveals one of the greatest masterpieces of Renaissance architecture. Accompanied by …More

Florence, Italy

5.0 (2)

Explore Florence’s Secrets with Bonus eBook

Discover the imposing grandeur of Florence Cathedral, the famous Duomo, on a tour that reveals one of the greatest masterpieces of Renaissance architecture. Accompanied by...

1 hour Free Cancellation

5.0 (2)

from
$153

Siena walking tour with Gelato & Prosecco

This is a city walking tour that will give you the occasion the see this city from the eyes of a local. Your Guide is …More

Siena, Italy

4.9 (9)

Siena walking tour with Gelato & Prosecco

This is a city walking tour that will give you the occasion the see this city from the eyes of a local. Your Guide is...

1 hour 30 minutes Free Cancellation

4.9 (9)

from
$62

Private Chianti and SuperTuscan Tour 2 wineries with Light Lunch from Livorno

Take part in this beautiful wine experience with lunch in a Tuscan farm. This tour has an itinerary dedicated to wine lovers in the famous …More

Livorno, Italy

4.6 (5)

Private Chianti and SuperTuscan Tour 2 wineries with Light Lunch from Livorno

Take part in this beautiful wine experience with lunch in a Tuscan farm. This tour has an itinerary dedicated to wine lovers in the famous...

7 hours Free Cancellation

4.6 (5)

from
$209

Uffizi Gallery private tour with skip the line ticket

The Uffizi Gallery needs no introduction: make the most out of the visit of the cradle of Renaissance art (and more!) led by a passionate …More

Florence, Italy

4.8 (4)

Uffizi Gallery private tour with skip the line ticket

The Uffizi Gallery needs no introduction: make the most out of the visit of the cradle of Renaissance art (and more!) led by a passionate...

2 hours

4.8 (4)

from
$97

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?