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 →

Montepulciano, Pienza, and the Essence of Val d'Orcia

Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned …More

Florence, Italy

5.0 (11)

Montepulciano, Pienza, and the Essence of Val d'Orcia

Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$297

Florence Wine Windows Tour with Food or River Cruise Option

Step into Florence's hidden side with an unforgettable evening walking tour! Start in Piazza della Repubblica, discover secret corners, snap photos at iconic spots like …More

Florence, Italy

4.5 (19)

Florence Wine Windows Tour with Food or River Cruise Option

Step into Florence's hidden side with an unforgettable evening walking tour! Start in Piazza della Repubblica, discover secret corners, snap photos at iconic spots like...

1 hour 30 minutes Free Cancellation

4.5 (19)

from
$40

Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting

Depart from Siena and enjoy a full-day tour to Pisa, San Gimignano, and Chianti. Savor a traditional lunch at a Chianti winery with antipasto, fresh …More

Siena, Italy

4.5 (6)

Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting

Depart from Siena and enjoy a full-day tour to Pisa, San Gimignano, and Chianti. Savor a traditional lunch at a Chianti winery with antipasto, fresh...

11 hours Free Cancellation

4.5 (6)

from
$90

Private Carrara Marble Experience from Florence

The world of marble is not just about extraction and craftsmanship—it is the story of a land and its people, whose identity has long been …More

Florence, Italy

5.0 (4)

Private Carrara Marble Experience from Florence

The world of marble is not just about extraction and craftsmanship—it is the story of a land and its people, whose identity has long been...

10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$794

Carrara's Marble Quarries Tour & Light Lunch + Lardo PGI

MINIMUM NUMBER OF PARTICIPANTS: 4 This tour at Carrara Marble Quarries will take you to discover the heart of the marble basins and the village …More

Pisa, Italy

5.0 (3)

Carrara's Marble Quarries Tour & Light Lunch + Lardo PGI

MINIMUM NUMBER OF PARTICIPANTS: 4 This tour at Carrara Marble Quarries will take you to discover the heart of the marble basins and the village...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$112

From Florence to Portofino: Private Minivan Day Trip

Set off from Florence and reach Pisa in about an hour for a brief stop at Piazza dei Miracoli. Then continue toward the Ligurian coast, …More

Florence, Italy

5.0 (4)

From Florence to Portofino: Private Minivan Day Trip

Set off from Florence and reach Pisa in about an hour for a brief stop at Piazza dei Miracoli. Then continue toward the Ligurian coast,...

12 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$199

Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland

Embark on an unforgettable journey through the enchanting landscapes of Tuscany and Umbria, departing from the art-filled city of Florence. This exclusive tour offers the …More

Florence, Italy

5.0 (1)

Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland

Embark on an unforgettable journey through the enchanting landscapes of Tuscany and Umbria, departing from the art-filled city of Florence. This exclusive tour offers the...

10 hours Free Cancellation

5.0 (1)

from
$271

Volterra and San Gimignano From Florence

Discover the timeless beauty of Tuscany with a tour that takes you through the enchanting towns of Volterra and San Gimignano, capped off with a …More

Florence, Italy

5.0 (1)

Volterra and San Gimignano From Florence

Discover the timeless beauty of Tuscany with a tour that takes you through the enchanting towns of Volterra and San Gimignano, capped off with a...

10 hours Free Cancellation

5.0 (1)

from
$277

Timed Entry Ticket and enjoy immediate entry to the Academia Gallery, home to Michelangelo's David and other Renaissance masterpieces. Explore the gallery at your own …More

Florence, Italy

5.0 (12)

Academia Gallery Timed- Entry Tickets

Timed Entry Ticket and enjoy immediate entry to the Academia Gallery, home to Michelangelo's David and other Renaissance masterpieces. Explore the gallery at your own...

1 hour

5.0 (12)

from
$48

Discover Florence’s city center’s treasures and striking views from an unusual viewpoint: by bike! Cycle off leisurely, escorted by your dedicated private guide, through ancient …More

Florence, Italy

5.0 (11)

Florence Private Vintage Bike Tour

Discover Florence’s city center’s treasures and striking views from an unusual viewpoint: by bike! Cycle off leisurely, escorted by your dedicated private guide, through ancient...

2 hours Free Cancellation

5.0 (11)

from
$86

Flying in Chianti is a unique experience, which allows you to immerse yourself in nature without even having to touch the ground. From above you …More

Florence, Italy

5.0 (10)

Hot-Air Balloon Flight over Chianti

Flying in Chianti is a unique experience, which allows you to immerse yourself in nature without even having to touch the ground. From above you...

2 to 3 hours Free Cancellation

5.0 (10)

from
$307

Sunrise Balloon Flight over Tuscany with Breakfast and Photos

Soar above Tuscany’s rolling vineyards and ancient villages in our exclusive hot air balloon adventure—the most photogenic flight in all of Tuscany. Whether you’re seeking …More

Florence, Italy

4.9 (14)

Sunrise Balloon Flight over Tuscany with Breakfast and Photos

Soar above Tuscany’s rolling vineyards and ancient villages in our exclusive hot air balloon adventure—the most photogenic flight in all of Tuscany. Whether you’re seeking...

3 hours Free Cancellation

4.9 (14)

from
$307

Outstanding countryside bike ride - Tailor made tour

Tell us more about your plans, and we'll customize the distance and elevation to match your cycling habits and fitness level. …More

Florence, Italy

4.8 (16)

Outstanding countryside bike ride - Tailor made tour

Tell us more about your plans, and we'll customize the distance and elevation to match your cycling habits and fitness level....

4 hours Free Cancellation

4.8 (16)

from
$499

Florence Private Golf Cart Tour Art Tuscan Landscapes and Wine

Experience Florence with calm, comfort and elegance, aboard an exclusive electric vehicle with ergonomic seats and independent suspension, designed to offer you a smooth and …More

Florence, Italy

5.0 (4)

Florence Private Golf Cart Tour Art Tuscan Landscapes and Wine

Experience Florence with calm, comfort and elegance, aboard an exclusive electric vehicle with ergonomic seats and independent suspension, designed to offer you a smooth and...

2 hours Free Cancellation

5.0 (4)

from
$89

Florence: Chianti Wine Tour & San Gimignano with 2 Wineries

Leave the crowds of Florence behind and discover the beauty of Tuscany on this Chianti morning wine tour. Travel through the iconic Tuscan countryside and …More

Florence, Italy

5.0 (1)

Florence: Chianti Wine Tour & San Gimignano with 2 Wineries

Leave the crowds of Florence behind and discover the beauty of Tuscany on this Chianti morning wine tour. Travel through the iconic Tuscan countryside and...

5 hours 40 minutes Free Cancellation

5.0 (1)

from
$56

Volterra wines, sensory emotions of organic farming

Are you looking for a destination far away from the most crowded destinations in Tuscany where you can live an authentic and familiar wine cellar …More

Pisa, Italy

4.9 (13)

Volterra wines, sensory emotions of organic farming

Are you looking for a destination far away from the most crowded destinations in Tuscany where you can live an authentic and familiar wine cellar...

1 hour 30 minutes Free Cancellation

4.9 (13)

from
$40

San Gimignano & Tuscan Wine Tasting from Florence

Discover the charm of San Gimignano and experience Tuscany's culinary delights on this half-day tour from Florence. Begin your adventure in an air-conditioned van, taking …More

Florence, Italy

5.0 (4)

San Gimignano & Tuscan Wine Tasting from Florence

Discover the charm of San Gimignano and experience Tuscany's culinary delights on this half-day tour from Florence. Begin your adventure in an air-conditioned van, taking...

5 hours Free Cancellation

5.0 (4)

from
$189

Florence Walking Tour Explore Renaissance Gems and Wine Window

Discover the essence of Florence on this intimate walking tour led by a certified local guide. Journey through the historic center, starting in the San …More

Florence, Italy

5.0 (17)

Florence Walking Tour Explore Renaissance Gems and Wine Window

Discover the essence of Florence on this intimate walking tour led by a certified local guide. Journey through the historic center, starting in the San...

2 hours Free Cancellation

5.0 (17)

from
$79

Open Top Van!! Half Day in Chianti with Wine Tasting

If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine …More

Chianti, Italy

5.0 (10)

Open Top Van!! Half Day in Chianti with Wine Tasting

If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine...

4 to 5 hours Free Cancellation

5.0 (10)

from
$153

Journey into Art: Florence's Accademia + Ebook

Discover the timeless artistic treasures of Florence on this guided tour of the Accademia Gallery. Accompanied by an expert guide, you will explore world-renowned masterpieces, …More

Florence, Italy

4.7 (3)

Journey into Art: Florence's Accademia + Ebook

Discover the timeless artistic treasures of Florence on this guided tour of the Accademia Gallery. Accompanied by an expert guide, you will explore world-renowned masterpieces,...

1 hour Free Cancellation

4.7 (3)

from
$136

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?