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 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 Florence Accademia Gallery Tour & Timed Entry Tickets Included 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 →

Private & Group Photo Tours in Florence with a Photographer

See Florence’s unique Renaissance atmosphere and learn how to take better pictures on a photo walk with a professional photographer. Bring along your camera and …More

Florence, Italy

5.0 (34)

Private & Group Photo Tours in Florence with a Photographer

See Florence’s unique Renaissance atmosphere and learn how to take better pictures on a photo walk with a professional photographer. Bring along your camera and...

2 hours Free Cancellation

5.0 (34)

from
$46

Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany

Experience a full-day, private tour of the Tuscan gems, Pisa, Siena, and San Gimignano. Let your private driver do all the paperwork and explore Siena, Pisa and …More

Florence, Italy

4.9 (133)

Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany

Experience a full-day, private tour of the Tuscan gems, Pisa, Siena, and San Gimignano. Let your private driver do all the paperwork and explore Siena, Pisa and...

10 hours Hotel pickup offered Free Cancellation

4.9 (133)

from
$177

Cinque Terre Private Tour by Minivan and Ferry-Boat Shore excursion from Livorno

Discover the colorful picturesque villages scattered along the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village by minivan and then …More

Livorno, Italy

4.9 (34)

Cinque Terre Private Tour by Minivan and Ferry-Boat Shore excursion from Livorno

Discover the colorful picturesque villages scattered along the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village by minivan and then...

9 hours Free Cancellation

4.9 (34)

from
$129

Private Cinque Terre Experience from Florence

Explore the scenic Italian Riviera! Discover one of Italy’s most amazing destinations, the unforgettable Ligurian Coast of Cinque Terre, UNESCO World Heritage site. Enjoy scenic …More

Florence, Italy

4.9 (102)

Private Cinque Terre Experience from Florence

Explore the scenic Italian Riviera! Discover one of Italy’s most amazing destinations, the unforgettable Ligurian Coast of Cinque Terre, UNESCO World Heritage site. Enjoy scenic...

12 hours Hotel pickup offered Free Cancellation

4.9 (102)

from
$657

Highlights of Florence Bike Tour (E-bike Upgrade Available)

Our Florence Highlights 3-hour bike tour offers a fun and relaxing way to explore the 'Cradle of the Renaissance' and a treasure trove of Italian …More

Florence, Italy

4.8 (148)

Highlights of Florence Bike Tour (E-bike Upgrade Available)

Our Florence Highlights 3-hour bike tour offers a fun and relaxing way to explore the 'Cradle of the Renaissance' and a treasure trove of Italian...

3 hours Free Cancellation

4.8 (148)

from
$45

Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has …More

Florence, Italy

4.9 (143)

Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has...

8 hours Hotel pickup offered Free Cancellation

4.9 (143)

from
$120

Livorno: Florence Optional Walking Tour and Accademia Entry

If you are stopping for the day at the port of Livorno and want to visit Florence, this round-trip transfer makes the logistics a snap. …More

Livorno, Italy

4.3 (327)

Livorno: Florence Optional Walking Tour and Accademia Entry

If you are stopping for the day at the port of Livorno and want to visit Florence, this round-trip transfer makes the logistics a snap....

8 hours Free Cancellation

4.3 (327)

from
$40

Pisa & Cinque Terre from Florence Small Group Experience - Max 8

Discover Pisa and the Cinque Terre on a well-organized full-day trip from Florence, designed to maximize your time without the stress of logistics. Travel in …More

Florence, Italy

4.7 (437)

Pisa & Cinque Terre from Florence Small Group Experience - Max 8

Discover Pisa and the Cinque Terre on a well-organized full-day trip from Florence, designed to maximize your time without the stress of logistics. Travel in...

13 hours Free Cancellation

4.7 (437)

from
$124

Florence & Pisa – Two Treasures in one day

Enjoy a wonderful day in Pisa and Florence on this day-trip by bus! Meet your driver and tour leader at the meeting point and start …More

Livorno, Italy

4.8 (27)

Florence & Pisa – Two Treasures in one day

Enjoy a wonderful day in Pisa and Florence on this day-trip by bus! Meet your driver and tour leader at the meeting point and start...

8 hours Free Cancellation

4.8 (27)

from
$47

Cortona - eBike tour and wine tasting in the Val di Chiana [+40€]

- Guaranteed departure with 4+ guests. - This is a bike tour, so it’s important that you feel confident riding for your safety and the …More

Arezzo, Italy

4.9 (44)

Cortona - eBike tour and wine tasting in the Val di Chiana [+40€]

- Guaranteed departure with 4+ guests. - This is a bike tour, so it’s important that you feel confident riding for your safety and the...

5 to 6 hours Free Cancellation

4.9 (44)

from
$213

Exclusive Early Morning Uffizi: Semi-Private with Private Option

Be the first to enter the famous Uffizi gallery with time entry ticket right as the doors are opening and the crowds have not yet …More

Florence, Italy

5.0 (152)

Exclusive Early Morning Uffizi: Semi-Private with Private Option

Be the first to enter the famous Uffizi gallery with time entry ticket right as the doors are opening and the crowds have not yet...

1 hour 30 minutes Free Cancellation

5.0 (152)

from
$135

Florence in a Day : Academy, Uffizi and City Walk

Some of the most famous artists of Italy, including Michelangelo, Leonardo da Vinci, and Botticelli, found their inspiration in Florence. On this full-day walking tour …More

Florence, Italy

5.0 (127)

Florence in a Day : Academy, Uffizi and City Walk

Some of the most famous artists of Italy, including Michelangelo, Leonardo da Vinci, and Botticelli, found their inspiration in Florence. On this full-day walking tour...

7 hours 30 minutes

5.0 (127)

from
$169

Florence in a Day Semi Private Tour | MAX 6 PEOPLE GUARANTEED

This Florence in a Day Semi Private Tour shares with you the best of the stunning Italian city known as the birthplace of the Renaissance, …More

Florence, Italy

5.0 (101)

Florence in a Day Semi Private Tour | MAX 6 PEOPLE GUARANTEED

This Florence in a Day Semi Private Tour shares with you the best of the stunning Italian city known as the birthplace of the Renaissance,...

7 hours Free Cancellation

5.0 (101)

from
$419

Lucca: Self-Guided Tour by Bike with MAP

LUCCA BY BIKE AT YOUR OWN PACE Explore Lucca independently on a self-guided bike tour. Use the provided map and detailed notes to get a …More

Lucca, Italy

4.7 (58)

Lucca: Self-Guided Tour by Bike with MAP

LUCCA BY BIKE AT YOUR OWN PACE Explore Lucca independently on a self-guided bike tour. Use the provided map and detailed notes to get a...

4 hours Free Cancellation

4.7 (58)

from
$20

Florence Food and Wine Walking Tour - Private

Join us on an unforgettable journey through the charming streets of Florence and discover the authentic flavors of Tuscan cuisine. Our adventure begins in a …More

Florence, Italy

5.0 (27)

Florence Food and Wine Walking Tour - Private

Join us on an unforgettable journey through the charming streets of Florence and discover the authentic flavors of Tuscan cuisine. Our adventure begins in a...

3 hours Free Cancellation

5.0 (27)

from
$86

Half-Day Chianti Escape from Florence with Two Wine Tastings

Discover the colours and flavours of Tuscany and explore its beautiful vineyards and rolling hills. The highlights of the day will be 2 wine tastings …More

Florence, Italy

4.4 (285)

Half-Day Chianti Escape from Florence with Two Wine Tastings

Discover the colours and flavours of Tuscany and explore its beautiful vineyards and rolling hills. The highlights of the day will be 2 wine tastings...

5 hours Free Cancellation

4.4 (285)

from
$56

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza, …More

Florence, Italy

4.8 (70)

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza,...

11 hours Free Cancellation

4.8 (70)

from
$49

Small Group Chianti Wine Tasting with Seven Tuscan Wines

Departs at 10am from central Florence by comfortable, air-conditioned van transport, accompanied by a bi-lingual guide. After the cantina visit, sit down and relax to …More

Florence, Italy

4.9 (104)

Small Group Chianti Wine Tasting with Seven Tuscan Wines

Departs at 10am from central Florence by comfortable, air-conditioned van transport, accompanied by a bi-lingual guide. After the cantina visit, sit down and relax to...

4 hours 30 minutes Free Cancellation

4.9 (104)

from
$143

Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

When your cruise ship docks in Livorno and you have only a single day to see the Tuscan countryside, you’ll need a privately guided, fully …More

Chianti, Italy

5.0 (91)

Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

When your cruise ship docks in Livorno and you have only a single day to see the Tuscan countryside, you’ll need a privately guided, fully...

9 hours Free Cancellation

5.0 (91)

from
$206

Private Chianti Safari: Off Road Tuscany Wine Tour with Lunch from Florence

For connoisseurs and amateurs alike, there’s no better way to explore the famous Chianti vineyards and sample the world-class tipples for which the area is …More

Florence, Italy

5.0 (31)

Private Chianti Safari: Off Road Tuscany Wine Tour with Lunch from Florence

For connoisseurs and amateurs alike, there’s no better way to explore the famous Chianti vineyards and sample the world-class tipples for which the area is...

8 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$559

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?