Top Tuscany Private Sightseeing Tours

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 →

Bella Toscana - San Gimignano plus 2 Chianti Wineries and lunch

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

Versilia, Italy

5.0 (13)

Bella Toscana - San Gimignano plus 2 Chianti Wineries and lunch

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...

8 hours Free Cancellation

5.0 (13)

from
$108

A fantastic way to see two wonderful cities in a single day. This full-day private tour (no more than 8 people) will have an English-speaking …More

La Spezia, Italy

5.0 (13)

Private Full-Day Shore Excursion

A fantastic way to see two wonderful cities in a single day. This full-day private tour (no more than 8 people) will have an English-speaking...

8 to 9 hours Free Cancellation

5.0 (13)

from
$266

Many tourists come to Florence for only a short time. The array of gold jewelry and leather goods is daunting! I can take you to …More

Florence, Italy

5.0 (13)

Guided Shopping in Florence

Many tourists come to Florence for only a short time. The array of gold jewelry and leather goods is daunting! I can take you to...

2 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$96

Create Polaroid Memories in Florence: Tour For Families with kids

Looking for an engaging experience with your family in Florence? The Polaroid Tour is the most entertaining way to discover the city with your loved …More

Florence, Italy

5.0 (13)

Create Polaroid Memories in Florence: Tour For Families with kids

Looking for an engaging experience with your family in Florence? The Polaroid Tour is the most entertaining way to discover the city with your loved...

2 hours 30 minutes Free Cancellation

5.0 (13)

from
$79

Chianti Wines and San Gimignano Tour from Florence (1 Winery)

This is a great opportunity to spend HALF DAY (5 hours) in Tuscany enjoying a great lunch and wine tastings. We will pick you up …More

Siena, Italy

5.0 (13)

Chianti Wines and San Gimignano Tour from Florence (1 Winery)

This is a great opportunity to spend HALF DAY (5 hours) in Tuscany enjoying a great lunch and wine tastings. We will pick you up...

5 hours Free Cancellation

5.0 (13)

from
$999

Chianti Wine Tasting Tour from Florence (2 Wineries)

WINE LOVERS, ARE YOU READY? This is a must do day trip for Wine Lovers! We will pick you up directly by your accommodation in …More

Florence, Italy

5.0 (13)

Chianti Wine Tasting Tour from Florence (2 Wineries)

WINE LOVERS, ARE YOU READY? This is a must do day trip for Wine Lovers! We will pick you up directly by your accommodation in...

8 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$1,118

Florence and Wine Tasting Private Tour from Livorno

ARE YOU READY FOR A GREAT DAY with LIMOSERVICEINITALY? FLORENCE AND WINE TASTING IN TUSCANY Enjoy a day exploring the highlights of Florence and a …More

Livorno, Italy

5.0 (13)

Florence and Wine Tasting Private Tour from Livorno

ARE YOU READY FOR A GREAT DAY with LIMOSERVICEINITALY? FLORENCE AND WINE TASTING IN TUSCANY Enjoy a day exploring the highlights of Florence and a...

9 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$1,004

Siena Tour and exclusive window on Piazza del Campo

A two hours enchanting walk, discovering Siena most beloved places. Start in front of the Basilica San Domenico, where the relics of St. Catherine are …More

Siena, Italy

5.0 (13)

Siena Tour and exclusive window on Piazza del Campo

A two hours enchanting walk, discovering Siena most beloved places. Start in front of the Basilica San Domenico, where the relics of St. Catherine are...

2 hours Free Cancellation

5.0 (13)

from
$40

Pisa: a tour to discover the most hated city in Tuscany

A private walking tour, in Italian or Russian, through the historic center to learn about the history, legends and funny stories of the city of …More

Pisa, Italy

5.0 (13)

Pisa: a tour to discover the most hated city in Tuscany

A private walking tour, in Italian or Russian, through the historic center to learn about the history, legends and funny stories of the city of...

2 hours 30 minutes Free Cancellation

5.0 (13)

from
$33

Valdorcia & Brunello Ebike Experience Tour

A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on …More

5.0 (13)

Valdorcia & Brunello Ebike Experience Tour

A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on...

6 hours Free Cancellation

5.0 (13)

from
$511

Uffizi Private Guided Tour + Optional Vasari Corridor Access

Discover the Renaissance with a 1.5-hours private guided tour of Florence’s Uffizi Gallery! Admire masterpieces by Botticelli, Michelangelo, and Caravaggio as your expert guide reveals …More

Florence, Italy

4.9 (12)

Uffizi Private Guided Tour + Optional Vasari Corridor Access

Discover the Renaissance with a 1.5-hours private guided tour of Florence’s Uffizi Gallery! Admire masterpieces by Botticelli, Michelangelo, and Caravaggio as your expert guide reveals...

2 hours Free Cancellation

4.9 (12)

from
$96

Private Montepulciano & Pienza Day Trip from Florence

Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle. This …More

Florence, Italy

5.0 (12)

Private Montepulciano & Pienza Day Trip from Florence

Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle. This...

8 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$876

Discover Florence and see the top places from your sightseeing list. Stroll through Piazza della Signoria, admire the magnificent Duomo and step into the temple …More

Florence, Italy

5.0 (12)

Private WALKING Tour and ACCADEMIA Gallery in Florence Italy

Discover Florence and see the top places from your sightseeing list. Stroll through Piazza della Signoria, admire the magnificent Duomo and step into the temple...

3 hours Free Cancellation

5.0 (12)

from
$122

From Florence: Private Day Trip to Leonardo's Birthplace & Lunch

Discover the genius of great Leonardo da Vinci through this 5-hour tour by an air-conditioned 7-seat van. You will leave from Florence and cross the …More

Florence, Italy

4.8 (12)

From Florence: Private Day Trip to Leonardo's Birthplace & Lunch

Discover the genius of great Leonardo da Vinci through this 5-hour tour by an air-conditioned 7-seat van. You will leave from Florence and cross the...

6 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$169

Livorno shore excursion: Bolgheri and Supertuscan private tour

Visit the best place for wine in Tuscany, the famous SuperTuscan and the Sassicaia area. Bolgheri is one of the best area about wine you …More

Livorno, Italy

5.0 (12)

Livorno shore excursion: Bolgheri and Supertuscan private tour

Visit the best place for wine in Tuscany, the famous SuperTuscan and the Sassicaia area. Bolgheri is one of the best area about wine you...

6 hours Free Cancellation

5.0 (12)

from
$123

Uffizi Gallery Florence Exclusive Guided Museum Tour

World-famous artists like Michelangelo and da Vinci all spent time in Florence, where their work is still proudly on display at the Uffizi. See why …More

Florence, Italy

5.0 (12)

Uffizi Gallery Florence Exclusive Guided Museum Tour

World-famous artists like Michelangelo and da Vinci all spent time in Florence, where their work is still proudly on display at the Uffizi. See why...

2 hours 30 minutes Free Cancellation

5.0 (12)

from
$123

Accademia Gallery Private Guided Tour & Timed Entry Ticktes

Our tours offer a distinct and exclusive experience at the Accademia Gallery, setting us apart from other companies. Here’s why: Access to the Accademia Gallery …More

Florence, Italy

5.0 (12)

Accademia Gallery Private Guided Tour & Timed Entry Ticktes

Our tours offer a distinct and exclusive experience at the Accademia Gallery, setting us apart from other companies. Here’s why: Access to the Accademia Gallery...

1 hour 15 minutes Free Cancellation

5.0 (12)

from
$113

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

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

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

Frequently Asked Questions

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

What are the best options for Tuscany Private Sightseeing Tours?

What are the best kid-friendly options for Tuscany Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Tuscany Private Sightseeing Tours have Free Cancellation?

Tuscany Private Sightseeing Tours 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 Private Sightseeing Tours have Hotel Pickup?

No problem. These Tuscany Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Tuscany trip ideas?

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