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 →

Fiesole : Florentine Hills, Roman Theater & PIAZZALE MICHELANGELO

Leave the chaos behind! Your route begins by exiting Porta San Gallo for an immediate ascent toward light and history! The hills of Fiesole, the …More

Florence, Italy

5.0 (77)

Fiesole : Florentine Hills, Roman Theater & PIAZZALE MICHELANGELO

Leave the chaos behind! Your route begins by exiting Porta San Gallo for an immediate ascent toward light and history! The hills of Fiesole, the...

2 hours 50 minutes Free Cancellation

5.0 (77)

from
$90

Florence Sightseeing Walking Tour with a Local Guide

This 2 hour walking city tour will take you to the highlights of the city of Florence led by a local expert guide. This tour is a great introduction to …More

Florence, Italy

4.9 (76)

Florence Sightseeing Walking Tour with a Local Guide

This 2 hour walking city tour will take you to the highlights of the city of Florence led by a local expert guide. This tour is a great introduction to...

2 hours Free Cancellation

4.9 (76)

from
$73

Immerse yourself in the authentic experience of a Chianti Wine Tour in Tuscany. Indulge in the opportunity to taste prestigious labels and great vintages, paired …More

Florence, Italy

5.0 (76)

Private Chianti wine tour

Immerse yourself in the authentic experience of a Chianti Wine Tour in Tuscany. Indulge in the opportunity to taste prestigious labels and great vintages, paired...

5 hours Hotel pickup offered

5.0 (76)

from
$241

Florence City Center Exclusive Guided Tour w/ Accademia & David

Relive the Italian Renaissance in Florence during this 2.5 hour private guided museum & walking tour covering highlights including the Accademia with Michelangelo's David. This …More

Florence, Italy

5.0 (75)

Florence City Center Exclusive Guided Tour w/ Accademia & David

Relive the Italian Renaissance in Florence during this 2.5 hour private guided museum & walking tour covering highlights including the Accademia with Michelangelo's David. This...

2 hours 30 minutes Free Cancellation

5.0 (75)

from
$123

2-Hour Private Evening Walking Guided Tour of Florence Culture

Begin your private tour with expert local guide in the cool and refreshing evening. The square full of life: locals meeting, children playing, visitors stopping …More

Florence, Italy

5.0 (74)

2-Hour Private Evening Walking Guided Tour of Florence Culture

Begin your private tour with expert local guide in the cool and refreshing evening. The square full of life: locals meeting, children playing, visitors stopping...

2 hours Free Cancellation

5.0 (74)

from
$112

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3 …More

Florence, Italy

4.9 (72)

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3...

8 hours Hotel pickup offered Free Cancellation

4.9 (72)

from
$329

Private Secrets of Florence Electric Bike Tour

Looking for a fun way to experience Florence without feeling overwhelmed or pressed for time? This relaxed private 2-hour e-bike tour is the perfect introduction …More

Florence, Italy

4.9 (71)

Private Secrets of Florence Electric Bike Tour

Looking for a fun way to experience Florence without feeling overwhelmed or pressed for time? This relaxed private 2-hour e-bike tour is the perfect introduction...

2 hours

4.9 (71)

from
$125

Florence Food and Wine Tasting Tour! Private with Local Expert

This tour is perfect for travelers that want to get a local experience! Meet up with your local, bilingual expert, and find out what it …More

Florence, Italy

5.0 (71)

Florence Food and Wine Tasting Tour! Private with Local Expert

This tour is perfect for travelers that want to get a local experience! Meet up with your local, bilingual expert, and find out what it...

3 hours Free Cancellation

5.0 (71)

from
$128

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this …More

Arezzo, Italy

5.0 (71)

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this...

8 hours Hotel pickup offered Free Cancellation

5.0 (71)

from
$308

Private Sunset Tour in a Vintage Gozzo on Elba Island

The gozzo is full of charm and history, equipped with every comfort. We will sail on the Eastern side and the tour itinerary will be …More

Isola d'Elba, Italy

4.9 (70)

Private Sunset Tour in a Vintage Gozzo on Elba Island

The gozzo is full of charm and history, equipped with every comfort. We will sail on the Eastern side and the tour itinerary will be...

2 to 4 hours Free Cancellation

4.9 (70)

from
$228

Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano

When your cruise ship docks in Livorno and you have only a single day to visit the surrounding Italian towns of Siena and San Gimignano, …More

Livorno, Italy

4.9 (69)

Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano

When your cruise ship docks in Livorno and you have only a single day to visit the surrounding Italian towns of Siena and San Gimignano,...

9 hours Free Cancellation

4.9 (69)

from
$155

Pisa to Lucca: Self-Guided Ride Along the Puccini Trail

This tour connects two of Tuscany’s most iconic cities through a scenic route combining nature, culture, and history. Starting in Pisa, you’ll follow cycle paths …More

Pisa, Italy

4.9 (68)

Pisa to Lucca: Self-Guided Ride Along the Puccini Trail

This tour connects two of Tuscany’s most iconic cities through a scenic route combining nature, culture, and history. Starting in Pisa, you’ll follow cycle paths...

5 to 8 hours Free Cancellation

4.9 (68)

from
$40

Private Tour of Chianti Siena and San Gimignano by Minivan

It will be your special day. The driver will be at your disposal and will discuss with you all the possible solutions, so he will …More

Florence, Italy

4.8 (68)

Private Tour of Chianti Siena and San Gimignano by Minivan

It will be your special day. The driver will be at your disposal and will discuss with you all the possible solutions, so he will...

8 to 9 hours Hotel pickup offered Free Cancellation

4.8 (68)

from
$742

Private tour from Livorno port to Pisa and Florence

Exclusive tour in a top-of-the-range mercedes van, professional English and Spanish speaking driver, you won't have to take long walks because our vehicles are authorized …More

Livorno, Italy

4.9 (67)

Private tour from Livorno port to Pisa and Florence

Exclusive tour in a top-of-the-range mercedes van, professional English and Spanish speaking driver, you won't have to take long walks because our vehicles are authorized...

9 hours Free Cancellation

4.9 (67)

from
$838

Explore Florence with a personalized walking tour, led by an expert guide starting from your hotel. Discover the vibrant Central Market, Medici Chapels, and Basilica …More

Florence, Italy

4.8 (66)

Private Guided Walking Tour of Florence

Explore Florence with a personalized walking tour, led by an expert guide starting from your hotel. Discover the vibrant Central Market, Medici Chapels, and Basilica...

3 hours Hotel pickup offered Free Cancellation

4.8 (66)

from
$28

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss …More

Florence, Italy

5.0 (66)

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss...

8 hours Hotel pickup offered Free Cancellation

5.0 (66)

from
$187

Private Tuscany Tour from Florence: Siena, San Gimignano, Chianti

Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions, …More

Florence, Italy

5.0 (63)

Private Tuscany Tour from Florence: Siena, San Gimignano, Chianti

Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions,...

8 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$138

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert, …More

Florence, Italy

5.0 (63)

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert,...

8 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$913

Florence and Pisa Shore Excursion from Livorno

Private Shore Excursion to Pisa and Florence from Livorno port with English speaking driver and licensed guide in Florence: with 9 seater Mercedes minivan with …More

Livorno, Italy

4.9 (60)

Florence and Pisa Shore Excursion from Livorno

Private Shore Excursion to Pisa and Florence from Livorno port with English speaking driver and licensed guide in Florence: with 9 seater Mercedes minivan with...

8 to 9 hours Free Cancellation

4.9 (60)

from
$1,078

Tour Cinque Terre and Pisa Leaning Tower from Florence Private

Private (up to 8 people) Cinque Terre and Pisa leaning tower tour in a Black Mercedes Minivan. Visit the Cinque Terre and experience all the …More

Florence, Italy

5.0 (59)

Tour Cinque Terre and Pisa Leaning Tower from Florence Private

Private (up to 8 people) Cinque Terre and Pisa leaning tower tour in a Black Mercedes Minivan. Visit the Cinque Terre and experience all the...

12 hours Hotel pickup offered Free Cancellation

5.0 (59)

from
$2,174

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?

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

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?