Top Tuscany Private Sightseeing Tours

Q: Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include: Chianti Heli Wine Tour Fly Brunello - Heli Wine Tour Four Days Private Tuscany City Tour from Florence Luxury Balloon Tour in Tuscany Tuscany Multi Day Bike Tour History Wine and Local Flavors View all Tours with Instant Confirmation →

Q: I need a ride! Which Tuscany Private Sightseeing Tours have Hotel Pickup?

No problem. These Tuscany Private Sightseeing Tours include Hotel Pickup: Chianti Heli Wine Tour Fly Brunello - Heli Wine Tour Four Days Private Tuscany City Tour from Florence Luxury Balloon Tour in Tuscany Three Days Tuscany Winery Tour from Florence 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 →

Exclusive lunch, Winery tour, Organic wines in Chianti Classico

Immerse yourself in the beauty of the Tuscan countryside of Panzanello. You will be fascinated by the spectacle of the cypress trees that will accompany …More

Florence, Italy

5.0 (8)

Exclusive lunch, Winery tour, Organic wines in Chianti Classico

Immerse yourself in the beauty of the Tuscan countryside of Panzanello. You will be fascinated by the spectacle of the cypress trees that will accompany...

2 to 3 hours Free Cancellation

5.0 (8)

from
$126

Private Half day Tour in Chianti, San Gimignano with wine tasting

Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old …More

Florence, Italy

5.0 (28)

Private Half day Tour in Chianti, San Gimignano with wine tasting

Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old...

5 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$126

Discover the most beautiful places of Pisa together with our professional photographer and our companion who will take wonderful photos in front of the Leaning …More

Pisa, Italy

5.0 (6)

Pisa walking tour with private shooting

Discover the most beautiful places of Pisa together with our professional photographer and our companion who will take wonderful photos in front of the Leaning...

2 to 3 hours Free Cancellation

5.0 (6)

from
$126

During this 2-hour private tour, your expert guide will lead you through the most important and interesting sites of the beautiful city of Arezzo. You …More

Arezzo, Italy

5.0 (4)

Arezzo Private walking tour

During this 2-hour private tour, your expert guide will lead you through the most important and interesting sites of the beautiful city of Arezzo. You...

2 hours Free Cancellation

5.0 (4)

from
$126

Florence Dome Climb & Private Guided Sightseeing Walking Tour with Hotel Pickup

This private walking tour begins when you meet with your guide at your centrally-located hotel to discover the wonderful Renaissance city of Florence. The tour …More

Florence, Italy

5.0 (10)

Florence Dome Climb & Private Guided Sightseeing Walking Tour with Hotel Pickup

This private walking tour begins when you meet with your guide at your centrally-located hotel to discover the wonderful Renaissance city of Florence. The tour...

3 hours Free Cancellation

5.0 (10)

from
$126

Discover Florence from its most scenic side with a private golf cart tour designed to showcase the city’s beautiful panoramic viewpoints beyond the historic center. …More

Florence, Italy

4.8 (19)

Florence Panoramic Views by Golf Cart

Discover Florence from its most scenic side with a private golf cart tour designed to showcase the city’s beautiful panoramic viewpoints beyond the historic center....

1 hour 30 minutes Free Cancellation

4.8 (19)

from
$126

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

Complete Uffizi Gallery Private Tour with Art Historian Guide

One the world's most famous art museums, Florence's Uffizi Gallery, with this 2-hours and a half guided tour led by a local expert. Make the …More

Florence, Italy

4.9 (8)

Complete Uffizi Gallery Private Tour with Art Historian Guide

One the world's most famous art museums, Florence's Uffizi Gallery, with this 2-hours and a half guided tour led by a local expert. Make the...

2 hours 30 minutes Free Cancellation

4.9 (8)

from
$125

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the …More

Livorno, Italy

4.8 (5)

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the...

9 hours

4.8 (5)

from
$125

Private Guided Half-Day City Walking Tour in Florence

Florence is pure magic with an amazing story to tell, but don't let it bore the kids and that's where we comes in. We educate …More

Florence, Italy

5.0 (2)

Private Guided Half-Day City Walking Tour in Florence

Florence is pure magic with an amazing story to tell, but don't let it bore the kids and that's where we comes in. We educate...

3 hours 5 minutes Free Cancellation

5.0 (2)

from
$125

Private tour: Florence Highlights and David timed entry tickets

This private tour is designed for travelers who want a relaxed, in-depth visit with a licensed expert guide and timed entry tickets to the Accademia …More

Florence, Italy

4.9 (77)

Private tour: Florence Highlights and David timed entry tickets

This private tour is designed for travelers who want a relaxed, in-depth visit with a licensed expert guide and timed entry tickets to the Accademia...

3 hours Hotel pickup offered Free Cancellation

4.9 (77)

from
$125

Florence: 90-Minute Private Golf Cart Tour of the Hills

Discover Florence’s most scenic viewpoints on a 1.5 hour private electric golf cart tour through the hills outside the historic center. Enjoy a comfortable ride …More

Florence, Italy

4.5 (11)

Florence: 90-Minute Private Golf Cart Tour of the Hills

Discover Florence’s most scenic viewpoints on a 1.5 hour private electric golf cart tour through the hills outside the historic center. Enjoy a comfortable ride...

1 hour 30 minutes Free Cancellation

4.5 (11)

from
$125

Visit Lucca with a private guided walking tour of this historic Tuscan city. Meet a local guide and take a walk to see the main …More

Lucca, Italy

4.4 (5)

Lucca Private Walking Tour

Visit Lucca with a private guided walking tour of this historic Tuscan city. Meet a local guide and take a walk to see the main...

3 hours Free Cancellation

4.4 (5)

from
$125

Private Day Trip Siena and Chianti Wine Experience with lunch

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll …More

Florence, Italy

5.0 (20)

Private Day Trip Siena and Chianti Wine Experience with lunch

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$125

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel, …More

Florence, Italy

5.0 (9)

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel,...

5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$125

Private Golf Cart Tour to Fiesole & Roman theatre

This tour offers a rare combination of comfort, history, and scenic beauty, all in a private setting. Traveling by golf cart allows you to enjoy …More

Florence, Italy

4.8 (24)

Private Golf Cart Tour to Fiesole & Roman theatre

This tour offers a rare combination of comfort, history, and scenic beauty, all in a private setting. Traveling by golf cart allows you to enjoy...

2 hours 30 minutes Free Cancellation

4.8 (24)

from
$125

Light lunch and wine tasting in Garfagnana with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be …More

5.0 (1)

Light lunch and wine tasting in Garfagnana with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Private tour from Florence to Cortona and Arezzo

Enjoy this two wonderful hilltop towns on a full-day and discover historic architecture, artwork, and neighborhoods with views of the Tuscan countryside. Take in film …More

Florence, Italy

4.5 (2)

Private tour from Florence to Cortona and Arezzo

Enjoy this two wonderful hilltop towns on a full-day and discover historic architecture, artwork, and neighborhoods with views of the Tuscan countryside. Take in film...

9 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$125

If you have seen the David just in photos, and you want to enjoy the David, learn about Michelangelo this is the tour for you! …More

Florence, Italy

5.0 (3)

The David from Michelangelo.

If you have seen the David just in photos, and you want to enjoy the David, learn about Michelangelo this is the tour for you!...

1 hour 30 minutes

5.0 (3)

from
$125

Florence Private Food & Wine Walking Tour

Experience Florence not as a tourist, but as a privileged guest. This is not a standard walking tour; it is a private, tailor-made experience designed …More

Florence, Italy

5.0 (1)

Florence Private Food & Wine Walking Tour

Experience Florence not as a tourist, but as a privileged guest. This is not a standard walking tour; it is a private, tailor-made experience designed...

4 hours Free Cancellation

5.0 (1)

from
$125

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?

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?

Got any more Tuscany trip ideas?

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