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 →

Livorno Private Shore Excursion of Volterra and Supertuscan Bolgheri

Customised Volterra and Bolgheri shore excursion from the port of Livorno for the discerning traveller seeking an authentic Italian experience on a small group tour …More

Livorno, Italy

Livorno Private Shore Excursion of Volterra and Supertuscan Bolgheri

Customised Volterra and Bolgheri shore excursion from the port of Livorno for the discerning traveller seeking an authentic Italian experience on a small group tour...

9 hours Free Cancellation

from
$1,091

Florence and The Mall Outlet shore excursion with an English speaking driver to combine cultural and sightseeing tour in Florence with shopping opportunity in a …More

Shore Excursion: Florence and The Mall Outlet from Livorno

Florence and The Mall Outlet shore excursion with an English speaking driver to combine cultural and sightseeing tour in Florence with shopping opportunity in a...

7 to 9 hours Free Cancellation

from
$1,091

Pisa and Florence Shore Excursion from Livorno Port

Join this private shore excursion from Livorno to Pisa and Florence. Accompanied by an English-speaking guide, drive along the countryside to discover these Tuscan towns. …More

Florence, Italy

4.9 (24)

Pisa and Florence Shore Excursion from Livorno Port

Join this private shore excursion from Livorno to Pisa and Florence. Accompanied by an English-speaking guide, drive along the countryside to discover these Tuscan towns....

9 hours Free Cancellation

4.9 (24)

from
$1,090

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most …More

Florence, Italy

5.0 (8)

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most...

8 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$1,097

Private Full-Day Customizable Tour to Bolgheri from Florence

Are you in Florence and you want to visit Bolgheri? To do this we offer our transport service with minivan and expert driver in English …More

Florence, Italy

Private Full-Day Customizable Tour to Bolgheri from Florence

Are you in Florence and you want to visit Bolgheri? To do this we offer our transport service with minivan and expert driver in English...

6 hours Hotel pickup offered

from
$1,087

Full-Day Private Tour in San Gimignano Volterra and Bolgheri

Are you in Florence and you want to visit San Gimignano, Volterra and Bolgheri on your own? To do this we offer our transport service …More

Florence, Italy

Enjoy this 9-hour customized day trip to Volterra and San Gimignano from Florence, ideal for the discerning traveler seeking an authentic Italian experience on a...

9 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$1,079

Florence Day Trip to Chianti and San Gimignano

A customized day trip of Chianti countryside and San Gimignano for the discerning traveler seeking an authentic Italian experience on a small group tour for …More

Florence, Italy

Florence Day Trip to Chianti and San Gimignano

A customized day trip of Chianti countryside and San Gimignano for the discerning traveler seeking an authentic Italian experience on a small group tour for...

9 hours Hotel pickup offered Free Cancellation

from
$1,079

Florence and Lucca Shore Excursion from Livorno Port

Visit Florence and Lucca during this 9-hour private shore excursion. Relax as your English-speaking driver provides knowledgeable commentary while transporting you via an air conditioned …More

Livorno, Italy

5.0 (3)

Florence and Lucca Shore Excursion from Livorno Port

Visit Florence and Lucca during this 9-hour private shore excursion. Relax as your English-speaking driver provides knowledgeable commentary while transporting you via an air conditioned...

9 hours Free Cancellation

5.0 (3)

from
$1,079

Enjoy a day with your local driver-guide exploring one of the most charming area in Tuscany! Volterra is simply magnificent, located on a hilltop and …More

Pisa, Italy

5.0 (1)

Tuscany and Wine Tasting Tour from Pisa

Enjoy a day with your local driver-guide exploring one of the most charming area in Tuscany! Volterra is simply magnificent, located on a hilltop and...

9 hours Hotel pickup offered

5.0 (1)

from
$1,079

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

Livorno Private Shore Excursion of Chianti and San Gimignano

Customised Chianti and San Gimignano shore excursion from the port of Livorno for the discerning traveller seeking an authentic Italian experience on a small group …More

Livorno, Italy

5.0 (1)

Livorno Private Shore Excursion of Chianti and San Gimignano

Customised Chianti and San Gimignano shore excursion from the port of Livorno for the discerning traveller seeking an authentic Italian experience on a small group...

9 hours Free Cancellation

5.0 (1)

from
$1,078

Private car trip to Arezzo and Cortona from Florence (10 h)

The city is rich in artistic and architectural heritage of two of the greatest Italian Renaissance masters, who were born, lived and worked here: the …More

Florence, Italy

Private car trip to Arezzo and Cortona from Florence (10 h)

The city is rich in artistic and architectural heritage of two of the greatest Italian Renaissance masters, who were born, lived and worked here: the...

10 to 11 hours Hotel pickup offered Free Cancellation

from
$1,078

Livorno Private Shore Excursion to Volterra and San Gimignano

Embark on this private 9-hour tour to Volterra and San Gimignano starting with pickup directly from the Livorno port. Attain a true look at the …More

Livorno, Italy

Livorno Private Shore Excursion to Volterra and San Gimignano

Embark on this private 9-hour tour to Volterra and San Gimignano starting with pickup directly from the Livorno port. Attain a true look at the...

9 hours Free Cancellation

from
$1,078

Private Wine Tour Top Wineries, Limousine Service, Florence Tours

This Wine Tour of 9 hours on the beautiful Chianti classico area in Tuscany we will visit top wineries and have lunch, cellar tours, wine …More

Florence, Italy

5.0 (3)

Private Wine Tour Top Wineries, Limousine Service, Florence Tours

This Wine Tour of 9 hours on the beautiful Chianti classico area in Tuscany we will visit top wineries and have lunch, cellar tours, wine...

9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$1,056

Private Shore excursion from Livorno port with a visit to an estate near San Gimignano where you have the opportunity to hunt truffle and taste …More

Truffle Hunting in Tuscany: Private Shore Excursion from Livorno Port

Private Shore excursion from Livorno port with a visit to an estate near San Gimignano where you have the opportunity to hunt truffle and taste...

8 to 9 hours Free Cancellation

from
$1,056

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?