Top Tuscany Tours & Sightseeing

Q: What are the best options for Tuscany Tours & Sightseeing?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Tours & Sightseeing are: Classic Photoshoot in Florence Pisa: Cathedral guided tour with Leaning tower & local Food tour Florence Uffizi Gallery Timed Entry Tickets with Optional Tours Florence: Palazzo Vecchio Skip-the-Line Entry & Audio Guide Montepulciano Wine Tasting in the Tuscan Countryside

Q: What are the best kid-friendly options for Tuscany Tours & Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Tours & Sightseeing are: The CasaVecchia Retreat Umbria The Way Of Saint Francis Private Tour Private Tour: Hot-Air Balloon Flight over Florence Private Tour Of Chianti with Wine Tastings From Florence: Cinque Terre Private Day Tour View all kid-friendly Tours →

Q: Which Tuscany Tours & Sightseeing have Instant Confirmation?

Tuscany Tours & Sightseeing with Instant Confirmation include: Chianti Heli Wine Tour Fly Brunello - Heli Wine Tour Four Days Private Tuscany City Tour from Florence Three Days Tuscany Winery Tour from Florence Authentic 7 Day Tuscany Tour View all Tours with Instant Confirmation →

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

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

Horse ride, Olive Oil and local foods tasting in a Tuscan farm

No previous riding experience is required. The guests will experience the famous Tuscan hills in a unique way: on horseback. The ride is customized according …More

Florence, Italy

4.9 (18)

Horse ride, Olive Oil and local foods tasting in a Tuscan farm

No previous riding experience is required. The guests will experience the famous Tuscan hills in a unique way: on horseback. The ride is customized according...

5 hours 30 minutes Free Cancellation

4.9 (18)

from
$336

Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced …More

Florence, Italy

5.0 (34)

Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced...

8 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$335

Private Off Road Wine Tour in Chianti from Siena

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads, …More

Siena, Italy

5.0 (2)

Private Off Road Wine Tour in Chianti from Siena

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads,...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$334

Experience Chianti & Cheese w/ 3 wineries & dairy visit—max 8 pp

We meet in central Florence at our Grape Tours office, please be around 15 minutes early to check in. In a small group of min …More

Florence, Italy

4.9 (146)

Experience Chianti & Cheese w/ 3 wineries & dairy visit—max 8 pp

We meet in central Florence at our Grape Tours office, please be around 15 minutes early to check in. In a small group of min...

7 hours

4.9 (146)

from
$333

Tasty Tuscany—Olive Oil Mill & Winery Tastings—max 8 pp

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill …More

Florence, Italy

5.0 (9)

Tasty Tuscany—Olive Oil Mill & Winery Tastings—max 8 pp

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill...

7 hours

5.0 (9)

from
$333

Marriage Proposal Photographer in Florence

Have you found the person you can’t wait to spend the rest of your life with and now all that’s left is making it official? …More

Florence, Italy

5.0 (1)

Marriage Proposal Photographer in Florence

Have you found the person you can’t wait to spend the rest of your life with and now all that’s left is making it official?...

30 to 120 minutes Free Cancellation

5.0 (1)

from
$333

Shore Excursion from Livorno Cruise Port to Pisa Leaning Tower & Florence

From the port of Livorno this is a private shore excursion to Pisa and Florence. In Pisa you will be dropped by the main square …More

Florence, Italy

5.0 (1)

Shore Excursion from Livorno Cruise Port to Pisa Leaning Tower & Florence

From the port of Livorno this is a private shore excursion to Pisa and Florence. In Pisa you will be dropped by the main square...

8 hours Free Cancellation

5.0 (1)

from
$332

Livorno Shore Excursion: Pisa Leaning Tower and Florence Day Trip

Private shore excursion from the port of Livorno to Pisa and Florence to visit The Leaning Tower of Pisa, Florence’s Duomo and the Basilica of …More

Florence, Italy

Livorno Shore Excursion: Pisa Leaning Tower and Florence Day Trip

Private shore excursion from the port of Livorno to Pisa and Florence to visit The Leaning Tower of Pisa, Florence’s Duomo and the Basilica of...

7 hours

from
$332

Private Transfer From Pisa To Monaco With a 2 Hour Stop in Genoa

This tour will allow you to see one of the gems of the area, with a very popular experience that's totally worth your time. On …More

Pisa, Italy

Private Transfer From Pisa To Monaco With a 2 Hour Stop in Genoa

This tour will allow you to see one of the gems of the area, with a very popular experience that's totally worth your time. On...

5 to 6 hours Hotel pickup offered Free Cancellation

from
$331

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in …More

Florence, Italy

4.8 (42)

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in...

10 hours Free Cancellation

4.8 (42)

from
$327

Private tour San Gimignano, Chianti and Wine Tasting with lunch

Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San …More

Florence, Italy

5.0 (3)

Private tour San Gimignano, Chianti and Wine Tasting with lunch

Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$327

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is …More

Florence, Italy

5.0 (2)

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is...

5 hours Free Cancellation

5.0 (2)

from
$327

Livorno Port ShorExcursion: Siena San Gimignano Lunch&WineTasting

Enjoy this unforgettable Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • …More

Livorno, Italy

4.0 (1)

Livorno Port ShorExcursion: Siena San Gimignano Lunch&WineTasting

Enjoy this unforgettable Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: •...

9 hours

4.0 (1)

from
$327

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
$327

Chianti Classico and Super Tuscan 3 Winery Tour

This tour goes in the famous Chianti wine growing region, to taste Chianti e Super Tuscan wines, lunch in a small boutique of wine. …More

Florence, Italy

5.0 (125)

Chianti Classico and Super Tuscan 3 Winery Tour

This tour goes in the famous Chianti wine growing region, to taste Chianti e Super Tuscan wines, lunch in a small boutique of wine....

7 hours

5.0 (125)

from
$327

Private Top Brunello Montalcino Wine Tour & Food Pairing Session

ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This …More

Florence, Italy

5.0 (18)

Private Top Brunello Montalcino Wine Tour & Food Pairing Session

ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This...

10 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$327

Private Renaissance Discovery Tour of Florence

Go deep into Florence artistic heritage and let your professional private guide unveil every corner of the cradle of Renaissance. An enlightening guided promenade at …More

Florence, Italy

4.8 (8)

Private Renaissance Discovery Tour of Florence

Go deep into Florence artistic heritage and let your professional private guide unveil every corner of the cradle of Renaissance. An enlightening guided promenade at...

3 hours Hotel pickup offered Free Cancellation

4.8 (8)

from
$327

Hot Air Balloon Ride in San Gimignano, Tuscany

Admire the beauty of Tuscany from above on an unforgettable 1-hour hot air balloon flight near San Gimignano. Drift over rolling hills, vineyards, olive groves, …More

San Gimignano, Italy

5.0 (2)

Hot Air Balloon Ride in San Gimignano, Tuscany

Admire the beauty of Tuscany from above on an unforgettable 1-hour hot air balloon flight near San Gimignano. Drift over rolling hills, vineyards, olive groves,...

3 hours Free Cancellation

5.0 (2)

from
$327

Cities, Cheese and Wine Tour in Pienza & Montepulciano

Pienza and Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including …More

Siena, Italy

4.9 (25)

Cities, Cheese and Wine Tour in Pienza & Montepulciano

Pienza and Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (25)

from
$326

Brunello and Montepulciano Wine Tour from Cortona

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for …More

Arezzo, Italy

4.9 (23)

Brunello and Montepulciano Wine Tour from Cortona

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$326