Top Tuscany Luxury Tours

Q: What are the best options for Tuscany Luxury Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Luxury Tours are: Pisa, Lucca & Cheese Farm with wine tasting Private Tour Private E-bike Tour in Chianti from Florence Private Classic Wine Tour in Chianti from Florence Private San Gimignano Wine Tour from Livorno Port Private Off Road Wine Tour in Chianti from Siena

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

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Luxury Tours are: Florence at Your Feet : A Tour of Its Historic Jewels Florence Walking Tour The Dark Side of Florence: Mysteries and Legends Arezzo Walking Tour with Audio and Written Guide by a Local Siena Walking Tour with Audio and Written Guide by a local View all kid-friendly Tours →

Q: Which Tuscany Luxury Tours have Instant Confirmation?

Tuscany Luxury Tours with Instant Confirmation include: Florence's Hidden Gems: A Self-Guided Walking Tour Self-Guided Tours In Florence With 100 Captivating Audio Stories Florence at Your Feet : A Tour of Its Historic Jewels Florence Walking Tour The Dark Side of Florence: Mysteries and Legends View all Tours with Instant Confirmation →

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

No problem. These Tuscany Luxury Tours include Hotel Pickup: Florence - The Medici's Private Walking Tour Private Guided Walking Tour of Florence The Best Of Classic Florence - Private Tour Early morning Lucca private walking tour Florence : Private Custom Walking Tour with a Local Guide 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 →

From Pisa: Private Florence Day Tour with Chianti Farm Lunch

A full private day from the Pisa area to Florence and the Tuscan countryside, with a genuine farm lunch. • Pick-up at your hotel in …More

Pisa, Italy

5.0 (2)

From Pisa: Private Florence Day Tour with Chianti Farm Lunch

A full private day from the Pisa area to Florence and the Tuscan countryside, with a genuine farm lunch. • Pick-up at your hotel in...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$286

From Pisa: Private San Gimignano & Chianti Tour with Lunch

A private day from the Pisa area through the Tuscan hills, with a farm lunch and two wine tastings. • Pickup at your hotel or …More

Pisa, Italy

5.0 (2)

From Pisa: Private San Gimignano & Chianti Tour with Lunch

A private day from the Pisa area through the Tuscan hills, with a farm lunch and two wine tastings. • Pickup at your hotel or...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$286

Private Tour Siena San Gimignano and Chianti from Cortona

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore …More

Arezzo, Italy

5.0 (7)

Private Tour Siena San Gimignano and Chianti from Cortona

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$287

Transfer Fiumicino FCO Airport to/from Florence optional Orvieto Stop

Your Professional English-speaking Driver will pick you up from Fiumicino Fco International Airport, right after you go through customs with a sign with your name …More

Florence, Italy

5.0 (1)

Transfer Fiumicino FCO Airport to/from Florence optional Orvieto Stop

Your Professional English-speaking Driver will pick you up from Fiumicino Fco International Airport, right after you go through customs with a sign with your name...

3 to 6 hours Hotel pickup offered

5.0 (1)

from
$287

Private Truffle Hunting in Chianti from Florence

The Private Truffle Hunt is a unique experience for food and wine lovers, nature enthusiasts, kids, and adults, offering a chance to explore the secret …More

Florence, Italy

4.3 (7)

Private Truffle Hunting in Chianti from Florence

The Private Truffle Hunt is a unique experience for food and wine lovers, nature enthusiasts, kids, and adults, offering a chance to explore the secret...

6 hours Hotel pickup offered Free Cancellation

4.3 (7)

from
$287

Cinque Terre Full Day Trip from Florence

Explore the breathtaking coast in South Liguria, near the city of La Spezia. You will visit the main 5 terre towns - Manarola, Monterosso, Riomaggiore, …More

Florence, Italy

4.4 (11)

Cinque Terre Full Day Trip from Florence

Explore the breathtaking coast in South Liguria, near the city of La Spezia. You will visit the main 5 terre towns - Manarola, Monterosso, Riomaggiore,...

13 hours Free Cancellation

4.4 (11)

from
$288

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic …More

Florence, Italy

4.8 (16)

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic...

9 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$288

Private 8 hours Tour of Florence and Chianti with wine tasting

Florence is a city full of art, culture, and rich history. There are many sights to see that will leave you in awe. From the …More

Florence, Italy

Private 8 hours Tour of Florence and Chianti with wine tasting

Florence is a city full of art, culture, and rich history. There are many sights to see that will leave you in awe. From the...

8 hours Hotel pickup offered Free Cancellation

from
$289

Private Cinque Terre Tour from Livorno Port & Tour Leader

Explore the five enchanting lands on the steep cliff edges of the Liguria coast. Enjoy the breathtaking view over the sparkling turquoise sea while learning …More

Livorno, Italy

5.0 (11)

Private Cinque Terre Tour from Livorno Port & Tour Leader

Explore the five enchanting lands on the steep cliff edges of the Liguria coast. Enjoy the breathtaking view over the sparkling turquoise sea while learning...

9 hours Free Cancellation

5.0 (11)

from
$293

2-Hour Private Treasure Hunt in Florence

A game moment dedicated to budding detectives, a treasure hunt with a professional animator, a walk through the historical center among squares, palaces, statues, animals, …More

Florence, Italy

5.0 (3)

2-Hour Private Treasure Hunt in Florence

A game moment dedicated to budding detectives, a treasure hunt with a professional animator, a walk through the historical center among squares, palaces, statues, animals,...

2 hours Free Cancellation

5.0 (3)

from
$295

Sidecar tour in Florence and Chianti with wine tasting and lunch

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit …More

Florence, Italy

5.0 (10)

Sidecar tour in Florence and Chianti with wine tasting and lunch

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit...

5 hours Free Cancellation

5.0 (10)

from
$295

Private Vintage Fiat 500 tour in Chianti

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s …More

Siena, Italy

5.0 (2)

Private Vintage Fiat 500 tour in Chianti

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s...

6 hours Free Cancellation

5.0 (2)

from
$295

Fabulous Tuscany—organic wine & cheese tour—max 8 pp

We meet at our Grape Tours office 15 minutes prior to departure time and you will meet your knowledgeable guide. After a half-hour beautiful ride …More

Florence, Italy

4.9 (55)

Fabulous Tuscany—organic wine & cheese tour—max 8 pp

We meet at our Grape Tours office 15 minutes prior to departure time and you will meet your knowledgeable guide. After a half-hour beautiful ride...

7 hours

4.9 (55)

from
$295

Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is …More

Arezzo, Italy

4.9 (27)

Cortona Private Guided Tour

Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is...

2 hours Free Cancellation

4.9 (27)

from
$296

Siena & San Gimignano Private Day Trip with Lunch From Florence

After being picked up from your Florence hotel, the day will start with a trip to Florence's historic rival, Siena! A UNESCO World Heritage site, …More

Florence, Italy

5.0 (1)

Siena & San Gimignano Private Day Trip with Lunch From Florence

After being picked up from your Florence hotel, the day will start with a trip to Florence's historic rival, Siena! A UNESCO World Heritage site,...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$296

Florentine Steak with Wines in San Gimignano Winery from Florence

TOUR HIGHLIGHTS • Taste some of the library reserve vintage wines including other wine from the current release vintage • Eat the Fiorentina Steak paired …More

Florence, Italy

5.0 (2)

Florentine Steak with Wines in San Gimignano Winery from Florence

TOUR HIGHLIGHTS • Taste some of the library reserve vintage wines including other wine from the current release vintage • Eat the Fiorentina Steak paired...

4 hours Free Cancellation

5.0 (2)

from
$296

Emotionaltour life in medioeval Florence

From a Roman colony to the leading city of the world: Firenze in Medieval Times  What was life like in the Middle Ages? How was the …More

Florence, Italy

5.0 (2)

Emotionaltour life in medioeval Florence

From a Roman colony to the leading city of the world: Firenze in Medieval Times  What was life like in the Middle Ages? How was the...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$297

Private Day Trip from Rome to Florence by Fast train

Travel to the heart of the Renaissance, Florence. See the Duomo, Uffizi Gallery, Accademia with Michelangelo's David, Palazzo Signoria and Ponte Vecchio with your private …More

Florence, Italy

4.4 (7)

Private Day Trip from Rome to Florence by Fast train

Travel to the heart of the Renaissance, Florence. See the Duomo, Uffizi Gallery, Accademia with Michelangelo's David, Palazzo Signoria and Ponte Vecchio with your private...

9 hours Free Cancellation

4.4 (7)

from
$297

Montepulciano, Pienza, and the Essence of Val d'Orcia

Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned …More

Florence, Italy

5.0 (11)

Montepulciano, Pienza, and the Essence of Val d'Orcia

Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$297