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Tuscany Tours

Booking one of these amazing Tuscany Tours will open up an entirely new world full of adventure for you.

Tuscany tours are a dream for active travellers, combining delicious food and wine with culture and exciting activities. From picturesque cycling adventures to walking tours amongst the vineyards of Barolo and Barbera, you will never run out of things to do when planning a trip to Tuscany. Discover your next Italian adventure with these amazing tours in Tuscany below.

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Tuscany Tours and Itineraries

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Displaying 30 of 30 tours

Displaying 30 of 30 tours

Open details for St. Francis Way – Chiusi to Città di Castello
Lifetime Deposit

Tuscany

Moderate

St. Francis Way – Chiusi to Città di Castello

During the obscure times of the Middle Ages, an enlightened man walked along the ridges and valleys of the Apennines, looking for God’s signs in nature and talking to people about peace, humility, and togetherness. He was Francis of Assisi, a mystical person who fascinates us still today and whose charisma and philosophy are respected the world over. The St. Francis Way – Chiusi ti Città di Castello Tour is a pilgrimage that follows his footsteps.

Pilgrimage
Self-Guided
Apr-Oct
6 days from $525USDDetails
Open details for Tuscany 5-day Cycling Tour
Lifetime Deposit

Tuscany

Easy

Tuscany 5-day Cycling Tour

This Tuscan bike tour is the perfect way to experience the rich sights, sounds, and tastes of Tuscany in an efficient bicycle trip.

Standard Biking
Self-Guided
Apr-Oct
5 days from $525USDDetails
Open details for Elba Island Walking Tour
Lifetime Deposit

Tuscany

Easy

Elba Island Walking Tour

The Elba Island Walking Tour is the perfect way to explore all that the “Pearl of Tuscany” has to offer. Trek from alpine villages to the pristine beaches lining the Mediterranean and soak up the rich history of the island in classic fishing villages and vibrant towns.

Walking
Self-Guided
Apr-Oct
6 days from $575USDDetails
Open details for Tuscany Val d’Orcia Cycling Tour
Lifetime Deposit

Tuscany

Moderate

Tuscany Val d’Orcia Cycling Tour

The Tuscany Val d’Orcia Cycling Tour is the perfect way to experience the best of Tuscan scenery, food, and culture in an efficient cycling trip.

E-Bike
Self-Guided
Mar-Oct
5 days from $595USDDetails
Open details for Tuscan Family Cycling Tour
Lifetime Deposit

Tuscany

Easy

Tuscan Family Cycling Tour

The Tuscan Family Cycling Tour takes you from Pisa to Florence, and is the perfect way for the whole family to experience the culture and charm of northern Tuscany by bike. Enjoy relaxed rides though wonderful landscapes and make stops in vibrant cities like Lucca and Pisa for Tuscan cuisine and quintessential sightseeing.

Standard Biking
Self-Guided
Mar-Oct
8 days from $675USDDetails
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Open details for Tuscany Cycling from Pisa to Florence (5-day)
Lifetime Deposit

Tuscany

Easy

Tuscany Cycling from Pisa to Florence (5-day)

The Tuscany Cycling Tour from Pisa to Florence is a 5-day tour, and the perfect way to pack the best sights, tastes, and sounds of Tuscany into an efficient cycling tour. You can taste the best Tuscan cuisine, sample regionally-produced wine, and learn about the vibrant history of Tuscany at every stop.

Standard Biking
Self-Guided
Mar-Nov
5 days from $675USDDetails
Open details for Tuscany Cycling from Pisa to Florence
Lifetime Deposit

Tuscany

Easy

Tuscany Cycling from Pisa to Florence

The Tuscany Cycling from Pisa to Florence Tour is an incredibly enjoyable, relaxed way to tour Tuscany’s must-see cities, nature preserves, and wineries via bicycle.

Standard Biking
Self-Guided
Mar-Nov
7 days from $750USDDetails
Open details for Via Francigena: Pontremoli to Lucca
Lifetime Deposit

Via Francigena

Hard

Via Francigena: Pontremoli to Lucca

Take a walk on an 8-day self-guided journey along the Via Francigena, from Pontremoli to Lucca, exploring a blend of nature, culture, history, and spirituality. This varied trek through Tuscany starts in the mystical Lunigiana region, famous for its ancient Stele Statues, before leading you to the sandy shores of Versilia. Along the way, you’ll pass through Pietrasanta, a haven for artists, and continue to Lucca, where Renaissance walls and charming streets await. This route combines lush countryside, medieval villages, coastal trails, and the artistic heritage of Tuscany, offering an unforgettable adventure through one of Europe’s historic pilgrimage paths.

Walking
Self-Guided
Apr-Oct
8 days from $775USDDetails
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Open details for Via Degli Dei from Bologna to Florence Walking Tour
Lifetime Deposit

Tuscany

Hard

Via Degli Dei from Bologna to Florence Walking Tour

The Way of the Gods or Via degli Dei is a stunning walking route that connects two of Italy’s most important art cities: Bologna and Florence. Walk through history, with wonderful views over the Italian countryside, wonderful food and wine in each village, and history everywhere.

Walking
Self-Guided
Apr-Oct
8 days from $795USDDetails
Open details for Via Francigena from Montefiascone to Rome
Lifetime Deposit

Via Francigena

Hard

Via Francigena from Montefiascone to Rome

A journey on the Via Francigena is like traveling back in time, and this self-guided route takes you from Montefiascone to Rome. Walk between lovely historic villages and through scenic Lazio countryside before reaching the incomparable city of Rome. This tour along the Via Francigena combines history, culture, nature, adventure, tradition, and great food into one amazing experience.

Trekking
Self-Guided
Mar-Oct
8 days from $825USDDetails
Open details for Walking in Val d’Orcia: Montepulciano to Siena
Lifetime Deposit

Tuscany

Moderate

Walking in Val d’Orcia: Montepulciano to Siena

The Walking in Val d’Orcia: Montepulciano to Siena walking tour is an excellent way to immerse yourself in Tuscany’s most beautiful landscapes and get in touch with Tuscan culture, history, and cuisine through walking and trekking.

Walking
Self-Guided
Apr-Oct
8 days from $825USDDetails
Open details for Tuscany Cycling through the Val d’Orcia
Lifetime Deposit

Tuscany

Moderate

Tuscany Cycling through the Val d’Orcia

This self-guided cycling tour through Tuscany takes you through the Val d’Orcia. This bike tour is an incredible opportunity to see one of Tuscany’s most pristine natural areas by bicycle. Cycling through quaint Tuscan towns, eating delicious, authentic cuisine, and relaxing in expansive accommodations await you on this lovely Tuscan cycling tour.

Standard Biking
Self-Guided
Mar-Oct
8 days from $850USDDetails
Open details for From Siena to Cortona Walking Tour
Lifetime Deposit

Tuscany

Moderate

From Siena to Cortona Walking Tour

Imagine walking in the Tuscan countryside, connecting the iconic towns of Siena and Cortona. Days filled with walking through Tuscany, evenings in towns and villages, enjoying world class food, wonderful wine, and incredible history. This Siena to Cortona walking tour is the trip for you.

Walking
Self-Guided
Apr-Oct
7 days from $875USDDetails
Open details for Via Francigena from Lucca to Siena
Lifetime Deposit

Via Francigena

Moderate

Via Francigena from Lucca to Siena

Beauty and adventure await you on this Via Francigena pilgrimage walking tour through Tuscany. Enjoy the best of the Italian countryside as you walk from Lucca to Siena along the ancient pilgrimage route. Panoramic views of rolling hills and vineyard stretch out before you like a painting on this incredible tour.

Walking
Self-Guided
Apr-Oct
8 days from $875USDDetails
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Open details for Etruscan Hilltop Towns of Italy Tour
Lifetime Deposit

Tuscany

Easy

Etruscan Hilltop Towns of Italy Tour

The Etruscan Hilltop Towns of Italy tour is a perfect experience for those who want to get in touch with some of Italy’s quiet, idyllic regions: Tuscany, Umbria, and Lazio. There is something about hilltop towns that makes them look straight out of a fairytale. Perched on top of hills and cliffs, they dominate the surrounding countryside with their castles, fortresses and houses.

Walking
Self-Guided
Apr-Oct
8 days from $975USDDetails
Open details for Via Francigena: Orvieto to Rome
Lifetime Deposit

Via Francigena

Hard

Via Francigena: Orvieto to Rome

The Via Francigena walking tour from Orvieto to Rome Tour is a unique opportunity to walk and trek across an ancient pilgrim trail through the awe-inspiring landscape and historic villages before arriving in Rome, one of Italy’s most popular destinations.

Pilgrimage
Self-Guided
Apr-Oct
10 days from $975USDDetails
Open details for St. Francis Way – Firenze to La Verna Tour
Lifetime Deposit

Tuscany

Moderate

St. Francis Way – Firenze to La Verna Tour

During the Middle Age, an enlightened man walked along the ridges and valleys of the Apennines, looking for God’s signs in nature and talking to people about peace, humility, and togetherness. He was Francis of Assisi, a curious person who fascinates people today and whose charisma and philosophy are respected the world over.

Walking
Self-Guided
Apr-Oct
8 days from $975USDDetails
Open details for Walking in Chianti Tour
Lifetime Deposit

Tuscany

Moderate

Walking in Chianti Tour

This Tuscan walking tour takes you through the enchanting Chianti Region. This is a great way to explore Tuscany on foot, while tasting the world-renowned offerings of the region, including signature Chianti wine and Florentine cuisine.

Walking
Self-Guided
Apr-Oct
8 days from $1,025USDDetails
Open details for Via Francigena: Siena to Montefiascone
Lifetime Deposit

Via Francigena

Hard

Via Francigena: Siena to Montefiascone

This 10-day self-guided tour along the Southern Section of the Via Francigena offers an unforgettable journey from Siena to Montefiascone. As you explore this historic pilgrimage route, you’ll experience the medieval charm of Siena, the breathtaking rolling hills of the Crete Senesi, and charming hilltop villages like San Quirico d’Orcia and Castiglione d’Orcia. The walk blends Tuscany’s iconic cypress-lined paths, panoramic landscapes, and picturesque hamlets with cultural treasures like the imposing fortress of Radicofani and scenic Lake Bolsena. With delicious local cuisine, cozy accommodations, and stunning views at every turn, this walk immerses you in the beauty, history, and spirit of central Italy.

Walking
Self-Guided
Apr-Oct
10 days from $1,075USDDetails
Open details for Hiking the Hiking the Tuscan Coast from Pisa to Elba
Lifetime Deposit

Tuscany

Moderate

Hiking the Hiking the Tuscan Coast from Pisa to Elba

Want to see a different part of Tuscany from what you expect? Trade the rolling hills for the stunning coastline on this wonderful walking tour. Fear not, even though you are on the coast you will still indulge every meal with wonderful Tuscan food and wine, a great reward after a beautiful day walking.

Walking
Self-Guided
Mar-Oct
8 days from $1,175USDDetails
Open details for Via Francigena Cycling from Siena to Rome
Lifetime Deposit

Via Francigena

Moderate

Via Francigena Cycling from Siena to Rome

The Via Francigena Cycling from Siena to Rome Tour is an incredible opportunity to ride Italy’s ancient pilgrimage road to Rome, enjoying the villages, landscapes, and historical monuments along the way.

Standard Biking
Self-Guided
Apr-Oct
9 days from $1,495USDDetails
Open details for Via Francigena Cycling from Parma to Siena
Lifetime Deposit

Via Francigena

Moderate

Via Francigena Cycling from Parma to Siena

The Via Francigena Cycling from Parma to Siena Tour takes you through Tuscany on Italy’s famous pilgrimage route, from coastline to rolling hills and all the beautiful scenery in between. You’ll be able to taste the renowned food and wine of the region and explore unique towns and villages as you ride.

E-Bike
Self-Guided
Apr-Oct
9 days from $1,525USDDetails
Open details for 8-Day Venice to Florence Cycling Tour
Lifetime Deposit

Tuscany

Moderate

8-Day Venice to Florence Cycling Tour

The 8-Day Venice to Florence Cycling Tour will take you from the romantic lagoon city of Venice to the historic Tuscan capital of Florence in just eight days – doesn’t that sound incredible! In addition to these two major travel highlights, you will discover delightful small towns and villages along the route and marvel at the breathtaking nature in the ‘Delta del Po’ National Park. There is hardly a country in the world that can rival Italy’s culinary delights, such as cappuccino, cornetto, fresh fish and cool gelato – all of which you will encounter on this incredible trip! If you are looking to experience the very best scenery, culture, foods, and hospitality that Italy has to offer, be sure to book the 8-Day Venice to Florence Cycling Tour – you won’t regret it!

Standard Biking
Self-Guided
Apr-Oct
8 days from $1,575USDDetails
Open details for Scenic Tuscany Cycling in Charming Hotels
Lifetime Deposit

Tuscany

Very Hard

Scenic Tuscany Cycling in Charming Hotels

This cycling tour through Tuscany offers an unforgettable journey through Italy’s most picturesque landscapes. Pedal along quiet roads and scenic paths that wind past cypress-lined avenues, golden wheat fields, and world-renowned vineyards. The route takes you to historic towns like Florence, Siena, Montepulciano, and Montalcino, rich in art, culture, and medieval charm. Along the way, you’ll experience Tuscany’s culinary delights, including traditional pasta dishes and local olive oils, while enjoying exquisite wines from the famous Brunello di Montalcino and Chianti regions. With a mix of gently rolling hills and more challenging climbs, this tour offers both breathtaking views and an immersive cultural experience in the heart of Italy’s wine country.

Standard Biking
Self-Guided
Apr-Oct
8 days from $1,675USDDetails
Open details for Cortona to Siena Cycling Tour
Lifetime Deposit

Central Italy

Moderate

Cortona to Siena Cycling Tour

Experience the Cortona to Siena Cycling Tour, a breathtaking self-guided bike tour through the heart of Tuscany. Ride past rolling vineyards, medieval villages, and stunning landscapes, including the UNESCO-listed Val d’Orcia. This cycling holiday offers the perfect balance of exploration and relaxation, with multiple two-night stays to immerse yourself in Italy’s rich history, culture, and cuisine.

Standard Biking
Self-Guided
Mar-Oct
8 days from $1,695USDDetails
Open details for Florence to Pisa Self-Guided Cycling Tour
Lifetime Deposit

Central Italy

Easy

Florence to Pisa Self-Guided Cycling Tour

Explore the heart of Tuscany on a cycling adventure through its rolling hills, charming towns, and rich cultural heritage. The Tuscany Cycling Tour takes you from the Renaissance wonders of Florence to the iconic Leaning Tower of Pisa, with stops in historic cities like Siena, San Gimignano, and Lucca. Pedal through the famous Chianti wine region, visit local wineries, and discover the beauty of medieval villages and picturesque landscapes.

Standard Biking
Self-Guided
Mar-Oct
8 days from $1,825USDDetails
Open details for Lucca to Florence Guided Cycling Tour
Lifetime Deposit

Central Italy

Easy

Lucca to Florence Guided Cycling Tour

Set out on an unforgettable 8-day cycling adventure through the heart of Tuscany, one of Europe’s most iconic destinations. Known for its romantic landscapes, rich art, culture, and renowned wine and cuisine, Tuscany offers the perfect cycling backdrop. Starting in Lucca, you’ll pedal through medieval villages, scenic vineyards, and art cities like Pisa, Vinci, and San Gimignano, while exploring UNESCO World Heritage Sites. Cycle past rolling hills and olive groves, staying in charming three-star hotels.

Gravel biking
Guided
Mar-Oct
8 days from $2,650USDDetails
Open details for Southern Tuscany & Elba Guided E-Bike Tour
Lifetime Deposit

Tuscany

Moderate

Southern Tuscany & Elba Guided E-Bike Tour

Discover remarkable highlights as you explore Tuscany by e-bike, such as Etruscan and Roman remains, medieval villages, gentle hills, the turquoise ocean, and distinguished wines.

E-Bike
Guided
Apr-May, Sep
8 days from $3,495USDDetails
Open details for Tuscany Road Biking Tour

Tuscany

Moderate

Tuscany Road Biking Tour

The Tuscany Road Biking Tour will take you through some of the most picturesque landscapes in the world as you expore the Italian countryside. Ride through immersed in history and through unique scenery. This is a tour that allows you to discover the real Italy.

Road Bike
Guided
Apr-Jun, Sep-Oct
7 days from $5,025USDDetails
Open details for Tuscany Hills and Sea Road Bike Tour

Tuscany

Moderate

Tuscany Hills and Sea Road Bike Tour

From splendid Siena to the unique Elba Island, the Tuscany Hills and Sea Road Bike Tour is a perfect way to soak up the world-class scenery of Tuscany, one of Italy’s most desirable regions. With rides taking you up and down, between the hills and the sea, you’ll experience the views while also adventuring. A road bike is a privileged viewpoint to appreciate the inimitable variety of landscapes from, and with your wheels to take you everywhere, you can discover hidden villages full of history and acres of unspoiled nature.

Road Bike
Guided
May, Sep
7 days from $5,495USDDetails
1-30 of 30 tours

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Tuscany General Travel Information

Where to go in Tuscany

When planning where to go in Tuscany, consider the region’s rolling hills, historic cities, and lush vineyards. Florence, Siena, and Pisa serve as perfect bases for exploring the countryside. The Chianti region, known for its scenic beauty and wine production, is a fantastic starting point for adventures in Tuscany.

What to do in Tuscany

When pondering what to do in Tuscany, there’s no shortage of options. From cycling tours through the Tuscan hills to wine tasting tours in Chianti, Tuscany offers a plethora of activities. Hiking the Apuan Alps or exploring the rural landscapes on foot are also excellent choices, particularly in the mild weather of spring or autumn.

When to go to Tuscany

Spring (April to June) and autumn (September to October) are ideal for enjoying outdoor activities without the heat of summer. These seasons offer pleasant weather and fewer tourists, making it perfect for hiking and cycling. Summer is great for sunseekers and wine tours, while winter offers a quieter, albeit cooler, experience.

Top 5 adventures in Tuscany

  1. Walking through Chianti - Experience the quintessential Tuscan landscape on your feet, walking through rolling hills, vineyards, and medieval towns. This adventure not only offers physical activity but also the chance to indulge in some of the world's best wines.
  2. Walking the Via Francigena - This ancient pilgrim route that leads from Canterbury to Rome passes through Tuscany, offering hikers beautiful scenery and a historical pathway through Tuscan towns like San Gimignano and Siena.
  3. Exploring the Cinque Terre trails - Although just outside Tuscany in Liguria, many visitors combine trips to both regions. These trails provide breathtaking coastal views and connect charming villages perched on the cliffs overlooking the Ligurian Sea.
  4. Tuscan wine road tours - Dive into the heart of Tuscan wine country with a road tour that includes visits to multiple vineyards, wine tastings, and the opportunity to learn about the winemaking process from local experts.
  5. Hiking in the Apuan Alps - For those seeking more rugged terrain, the Apuan Alps in northern Tuscany offer dramatic mountain landscapes with trails that cater to both casual walkers and serious hikers.

Travel tips for Tuscany tours

How widely is English spoken in Tuscany?

English is commonly spoken in major tourist areas of Tuscany, including Florence, Siena, and Pisa. In smaller towns and rural areas, English may be less commonly spoken, but hospitality workers often have basic English skills.

How long should I visit Tuscany?

A visit of at least one week is recommended to enjoy Tuscany's highlights, including its cities, countryside, and vineyards. This allows for a relaxed pace to soak in the region’s culture, cuisine, and landscapes.

Should I bring euros to Tuscany or use a credit card?

It’s advisable to carry some euros for smaller purchases, as some places may not accept credit cards. However, major credit cards are widely accepted in hotels, restaurants, and larger shops.

Is Tuscany family-friendly?

Yes, Tuscany is very family-friendly, with activities and attractions that cater to all ages, from exploring medieval castles to family-friendly farms and beaches.

What’s the best way to get around Tuscany?

Renting a car is often considered the best way to explore Tuscany, especially the countryside. Public transportation options like buses and trains are good for visiting major cities and towns.

What are the accommodation types in Tuscany?

Tuscany offers a wide range of accommodations, including luxury hotels, boutique bed and breakfasts, agriturismos (farm stays), and vacation rentals.

What is the time zone in Tuscany?

Tuscany is in the Central European Time Zone (CET), UTC +1, and observes Daylight Saving Time, moving to UTC +2 in the summer months.

Can I do a self-guided tour in Tuscany?

Yes, self-guided tours are very popular in Tuscany, especially for exploring vineyards, historical sites, and scenic landscapes at your own pace.

Can I do guided tours in Tuscany?

Guided tours are available and highly recommended for specific activities like wine tasting, historical tours, and culinary classes.

How to get to Tuscany?

The main international gateway to Tuscany is Florence Airport. Pisa also has an airport with both international and domestic flights. Additionally, Tuscany can be easily reached by train or car from other parts of Italy.

What are the major towns in Tuscany?

Major towns include Florence, the regional capital, along with Siena, Pisa, Lucca, and Arezzo. Each town has its unique attractions and historical significance.

What are the must-visit historical sites in Tuscany?

Must-visit historical sites include the Leaning Tower of Pisa, the Florence Cathedral, the medieval city of San Gimignano, and the historic center of Siena.

What are the best local dishes to try in Tuscany?

Try local Tuscan dishes such as Ribollita (a hearty bread soup), Pappa al Pomodoro (tomato and bread soup), and Bistecca alla Fiorentina (Tuscan steak).

What are the best seasons for wine tours in Tuscany?

The best seasons for wine tours are spring and autumn, when the weather is pleasant and the landscapes are particularly beautiful, either with spring blooms or autumnal colors.

Are there any local festivals or events in Tuscany?

Notable events include the Palio di Siena horse race, the Lucca Summer Festival, and the Chianti Classico Wine Festival.

What are some recommended day trips from Florence?

Popular day trips include visits to Siena, Pisa, Lucca, and the Chianti wine region, all accessible within a short drive or train ride.

Is Tuscany safe for tourists?

Tuscany is generally very safe for tourists. Common sense precautions are advisable, especially in crowded areas to avoid pickpocketing.

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