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Tuscany Tours

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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Displaying 15 of 25 tours

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    Displaying 15 of 25 tours

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

    Tuscany

    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 $495USDDetails
    Open details for Tuscany 5-day Cycling Tour
    Lifetime Deposit

    Tuscany

    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 $495USDDetails
    Open details for Elba Island Walking Tour
    Lifetime Deposit

    Tuscany

    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 $550USDDetails
    Open details for Tuscany Val d’Orcia Cycling Tour
    Lifetime Deposit

    Tuscany

    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 $550USDDetails
    Open details for Tuscan Family Cycling Tour
    Lifetime Deposit

    Tuscany

    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 $625USDDetails
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    Open details for Tuscany Cycling from Pisa to Florence (5-day)
    Lifetime Deposit

    Tuscany

    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 $650USDDetails
    Open details for Tuscany Cycling from Pisa to Florence
    Lifetime Deposit

    Tuscany

    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 $695USDDetails
    Open details for Via Degli Dei from Bologna to Florence Walking Tour
    Lifetime Deposit

    Tuscany

    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 $750USDDetails
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    Open details for Via Francigena from Lucca to Siena
    Lifetime Deposit

    Tuscany

    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 $775USDDetails
    Open details for Via Francigena from Montefiascone to Rome
    Lifetime Deposit

    Tuscany

    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 $775USDDetails
    Open details for Walking in Val d’Orcia: Montepulciano to Siena
    Lifetime Deposit

    Tuscany

    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 $775USDDetails
    Open details for Tuscany Cycling through the Val d’Orcia
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    Tuscany

    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 $795USDDetails
    Open details for From Siena to Cortona Walking Tour
    Lifetime Deposit

    Tuscany

    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 $825USDDetails
    Open details for Etruscan Hilltop Towns of Italy Tour
    Lifetime Deposit

    Tuscany

    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 $895USDDetails
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    Open details for Via Francigena: Orvieto to Rome
    Lifetime Deposit

    Tuscany

    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 $925USDDetails

    1-15 of 25 tours

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    Tuscany General 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

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    What are some recommended day trips from Florence?

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