Tuscany (Italy)

Adventure Tours in Tuscany

Looking for your next adventure? If you’re craving a high-adrenaline activity holiday, or want to visit remote and unusual locations, book yourself on an adventure tour today!

Adventure travel and tours have never been so popular, and it’s easy to see why. Traveling with an experienced guide can open up many new possibilities, allowing you to reach far-flung locations that are impossible to find without local know-how. What’s more, tour operators take the burden off travelers, by providing support with logistics and administration, leaving you completely free to enjoy the pleasures of the trip. Adventure travel is about creating meaningful experiences, whether that’s through a physical challenge, a cultural encounter or simply getting back to basics and reconnecting with nature.

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Showing 1 to 20 of 20 adventure tours

Open details for Tuscany 5-day Cycling Tour

Tuscany 5-day Cycling Tour

5 days
From US $375
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This Tuscan bike tour is the perfect way to experience the rich sights, sounds, and tastes of Tuscany in an efficient bicycle trip.

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Open details for Elba Island Walking Tour

Elba Island Walking Tour

Italy
Walking
Self-Guided
6 days
From US $395
Months Tour Operates
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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.

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Open details for Tuscany Cycling from Pisa to Florence (5-day)

Tuscany Cycling from Pisa to Florence (5-day)

5 days
From US $425
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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.

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Open details for Tuscan Family Cycling Tour

Tuscan Family Cycling Tour

8 days
From US $475
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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.

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Open details for Tuscany San Gimignano and Chianti Cycling Tour

Tuscany San Gimignano and Chianti Cycling Tour

Italy
E-Bike
Self-Guided
5 days
From US $475
Months Tour Operates
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The Tuscany San Gimignano and Chianti Cycling Tour is an ideal way to experience the magic of the Tuscan countryside via bicycle in an efficient trip. You’ll cycle between charming villages, through stellar landscapes, and enjoy Tuscan wine and food at each stop.

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Open details for Tuscany Cycling from Pisa to Florence

Tuscany Cycling from Pisa to Florence

7 days
From US $495
Months Tour Operates
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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.

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Open details for Tuscany Val d’Orcia Cycling Tour

Tuscany Val d’Orcia Cycling Tour

Italy
E-Bike
Self-Guided
5 days
From US $495
Months Tour Operates
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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.

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

St. Francis Way – Chiusi to Città di Castello

Italy
Pilgrimage
Self-Guided
7 days
From US $550
Months Tour Operates
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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.

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Open details for Via Francigena from Viterbo to Rome

Via Francigena from Viterbo to Rome

Italy
Pilgrimage
Self-Guided
7 days
From US $575
Months Tour Operates
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A journey on the Via Francigena is like traveling back in time, and this self-guided routes takes you from Viterbo 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.

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Open details for Walking & Wine Tour through Barolo and Barbera

Walking & Wine Tour through Barolo and Barbera

Italy
Walking
Self-Guided
8 days
From US $595
Months Tour Operates
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Imagine walking through Italy’s famous Piedmont region, enjoying the countryside and then sampling some of the best wines in Barolo and Barbera. This is an excellent opportunity to explore the best in Italian wine and food.

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What travellers say

Open details for Etruscan Hilltop Towns of Italy Tour

Etruscan Hilltop Towns of Italy Tour

Italy
Walking
Self-Guided
8 days
From US $695
Months Tour Operates
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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.

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Open details for Walking in Val d’Orcia: Montepulciano to Siena

Walking in Val d’Orcia: Montepulciano to Siena

Italy
Walking
Self-Guided
8 days
From
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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.

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Open details for Tuscany Cycling through the Val d’Orcia

Tuscany Cycling through the Val d’Orcia

8 days
From
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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.

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Open details for Walking in Chianti Tour

Walking in Chianti Tour

Italy
Walking
Self-Guided
8 days
From US $750
Months Tour Operates
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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.

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Open details for Via Francigena from Lucca to Siena

Via Francigena from Lucca to Siena

Italy
Pilgrimage
Self-Guided
9 days
From US $750
Months Tour Operates
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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.

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Open details for Via Francigena: Orvieto to Rome

Via Francigena: Orvieto to Rome

Italy
Pilgrimage
Self-Guided
10 days
From US $795
Months Tour Operates
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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.

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Open details for The Grand Traverse of Elba Island (GTE)

The Grand Traverse of Elba Island (GTE)

Italy
Trekking
Self-Guided
7 days
From US $825
Months Tour Operates
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Take 7 days to complete the great crossing or “ Grande Traversata Elbana” (GTE) on this self-guided tour. As you traverse Tuscany’s oceanic gem, Elba Island, you’ll discover the stellar beaches, forested trails, and sky-high viewpoints that make hiking this region unforgettable.

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Open details for Via Francigena Cycling from Parma to Siena

Via Francigena Cycling from Parma to Siena

Italy
E-Bike
Self-Guided
9 days
From US $925
Months Tour Operates
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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.

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Open details for Tuscany Hills and Sea Road Bike Tour

Tuscany Hills and Sea Road Bike Tour

7 days
From US $2,225
Months Tour Operates
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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.

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Open details for Tuscany Road Biking Tour

Tuscany Road Biking Tour

7 days
From US $2,225
Months Tour Operates
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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.

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We want your journey to meet your expectations, and we will work with you to solve any issues you’ve encountered.

Personal Adventure Travel Concierge

Our dedicated adventure travel concierge will curate the perfect itinerary to make your travel dreams a reality.

Vetted Local Guides

Book with confidence, knowing that our team has carefully hand-picked each tour operator and they use local, experienced guides.