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Call us on 01707 817260

  • Monday - Friday9am - 5pm
  • Saturday9am - 1pm
  • SundayClosed
  • Bank HolidaysClosed

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Walking holidays in Tuscany

Explore and discover the beauty of Tuscany. It is located in central Italy where you will find well known cities such as Florence, Siena and Pisa. Tuscany is renowned for its picturesque landscapes, historical architecture and amazing art. Indulge in the local Tuscan cuisine and enjoy a wine tasting in the stunning vineyards and have a glass of wine - or two!

Walking holidays in Tuscany are the perfect way to take in all the views and trek by foot through the historical towns and countryside. Step back in time and visit Siena and venture around Monteriggioni to get the taste of historic Tuscany. Perfect for travellers who want to absorb the culture and learn more about the mediaeval buildings.

Discover how to make a classic Tuscan dish and try some delicious red wine during a wine tasting experience. Tuscan red wine is well-known and loved. You can visit an olive farm for a light lunch and olive oil tasting. This is definitely an experience that will tickle your taste buds.

Travel away from the Tuscan towns and experience a walking tour of the Garfagnana Valley. Perfect for those who love beautiful landscapes and would enjoy exploring the World Heritage Site of Cinque Terre.

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Trails of Tuscany

Trails of Tuscany

Peaceful walking among the rural footpaths and vineyards of Tuscany with time to savour Chianti wines and eat in local restaurants.

Self-Guided
Tuscany: A Journey Through the Chianti Region (Self-Guided)
  • What's NewWhat's New

Tuscany: A Journey Through the Chianti Region (Self-Guided)

Departure dates

  • 2024: Jun - Oct

Explore the brilliance behind "Chianti Classico and Gallo Nero" wines by strolling through the picturesque vineyards where they originate. Nestled between the thriving art cities of Florence and Siena, the Chianti region unveils its natural splendour and unparalleled culinary treasures.

Grade Moderate
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Our holiday walking grades

Moderate

Grade 4

Usually, your walk will take up the whole day at a moderate pace. Terrain will often be hilly and paths generally good. Note that on holidays in mountainous areas, expect some rougher paths. An average walk length is 6 miles but expect this to vary from as little as 3 miles on a sightseeing day and up to 10 miles on a full day dependant on the amount of ascent and decent required.  

Usual daily walks - Distance: 6 miles; Ascent/Descent 500m; Terrain: sometimes hilly and undulating on good paths and tracks; Walking Time: Day walks. 

Culture

from £1,009

(7 nights)

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Adagio
Tuscany's Treasures

Tuscany's Treasures

Departure dates

  • 2024:
    • Sep
  • 2025:
    • Apr
    • Jun
    • Sep
    • Oct

A taste of Tuscany - food, wine, art, history and scenic landscapes, Tuscany is a delight for all your senses. Enjoy wine and olive oil tasting in Montecatini Alto, and cook your own Tuscan dinner at a local farm!

Grade Leisurely
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Our holiday walking grades

Leisurely

Grade 3

We still class this level as leisurely; walks are generally a little longer than level 2, with undulations but over a longer distance. Where sightseeing distances are longer, we take a full day with opportunities to stop, rest and refuel. Generally, itineraries involve easy countryside walking with plenty of breaks,   

Usual daily walks - Distance: 4 miles; Ascent/Descent 300m; Terrain: generally good paths and tracks; Walking Time: Half Day or Full Day walks. 

Food & Wine

from £1,949

(7 nights)

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Self-Guided
Via Francigena - From Lucca to Siena (Self-Guided)

Via Francigena - From Lucca to Siena (Self-Guided)

Departure dates

  • 2024: Jun - Oct

Walk the famous Via Francigena through the Tuscan countryside from Lucca to Siena accompanied by vineyards, hill-top villages and rolling landscapes

Grade Challenging
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Our holiday walking grades

Challenging

Grade 6

Full day walks with appreciable amounts of ascent and descent and longer distances covered.  Whilst you will be mainly on paths, these may be rough, steep, and loose at times. We take the whole day to enjoy some fabulous walks.  

Usual daily walks - Distance: 8 miles; Ascent/Descent 850m; Terrain: sometimes rough, loose or steep sections; Walking Time: 8hrs / Full Day walks. 

Pilgrimage Routes

from £839

(7 nights)

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Classic
Apuans & Apennines

Apuans & Apennines

Departure dates

  • 2024:
    • Aug
  • 2025:
    • Jun
    • Jul
    • Aug
    • Sep

Nestled away from the Tuscan tourist trail, a secluded valley, guarded by a horse-shoe of mountains, invites exploration. Discover the captivating allure of the Apuan and Apennine ranges, hiking through Italy's diverse landscapes. This harmonious blend of scenic vistas and cultural richness offers an unforgettable journey through picturesque Italian mountain terrain.

Grade Challenging
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Our holiday walking grades

Challenging

Grade 6

Full day walks with appreciable amounts of ascent and descent and longer distances covered.  Whilst you will be mainly on paths, these may be rough, steep, and loose at times. We take the whole day to enjoy some fabulous walks.  

Usual daily walks - Distance: 8 miles; Ascent/Descent 850m; Terrain: sometimes rough, loose or steep sections; Walking Time: 8hrs / Full Day walks. 

Landscape
Was £2,225

Now from £2,075

(14 nights)

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Why choose Ramble Worldwide

Here at Ramble Worldwide, we are the experts in walking in Tuscany. Explore the culture through food and wine, or the arts and history. There's so much to take in by foot whether that is self-guided or guided tours.

Whether you are in a group or solo, all travellers are welcome on our guided tours of Tuscany. Each group has a tour leader who will guide you through your Italian journey. Explore Tuscany with our self-guided tours. Choose from walking tours that visit Florence, Siena, or Lucca for a unique experience.

“The holiday provided an opportunity for some challenging but enjoyable walking in a lovely, unspoilt area of Italy.” (Verified FEEFO customer review)

Whatever you want to experience, explore our walking tours in Tuscany, and book with Ramble Worldwide today.

Ways to explore Tuscany

Group walking towards sun in Altai mountains, Siberia on a walking holiday
Classic

Classic Collection walks in Tuscany

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Cave in Matera with view of city at dusk and orange light glow, Italy
Adagio

Adagio Collection walks in Tuscany

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Solo traveller sitting taking in view of Cochamo Valley, Chile on a walking holiday
Self-Guided

Self-Guided Collection walks in Tuscany

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