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Our holidays to Italy provide fantastic opportunities for experienced riders, non-riders, families and mixed groups. You can choose to combine horse riding through beautiful Tuscan countryside with more disciplined training or lessons, and we offer you the opportunity to ride English or Western to improve and learn, or just to relax and enjoy.



Tuscany is quintessential Italy; a land of rolling hills, vineyards, sunflowers and cypress trees, atmospheric alleyways and historic towns. We show you the best Italy has to offer with enchanting castles, medieval history and stunning views. There are many opportunities for exciting excursions to Florence with it’s wealth of art- the birthplace of Renaissance- Pisa, with its iconic leaning tower,  laid back medieval Sienna and wonderful Rome. Then there are exquisite hill towns like Cortona, and Pienza- the list is endless.


The trouble with Tuscany is that there is just too much to see and do! So with wonderful riding, fantastic Italian cuisine, a very warm welcome, Italy is ideal for a relaxed and  stylish holiday in magnificent surroundings. The Redlands team have worked closely with our suppliers in Italy to create the perfect holiday for you.  

Brigands Seven Day Sunshine Trail

This is an enchanting week-long break in Italy, set in a 17th century castle between Tuscany and Umbria. With fabulous countryside and tailor made riding for you.

Colline di Fiesole Trail

Trek over beautiful Tuscan hills through ancient vineyards and olive groves, and along winding roads. This trek is based mainly in the area surrounding the riding centre ...

Cypress Trees and Castles Long Weekend

This is a fabulous long weekend holiday in the Italian countryside between Tuscany and Umbria. Riding through abandoned Etruscan settlements, medieval castles adorn the enchanting Italian landscape.

Monte Giovi Trail

The Monte Giovi is a mountain range in the vicinity of Florence, one of the most spectacular beauty spots in Tuscany.

Perfect Partners in Chianti

This typical Tuscan countryside with olive groves and vineyards provides the most stunning setting for our natural horsemanship holiday. Established more than 20 years ago, the atmosphere is relaxed and professional.

Sunflowers and Chianti Mid Week Break

This is an enchanting mid-week break in Italy, set in a 17th century castle between Tuscany and Umbria. With fabulous countryside and tailor made riding for you.

Vallambrosa Trail

During this trail you will visit the forest of Vallombrosa, one of the finest and most complete forest ecosystems in Tuscany where you will visit the imposing Abbey of Vallombrosa.

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