Horse Riding Holidays in ITALY more
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Big Smile Riding
from US $1,695

Discover the natural beauty of Umbria, Italy's green heart, on this six-day horseback riding trail vacation. Ride through ancient chestnut forests to hidden medieval villages and learn the story of Umbria's 'stolen' chariot. Stay at a converted former monastery as well as  luxury agriturismos. This is a truly memorable equestrian trail for those who want to see an undiscovered side of Italy on board high quality, responsive horses. Prepare to be thoroughly taken-in by Umbria's charms on this ride that is suitable for fit, novice riders onwards.

Riding alongside Mt Etna volcano
from US $2,089

A wonderful equestrian trail for strong to intermediate horseback riders wanting to discover the ancient culture and history of this island. Ride through 4 national parks finishing at the lip of a live volcano. Above average accommodation and food in agriturismos.

Horse riding under the Tuscan Sun
from US $1,309

Relax at this welcoming equestrian centre in the Chianti region of Italy, with excellent hosts and super riding. This program includes 10hrs riding which can be taken as wished: trails or tuition and caters for all abilities. More riding can be booked onsite, including long day rides, wine tasting and visits to historic villages and castles. Within easy reach of many sightseeing attractions, this is the perfect destination for riders and non-riders alike.

Riding up a hill
from US $2,089

An exciting equestrian adventure for experienced horseback riders which allows you to travel all the way from the north of Sicily to Agrigento on the south coast. Learn more about this stunning island from knowledgeable guides  guides on this coast-to-coast horseback riding trail. Expect comfortable accommodation, delicious Sicilian food and, of course, the company of a trustworthy horse who will be your partner all the way from one coast to the next!

Riding beneath the tower
from US $2,239

Stay in comfortable guest houses each night on this horseback trail from Maremma that offers the chance to ride with the Butteri (Italian cowboys) doing traditional cattle work. Fantastic horses ridden in Western tack and exceptional food and wine await you.

Riding through Etruscan road
from US $1,969

Enjoy a horseback riding trail through the beautiful Tuscan countryside, with Agrotourism Bed and Breakfasts along the way. Excellent horses ridden in Western tack and exceptional food and wine await you on this equestrian adventure.

Dressage riding
from US $1,069
Special Offer:

May & June - No single supplement charge!
8-Days / 7-Nights with 6 or 10 riding lesson options - From £1,065 / $1385 - a saving of up to £175 / $217
5-Day / 4-Night / 5 riing lessons - From £729 / $855 - a saving of up to £100 / $125


Situated in a  picturesque valley in the heart of Chianti, this equestrian holiday offers empathetic instruction for all levels of riding. Plenty of activities for non-riding partners and children. Accommodation in an 18th century villa.

Horses by ruin
from US $2,715

Based at a 17th century castle these set dates offer good riding for experienced guests combined with some sightseeing of the area. Comfortable accommodation is in the carefully restored farmhouse. 

River Crossing in Tuscany
from US $1,165

A point-to-point trail over 3-days through the beautiful Etruscan countryside on set dates in March, October and November. Quality accommodation and gourmet food make this a great choice for a long weekend. Riding is at all paces on well schooled and responsive horses, so intermediate and above for this one.

River Crossing in Tuscany
from US $2,205

Explore roman ruins, caves, castles, Etruscan tombs and the Vulci Archeological Park, on this point-to-point horseback trail through the beautiful Tuscan countryside, then relax and unwind each evening in super comfortable accommodation. Horseback riding is at walk, trot and canter so you will need to have a good seat and be comfortable riding in open spaces. 

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