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In November 2017 I accompanied the inaugural Ultimate Uruguay ride, which combines all the Gaucho Trails: the Painted Birds Trail, Jose Ignacio and the inland estancia Balcon del Abra. This was my first visit to South America and one that I thoroughly enjoyed.
For these trails you should be a strong intermediate rider, capable of adapting to a new style of riding. The riding style was very different to the English style I am used to, and to Western riding, with which I am also comfortable. However, it was fairly easy to adapt to with the help of our patient gauchos.
The Painted Birds Trail is a wonderfully varied ride, but if you have the time you may like to add a few days at Jose Ignacio or Balcon del Abra.