Roberto Bolle was born in Casale Monferrato, Italy.
He trained at La Scala Ballet School, Milan, where he was promoted to Etoile in season 2003-04.

As a guest artist he has appeared with Paris Opera Ballet, Kirov Ballet, Bolshoi Ballet and other major ballet companies all over the world with such partners as Darcey Bussell,  Alessandra Ferri, Carla Fracci, Sylvie Guillem, Greta Hodgkinson, Lucia Lacarra, Tamara Rojo, Polina Semionova, Svetlana Zakharova.
In 2002 he danced at Buckingham Palace for The Queen’s Golden Jubilee celebrations and in 2004 in St Peter’s Square in Rome for Pope John Paul II.

In February 2006 he danced at the Opening Ceremony of the Winter Olympic Games in Turin.

In 2007 he performed for the first time as a guest artist with American Ballet Theatre, on the occasion of Alessandra Ferri’s farewell performance.
Early in 2009 he was appointed Principal Dancer with ABT. It was the first time that a male Italian dancer had joined the Company as a Principal.
In the last two years he has performed in New York for the ABT’s MET season.

Since 1999 he has been a Goodwill Ambassador for UNICEF and in 2006 he visited Sudan on his first trip into the field.
In 2009 the World Economic Forum has awarded Roberto Bolle "Young Global Leader".