Yandel met Wisin in school. They began performing as a duó in the late '90s (Yandel then billing himself as "Llandel") and made their album debut in 2000 with Los Reyes del Nuevo Milenio. They later made the jump to a major label in 2003 with Mi Vida... My Life, their first for Universal subsidiary Machete Music. Pa'l Mundo then catapulted them to mainstream success in 2005. Subsequently, Wisin & Yandel established their own label, WY Records, and presented an affiliate group, Los Vaqueros.
Before he became a singer, Yandel worked as a barber in his hometown. He has a younger brother, Gadiel Veguilla, who is also a singer. In July 2004, Veguilla married his long-time girlfriend, Edneris Espada Figueroa and the couple has two children; Adrián Yandel Veguilla (Born January 25, 2002; Age 12) and Dereck Adrián Veguilla (Born May 27, 2004; Age 10).