| 2008 - |
NY College of Health Professions - Honorary Doctorate in Humane Letters and Commencement Speaker |
| 2007 - |
USPTA Florida Division Hall of Fame Inductee |
| 2006 - |
Manatee County Government - Bollettieri Boulevard Street Dedication |
| 2005 - |
Honorary Membership to the Lawn Tennis Writer's Association in recognition of his writing as a service to British Tennis. |
| 2005 - |
Ranked 22nd on Tennis Magazine’s List of "Forty Greatest Moments of the Last Forty Years" |
| 2004 - |
Inducted into the Florida Sports Hall of Fame |
| 2003 - |
Arthur Ashe Institute for Urban Health Spirit of Sports and Service Award |
| 2002 - |
Cartier Grand Slam Legend Award (awarded by the American Cancer Society) |
| 2002 - |
Inducted into the Italian-American Hall of Fame |
| 2002 - |
Dick Vitale Boys and Girls Club Award |
| 2000 - |
Tennis Magazine – Listed as #16 on list of 50 most influential people in Tennis |
| 1999 - |
The Sporting Life – Listed as #19 on list of 25 people who influenced tennis in the 20th century |
| 1999 - |
International Tennis Hall of Fame Tennis Educational Merit Award |
| 1999 - |
United States Olympic Committee National Coach of the Year for tennis |
| 1998 - |
National Symposium for Children and Poverty Award |
| 1991 - |
USPTA Coach of the Year |
| 1987 - |
USTA Community Service Award |