Miley Cyrus

Miley Stewart / Hannah Montana

Billy Ray Cyrus

Robby Stewart

Emily Osment

Lilly Truscott

Margo Martindale

Ruby

Jason Earles

Jackson Stewart

Peter Gunn

Oswald Granger

Melora Hardin

Lorelai

Mitchel Musso

Oliver Oken

Lucas Till

Travis Brody

Barry Bostwick

Mr. Bradley

Moisés Arias

Rico Suave

Vanessa Williams

Vita

Jared Carter

Derrick

Beau Billingslea

Mayor

Jane Carr

Lucinda

Taylor Swift

Taylor Swift

Gary LeVox

Rascal Flatts

Jay DeMarcus

Rascal Flatts

Joe Don Rooney

Rascal Flatts

Joshua Childs

Store Manager

Natalia Dyer

Clarissa Granger

Adam Gregory

Drew

Shawn Carter Peterson

Video Director

Jamal Sims

Rodeo Drive Dancer

John Will Clay

Volleyball Captain

Michael Cornacchia

Security Guard

Valorie Hubbard

Ticket Clerk

Tommy Barnes

Farmer's Market Vendor

Lisa Darr

Mother on the Pier

Paul Perri

Father on the Pier

Cole S. McKay

Pastry Chef

Tyra Banks

Herself (uncredited)

Brooke Shields

Susan Stewart (uncredited)

Christopher Scott

Dancer