Natasha Henstridge as Anna Penn

Michael Vartan as Charlie Hudson

Michael Rispoli as Henry Taylor

Olivia d'Abo as Tracey Meltempi

Faith Prince as Madelaine at Bergdorf Goodman

George DiCenzo as Mel

Phyllis Newman as Judith Penn

Joelle Carter as Claire Parker

Lorraine Mazzola as Mindy

Tony Sirico as Ricky Valentino

George Ede as Father Fitzpatrick

Hillary B. Smith as Bulgari Sales Woman

Phil Stein as Bobby Love

Tod Engle as Mickey

Jennifer Bassey as Mrs. Allen

James A. Baffico as Desk Sergeant

Larry Fleischman as Barney

Emmy Rossum as Young Girl

John 'Cha Cha' Ciarcia as Cha Cha

Joseph Tudisco as Bellhop #1

Jeff Mazzola as Bellhop #2

Tracey Morton as Julia at The Plaza Front Desk

Stephen Love as Front Desk Clerk

Barry Preston as Maitre'd Oak Room

Garry Pastore as Detective #1

Joey Baldwin as Detective #2

Donnah Welby as Young Girl's Mother

John Polce as Bartender Oak Bar

Don Stephenson as Waiter

Rebecca Wisocky as Waitress

Stephen Goodman as Maitre'D Palm Court

Stella Bach as Francesca

David Healy as David Allen

Mark Groubert as Bar Patron

Frankie Muniz as Young Plaza Ambassador

Brenda Bergman as Bobby Love's Wedding Band

Jeffrey Howard as Bobby Love's Wedding Band

John Bader as Plumber (uncredited)

Dar Billingham as Waitress (uncredited)

Edward Hibbert as Stanley (uncredited)

Carmine Raspaolo as Chico (uncredited)