John Candy as Jack Chester

Richard Crenna as Al Pellet

Rip Torn as Scully

Karen Austin as Sandy Chester

Kerri Green as Jennifer Chester

John Larroquette as Don Moore

Joey Lawrence as Bobby Chester

Aubrey Jene as Laurie Chester

Dick Anthony Williams as Dan Gardner

Richard Herd as Angus MacLachlan

Carmine Caridi as Ed

Lois Hamilton as Vicki

Francis X. McCarthy as Hal

Santos Morales as Cortez

Pierrino Mascarino as Maitre D'

Harry Yorku as Pirate Musician

Bob Wells as Stan Greene

Scot Samis as Russ

Tom Blackwell as Gregg

Saundra Dunson-Franks as Mrs. Gardner

Tanzia Franks as Gradner's Daughter

Walter Franks as Gardner's Son

Roger Perkovich as Fat Man

Lisa Anthony as Woman

Elyn Swofford as Boat Rental Agent

Cyndi Vicino as Mother

Yvonne Cook as Daughter

Robert Starr as Thirsty Man

Bill Cordell as Real Estate Agent

Barbara Wells as Race Official

Dolores Starling as Pellet's Wife

Leonard Altobell as Race Official

Marion B. Boswell as Floyd

Jerry Previch as Lifeguard #1

Colin Male as Sailboat Repairman

Christian Chicles as Lifeguard #2

Peggy Shay as Elderly Neighbor

Al Hesse as Father

Sal Biagini as Boyfriend

Tracey May as Volleyball Girl

Robert Stout as Man with Beard

Rob Cleveland as Mickey

Patricia Herd as Photographer at Pier

Carolyn B. Peterson as Phone Lady #1

Tina Burton as Phone Lady #2

Murphy Dunne as Announcer (voice)

Leigh French as Announcer (voice)

Reni Santoni as Announcer (voice)

Jack C. Woods as Regatta Announcer (voice)