Overboard

Anna Faris

Kate Sullivan

Eugenio Derbez

Leonardo Montenegro

Eva Longoria

Theresa

John Hannah

Colin

Swoosie Kurtz

Grace

Mel Rodriguez

Bobby

Josh Segarra

Jason

Hannah Nordberg

Emily Sullivan

Alyvia Alyn Lind

Olivia Sullivan

Payton Lepinski

Molly Sullivan

Fernando Luján

Papi

Cecilia Suárez

Magdalena

Mariana Treviño

Sofia

Jesús Ochoa

Vito

Omar Chaparro

Burro

Adrián Uribe

Burrito

Edgar Vivar

Gastroenterologist

Per Graffman

Captain

Nils Hognestad

First Mate

Thomas Nicholson

Crew Member

Javier Lacroix

Carlos - Cook

Edwin Perez

Dishwasher

Garry Chalk

Dr. Fletcher

Morgan Brayton

Nurse

Darla Fay

Receptionist

Toby Hargrave

Local Boat Mechanic

Elizabeth Bowen

Boat Mechanic's Wife

Eric Keenleyside

Elk Cove Sheriff

Emily Maddison

Amanda

Cynthia Mendez

Lucia

Angie Larocque

Genevieve

Michael Karl Richards

Rich Client

Natalia Stenz

Rich Client's Girlfriend

Linda Pollard

Female Mikado Performer

David Mathews

Male Mikado Performer

Kerry O'Donovan

Musical Director

Lia Farrelly-Hodge

Jet Skier #1

Celeste Ziegler

Jet Skier #2

Stephi Chin-Salvo

Jet Skier #3

Tara Erica Moore

Pretty Girl

Lee Shan Gibson

Cop

Guy Christie

Flag Football Parent

Liam Tait

Lifeguard

Jody Glenham

Club Band - Bass

Daniel Ruiz

Club Band - Drums

Israel Ogunsakin

Club Band - Guitar

Luis Meglar

Club Band - Trombone

Malcolm Aiken

Club Band - Trumpet

Adrian Essiet

Club Band - Keyboard

Ron Bottitta

Soccer Commentator (voice) (uncredited)

Natalie Kay Dunn

Grocery Store Patron (uncredited)

Davin Mackay

Forklift Operator (uncredited)

Kennith Overbey

Salsa Dancer (uncredited)