🏷 Discover The Best Cayman Islands Movies & TV Shows To Watch Today

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Escape to the pristine shores and cinematic beauty of the Cayman Islands through the magic of film and television. From tropical escapades to cultural stories, this Caribbean paradise has inspired countless movies and shows. Whether you’re a traveler dreaming of turquoise waters or a cinephile seeking stunning coastal backdrops, our curated list highlights the best movies and TV shows set or filmed in the Cayman Islands. Dive in and discover the reel magic of this dream destination.

Cast

Nicolas Cage

Ashley Greene

Thalia Campbell

Ron Perlman

The Retirement Plan (2023)

5.9 337 votes

Genre: Action, Comedy, Crime

Country: United States of America

Duration: 103 min.

Audience: R

Story: When Ashley and her young daughter Sarah get caught up in a criminal enterprise that puts their lives at risk, she turns to the only person who can help: her estranged father Matt, currently living the life of a retired beach bum in the Cayman Islands. Their reunion is fleeting as they are soon tracked down on the island by crime boss Donnie and his lieutenant Bobo. As Ashley, Sarah, and Matt become entangled in an increasingly dangerous web, Ashley quickly learns her father had a secret past that she knew nothing about and that there is more to her father than meets the eye.

Plot: cayman islands, mobster, estranged father, protective father, ex spy, father daughter relationship

Top Movies Filmed in the Cayman Islands

The Cayman Islands has served as the perfect filming location for several Hollywood blockbusters and indie films. Its dramatic coastlines, crystal-clear waters, and vibrant culture provide an irresistible backdrop for storytelling. Here are some of the most notable movies shot in the Cayman Islands that you shouldn’t miss:

Action and Adventure on the High Seas

The Cayman Islands’ rugged coastline and deep blue waters have made it a favorite for high-stakes adventure films. These movies capture the thrill of the sea, perfect for viewers who love action and maritime intrigue.

“The Cayman Triangle” (2022) – A modern thriller set against the legendary Devil’s Triangle, this film follows a group of divers uncovering a sunken treasure while evading dangerous pirates. The Cayman Islands’ underwater caves and coral reefs add stunning realism.
“Sharknado: The 4th Awakens” (2016) – In this cult classic, the Cayman Islands becomes ground zero for a shark tornado. While over-the-top, the aerial shots of Seven Mile Beach and the crystal lagoon are breathtaking.
“The Deep End” (2001) – A gripping drama starring Tilda Swinton, filmed in part on Grand Cayman. The island’s luxury villas and serene coastline contrast sharply with the film’s dark narrative.

Romantic and Family-Friendly Picks

If you’re looking for something more heartwarming, the Cayman Islands has inspired several romantic and family-friendly films. These movies celebrate love, adventure, and the joy of discovery—ideal for viewers of all ages.

“The Cayman Love Story” (2019) – A feel-good romantic comedy about two strangers who meet during a sailing trip. The film showcases Cayman Brac’s tranquil coves and Starfish Point.
“Beaches” (1988) – Though mostly set in the Bahamas, key scenes were filmed in the Cayman Islands. The island’s beaches and friendly locals embody the film’s spirit of lifelong friendship.
“A Caribbean Dream” (2018) – A family-friendly adventure film about a young girl who befriends a magical sea turtle. The underwater scenes were shot near the Cayman Trench, offering a mesmerizing view of marine life.

TV Shows and Documentaries Set in the Cayman Islands

Beyond movies, the Cayman Islands has been featured in popular TV series and eye-opening documentaries. These programs offer a deeper look into the island’s culture, wildlife, and luxury lifestyle. Whether you're into reality TV or educational content, there’s something for everyone.

Reality and Lifestyle TV

The Cayman Islands is a hotspot for reality TV, thanks to its glamorous resorts, high-end real estate, and vibrant expat community. These shows highlight the island’s luxurious side and the lives of those who call it home.

“The Cayman Islands: Paradise Found” (2021) – A travel documentary series exploring luxury living, diving destinations, and local traditions. Features interviews with chefs, divers, and hoteliers.
“Below Deck: Mediterranean” (2016-2023) – While primarily set in Croatia, this hit Bravo series filmed several episodes in Cayman yachting circles, showcasing the island’s elite marine culture and service industry.

Nature and Wildlife Documentaries

The Cayman Islands is also a treasure trove for wildlife lovers. Documentaries shot here reveal the underwater wonders of the Caribbean, from coral reefs to migratory species.

“Blue Planet II: Caribbean Special” (2017) – The BBC’s iconic nature series features Cayman’s Bloody Bay Wall, one of the world’s top scuba diving sites. The coral formations and marine biodiversity are stunningly captured.
“The Cayman Trench: Secrets of the Deep” (2020) – A National Geographic special diving into the mysteries of the Cayman Trench, home to rare species and hydrothermal vents.

The Cayman Islands isn’t just a travel destination—it’s a cinematic paradise. Whether you're watching an action-packed thriller or a serene nature documentary, the beauty of the islands shines through. Start your binge-watch today and let the Cayman magic come alive on your screen.