Top 10 Greatest Cayman Islands Movies of All Time

Top 10 Greatest Cayman Islands Movies of All Time. You should check out these Cayman Islands Movies. These Cayman Islands Movies will give you a lot of fun and practice.


1. Tripping Through (2016)

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Director: Malcolm Ellis

Struggling against a lifelong streak of misfortune and her own persistent self-doubt, a diligent accountant perseveres in her relentless pursuit of finding her ideal partner, despite her ill-fated attempts inadvertently driving him away time and time again.

Our initial encounter with the well-meaning yet clumsy Karly unfolds as she endures the heartbreak of being unjustly dumped over an alleged affair she never had, followed by the unfortunate dismissal from her job due to an exceptionally efficient audit conducted on a company that, as it turns out, was not even a client.

Left unemployed, financially strained, and burdened by solitude, she dares to believe that her fortunes may be changing when she encounters the man of her dreams. However, true to Karly’s nature, she unintentionally frightens him away, in a comical mix-up where a simple invitation for a casual meal transforms into an accidental proposition for explicit and depraved activities. – Cayman Islands Movies

2. All in, All Out (2020)

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Director: Joel Lawson

A group of four acquaintances embarked on a journey to a remote and alluring island destination with the intention of indulging in a memorable experience. However, an unexpected occurrence jeopardizes their final evening on the idyllic retreat, potentially tarnishing their week-long sojourn in paradise. – Cayman Islands Movies

3. Gold: The Story of Man’s 6000 Year Obsession (2018)

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Director: Grant Williams

Grant Williams presents a comprehensive analysis of gold in a newly released two-part documentary on Real Vision. The documentary aims to explore the reasons behind gold’s historical significance as a currency and its resilience in outlasting alternative currencies for thousands of years.

The first episode of the documentary features a remarkable assembly of experts and market analysts, tracing the history of gold and highlighting its exceptional position at the core of the global financial system. – Cayman Islands Movies

4. Self Prescribed (2016)

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Director: Laurel Burgam

The uncontrolled proliferation of a self-administered medication becomes apparent as Ian discovers that he is not the sole consumer of Melpomene. This revelation raises the question: who could have anticipated such widespread usage of a self-prescribed substance? “A pervasive drug infiltrates every stratum of society.” – Cayman Islands Movies

5. Black Sheep: The Skip Sullivan Story (2016)

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Director: Brittany Suzanne Kelly

In this series, we follow Skip Sullivan as she embarks on her unlikely journey to success as a sheep herder. We accompany the resilient and resolute Skip Sullivan as she embarks on her quest to achieve triumph as a proficient sheep-herder. – Cayman Islands Movies


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6. Deep Water (2006)

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Director: Jerry Rothwell

This documentary delves into the catastrophic 1968 round-the-world yacht race, shedding light on the challenges faced by sailor Donald Crowhurst. Battling treacherous waters, inclement weather, an incomplete vessel, and agonizingly sluggish progress, Crowhurst finds himself confronted with an insurmountable dilemma.

Should he press on into the vast expanse of the open ocean, despite his boat’s leakages, for the sake of his solo race, or should he concede defeat and return home, burdened by financial ruin?

Through the utilization of original 16mm footage, tape recordings, and interviews, this film meticulously reconstructs the extraordinary physical and psychological odyssey of one man. – Cayman Islands Movies

7. Into the Blue (2005)

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Director: John Stockwell

Sam and Jared are a youthful couple residing in the Bahamas, who share a passion for diving and harbor aspirations of becoming accomplished treasure hunters. In contrast to the ostentatious salvager Bates, who boasts an array of extravagant equipment, Jared makes do with a modest, weathered boat.

During one of their expeditions, Jared and Sam stumble upon a historically significant shipwreck, only to discover an adjacent wreckage of an airplane containing a substantial quantity of illicit cocaine.

While Jared and Sam are enticed by the allure of the treasure, their diving companions are primarily interested in acquiring the drugs.

Unfortunately, nefarious criminals become aware of the submerged plane and its illicit cargo within the vicinity. Upon learning that the couple has successfully located the drugs, Jared and Sam find themselves in a perilous predicament, facing mortal danger. – Cayman Islands Movies

8. The Firm (1993)

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Director: Sydney Pollack

Mitch McDeere is a highly ambitious and promising individual in the field of Law, on the verge of taking his Bar exam. However, his path takes an unexpected turn when he is approached by a renowned organization known as ‘The Firm’ and presented with an irresistible offer.

Lured by the allure of wealth and lavish gifts bestowed upon him, Mitch remains oblivious to the darker underbelly of his newfound company. Tragically, the situation takes a grim turn when two of his fellow Associates are brutally murdered.

In the midst of this chaos, the FBI reaches out to Mitch, seeking his cooperation and valuable information. Suddenly, his once-promising life is shattered, leaving him with a daunting decision to make. – Cayman Islands Movies

9. Red Notice (2021)

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Director: Rawson Marshall Thurber

The story follows an Interpol agent who, with the help of a rival thief, tracks down the most sought-after art thief in the world. However, a series of misadventures ensues as a Red Notice is issued by Interpol, the highest-ranking warrant for the hunt and capture of the most wanted criminal.

FBI profiler John Hartley is assigned to the case, and his global hunt lands him in the midst of a daring robbery, where he is forced to team up with “The Bishop”, played by Ryan Reynolds, to apprehend the most sought art thief.

The resulting adventure takes the trio on an exhilarating journey across the globe, including a dance floor, a remote prison, a jungle, and, most significantly, constant companionship. – Cayman Islands Movies

10. The Last Pirate (2023)

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Director: Christian Pavlik

Arius, who is bound by the mystical powers of the ancient Infernalius, sets out on a quest to pursue the individual who bears the mark of the Sword of Affliction, as a means to secure his release from captivity. – Cayman Islands Movies