Born and raised in the Cayman Islands, hailing from the District of East End, Captain Jesse has cultivated a profound passion for all things related to the ocean. His love for exploring the seas as a captain led him to obtain a Royal Yachting Association Yacht Master Offshore certification, granting him the expertise to navigate vessels of up to 75ft with precision. With a fervent dedication to the sea, Captain Jesse has embarked on global excursions, delivering boats and leaving a trail of satisfied clients in his wake.

An accomplished sailor, Captain Jesse has proudly represented the Cayman Islands at numerous international regattas, harboring aspirations of competing in the Olympics. Beyond sailing, he holds the esteemed title of a qualified PADI rescue diver, currently undergoing training to become a certified dive instructor, and boasts First Aid qualifications.

Academically, Captain Jesse has a master's degree in Naval Architecture from the University of Strathclyde in Glasgow, complemented by an undergraduate degree in yacht design from Southampton Solent University.

A daily pursuit of his favorite pastime, fishing, has endowed Captain Jesse with an intimate knowledge of every local fish species. His angling prowess is underscored by remarkable achievements, including the capture of a 176-pound swordfish and participation in multiple local fishing tournaments. Captain Jesse's exploration extends to the Florida Keys, where he engages in seasonal work with Yacht Week—a premier company offering yacht bookings for intimate gatherings of family or friends on a 60ft sailing yacht in the Mediterranean.

In addition to his maritime pursuits, Captain Jesse has a flair for culinary arts, with a particular passion for preparing the day's catch. Eager to further hone his skills, he aspires to attend culinary school in the near future. Adhering to Cayman Islands regulations, Captain Jesse has dived lobsters and conch across the island during their respective seasons.

When not on the water, Captain Jesse immerses himself in the world of fishing, whether perusing local fishing shops, watching renowned YouTube fishing channels, or upgrading his gear. Ocean Time is his cherished endeavor, where he strives to create an atmosphere where every guest feels like family, ensuring a memorable and enjoyable experience on the pristine waters of the Cayman Islands.