
Meet The Team!

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James is one of our favorite local Cowboys! He became smitten for horses back in 1982 at the age of 12 when his neighbor got a horse and offered James a ride. From the first ride James was hooked. He would ride this particular horse all over Cayman. This was something a lot of people did back in the day, everyone had horses! In 1984 James got his first Horse named Pegasus and since then has always owned horses and worked with them. Throughout the 80’s and into the 90’s all the locals would get together with their horses down Barkers beach where a track was built and would race. It became a big deal and was a special event that all attended including James. He further went on to eventually training horses; he has always had a special touch with them and understanding and up to this day is still dedicated to the horse life!
James Phillips
Tour Guide

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Elissa is a born and raised Caymanian who grew up in an era where horses were a big deal. Her Dad Todd Powery and James Phillips were great friends and always had horses. Her dad won many of the races back in the 80’s and trained horses and dogs alongside James. When Elissa was born in 1996 her dad only waited a few months before deciding to put her on her first horse. After Elissa’s father passed away James and her grew a very close bond over their loss and love of horses and have stuck together as a team ever since. As Elissa got older her love for horses continued to grow. Horses are not a hobby for her they are her passion. From as long as everyone could remember it was always her dream to live and ride like how it was in the past when everyone was a cowboy. Horses have always been her world. As she got older she then started a rescue center for them and continued to follow her heart by starting her own Horse riding company. Elissa is now living her dream and wants to share her love and enthusiasm with everyone around her through Cayman Yee Haw.
Elissa Powery
Owner & Tour Guide

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Chloe is a star helper and animal lover. At the age of 5 Chloe's journey with horses began. She joined an English riding school and has continued riding throughout her life. Chloe and Elissa met in kindergarten in the year of 2000 and remain dear friends. Chloe is a phenomenal lady, she is great for the parties, especially with the kids. Chloe is very big on safety first, having a good time and its not hard to see her unconditional love for all animals. Her bubbly and welcoming personality is contagious to anyone who crosses her path.
Chloe Laidlaw
Party Helper