Nestled in the serene landscape of Golden Gate Estates, Naples Equestrian Show Stables is where the Holmberg girls keep their cherished horses and ponies. Every morning begins with the soft sounds of hooves and gentle snorts as the girls arrive, ready to spend the day riding and caring for their closest companions. Amid the peaceful stretches of pasture and well-kept stables, the Holmberg sisters have created a world devoted to the joy, beauty, and dedication of life with horses.

The story of Naples Equestrian Show Stables began with a simple birthday wish. Hailey, the eldest of the Holmberg sisters, had been asking for horseback riding lessons from a young age, and on her sixth birthday, her dream came true. From her very first ride, the spark was undeniable. Soon, a pony joined the family, and Hailey’s passion quickly inspired her younger sister, Addison, to follow suit. At just four years old, Addison took to the saddle with the same enthusiasm, turning their shared hobby into a lifelong passion.

As the Holmberg sisters grew, so did their dedication and skill, with both eager to take their talents to the next level through competition. However, after years of boarding and encountering the usual challenges of larger barns, the family decided it was time for a change. Determined to give their daughters a more tailored, high-quality experience, their parents took a bold step: purchasing their own private facility, Naples Equestrian Show Stables. They created a private oasis with a ‘small, private, and boutique’ touch, reflecting the elegance and exclusivity that make their stable a unique gem.

Spread across five beautiful acres, Naples Equestrian Show Stables offers top-tier amenities crafted for both horse and rider. The 7-stall barn, designed for optimal comfort, features spacious runouts attached to each stall and powerful fans, alongside three wash bays for post-ride care. Seven individual grassy paddocks with ample shade allow the horses to graze and relax in peace.

At the heart of the facility lies a 200x300-foot riding arena, outfitted with a full set of hunter/jumper jumps, complemented by a surrounding cool-down track. Riders benefit from the expertise of resident trainer Jennifer Olsen, specializing in hunter/jumper and equitation. Jennifer lives on-site to oversee training and support, alongside a dedicated stable hand for impeccable horse grooming and care. With expert veterinary and farrier services, as well as safe horse-trailering rigs, Naples Equestrian Show Stables is more than a stable—it’s a premier equestrian haven.

Training at Naples Equestrian Show Stables is more than just routines and schedules—it’s about cultivating a genuine connection between rider and horse. Hailey and Addison are deeply dedicated to bonding with their horses and ponies, spending countless hours brushing, grooming, and riding to build trust and mutual understanding. With impressive horsemanship skills, the girls follow a weekly training plan, ensuring their horses stay in peak competition shape while honing their own abilities as riders. Guided by their expert trainer, Jennifer Olsen, they approach their sport with the same discipline and commitment as any professional athlete.

Hailey, in particular, is embarking on a new challenge, training her second young pony, Parker. At only four years old, Parker is learning the ropes under Hailey’s patient guidance as she prepares him to become an exceptional pony hunter—a journey that reflects her dedication to the art and science of riding. Addison is ending her time with her medium pony, Andee, who will soon pass on her experience to another eager young rider. With Addison stepping into the irons of Hailey’s pony, Mowgli, both girls embrace the new season with excitement.

The Holmberg sisters are eagerly anticipating an exciting competition season, with plans to showcase their skills at the prestigious Winter Equestrian Festival (WEF) in Wellington, Florida, this year. This journey has truly become a family affair, with each member playing an important role in supporting the girls’ goals and dreams within the equestrian community. Naples Equestrian Show Stables has become a warm gathering place, where close friends are always welcome to share in the peaceful atmosphere, watch the girls train, or simply enjoy time with the horses. As they set their sights on a successful season, the Holmberg family embraces the journey ahead, united by their shared love for the sport.

As Naples Equestrian Show Stables continues to grow, the Holmberg sisters, their family, and friends look forward to new achievements, memories, and countless cherished moments with their horses. The stables are more than just a place to ride; they’re a testament to family bonds, lifelong dreams, and the pursuit of excellence. As Hailey and Addison prepare to showcase their hard work and skill on the competition stage, the family stands united, ready to cheer them on with pride, love, and unwavering support. For the Holmberg family, this journey is just beginning, and every ride brings them closer to a future filled with passion, dedication, and the joy of life with horses.