Training Program

Disciplines & Training options

The Carlyle provides a comprehensive range of training and disciplines tailored to meet the diverse needs of both horse and rider. Whether its navigating the early stages of training or fine-tuning performance for the show ring, or you simply want to build a deeper connection to your horse, The Carlyle’s dedication is a cut above the rest. While we specialize in the English disciplines, we do offer Western disciplines as well.

Person in riding gear adjusting the bridle on a white horse in an outdoor riding arena.

Specializing In

Hunt Seat Equitation

Equitation Over Fences

Hunter/Jumper

Tune Up Rides

Hunter Under Saddle

Training

Foundational Groundwork

Showmanship/ Hunter in Hand

Green Horses

Behavioral Challenges

Show Preparation

Options

Pricing is available upon request

5 Day a week training

3 Day a week training

A La Carte Training Services

Single rides / Tune up

Rehab rides (light riding)

Truck in training/ lesson: (1 hour) | packages available

Trainers & Staff

  • A young woman with long brown hair, smiling, wearing a navy sleeveless polo shirt with a logo, standing outdoors under a large tree with green foliage. In the background, there is a white fence, a grassy yard, and a small shed.

    Kayla Yip

    Owner & Operator of The Carlyle Estate

    Originally from Pennsylvania, she began riding at the age of seven in the hunt seat discipline and later discovered her true passion in the Quarter Horse world. She currently shows her two horses as an amateur competitor. Known for her hands-on approach, Kayla is a constant presence in the barn. Her commitment to excellence, both in and out of the arena, reflects a lifelong dedication to the equestrian lifestyle.

  • A young man with a beard and a smile standing outdoors under a tree with green leaves. He is wearing a light blue denim jacket, a black shirt, and a beige baseball cap. Behind him, there is a grassy area and white fencing.

    Jake Perry

    HEAD TRAINER

    Jake grew up in Lunenburg MA, where he developed a passion for riding on the hunter jumper circuit. As he matured, he discovered the world of Quarter Horses and became deeply involved in the breed and the all around disciplines with a focus on hunt seat. Jake honed his skills at Showstop Farm, owned by AQHA hall of famer, Nancy Sue Ryan. There, he gained invaluable experience working with young horses, show preparation and assisting with breeding efforts. Since then, Jake has planted his roots back in Boston but has always kept horses in his life.

  • A smiling woman in a black bike helmet and black long-sleeve shirt standing outdoors on grass with a tree and a white fence in the background.

    Annie Kononchik

    TRAINER

    Specializing in the Hunter/Jumper discipline, Annie has been working with and riding horses since the age of five. Annie has he B.S. in Equine Business Management/Riding & Training as well and an MBA from Johnson & Wales University. She has held previous positions as an AA show grooms, barn manager and the Equine Operations Manager for JWU Equine Center. Annie is educated and skilled in many aspects of the equine health and well-being, including first-aid, nutrition, lameness, administering injections and trailering. Annie’s background is in Hunt Seat with a Dressage influence; however, she has an avid passion for fox hunting in the US and abroad.

  • A young woman with long brown hair standing outdoors under a large tree with green leaves, in front of a white fence, wearing a navy sleeveless polo shirt and blue jeans, with dappled sunlight on her and a cloudy sky in the background.

    Alison St.George

    BARN MANAGEMENT TRAINEE

    Ali is from Dedham, Massachusetts and began her equestrian journey at the age of 11. She is a recent graduate of Norfolk County Agricultural High School and is currently pursuing her studies at the University of Connecticut. She is a member of the hunt seat riding team and is in the equine science program. Throughout her riding career, Ali has gained experience in dressage, eventing, Western, and hunt seat disciplines. Committed to her development within the equine industry, she aspires to become an influential equine business professional. She has ambitions of managing a performance facility or engaging in breeding operations. Ali’s dedication, skill, and passion position her for a promising future in the equine field.