Training Program

Disciplines & Training options

The Carlyle offers both a Hunter/Jumper program and an AQHA All-around program with a specialized emphasis on the hunt seat disciplines. We offer 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.

Specializing In

Hunt Seat Equitation

Equitation Over Fences

Hunter/Jumper

Tune Up Rides

Hunter Under Saddle

Training

Foundational Groundwork

Green Horses

Behavioral Challenges

Show Preparation

Options

Pricing Available Upon Request
5 Day a Week Training
3 Day a Week Training

A La Carte Training Services

Training Rides

Ground Work

Exercise Rides

Rehab Rides

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 three 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 | PERRY PERFORMANCE HORSES

    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.

  • Aimee Garb

    HEAD TRAINER | ROSEWOOD SHOW STABLES

    Aimee leads Rosewood Show Stables, The Carlyle Estate’s Hunter/Jumper program. Originally from New Jersey, she is a lifelong equestrian with experience training and competing horses from young prospects and OTTBs to top hunters and jumpers at major venues throughout the East Coast. Her program focuses on thoughtful training, clear communication, and the development of confident horse-and-rider partnerships. Aimee is dedicated to helping her students achieve their goals and values steady progress both in and out of the show ring.

  • Bella Sutherland

    DIRECTOR OF BARN OPERATIONS

    Bella Sutherland, born and raised in Hudson, Massachusetts, has had a lifelong passion for animals and began riding at the age of ten. She grew up in the hunter/jumper discipline, starting her competitive journey in the IEA, where she earned top ribbons at both Regional and Zone Finals.

    As her skills advanced, Bella moved into the A/AA rated circuits, leasing several talented horses and discovering a strong love for developing green and young prospects. That passion eventually led her to Sunny, the first horse she purchased and brought along herself—guiding him through his early training and introducing him to the show ring.

    Bella has also gained valuable experience as a working student for several top local hunter/jumper trainers. Through these roles, she has developed strong barn-management and road-management skills while continuing to grow as a rider. Her background reflects dedication, curiosity, and a deep appreciation for bringing out the best in every horse she works with.

  • Jenny Harris

    LICENSED RIDING INSTRUCTOR

    Jenny Harris grew up in Hopedale, Massachusetts, and has over 35 years of equestrian experience in hunter/jumpers, dressage, and western riding. She has been teaching riders of all ages and skill levels for more than 20 years and holds a Bachelor’s degree in Equine Business Management and Riding from Johnson & Wales University.

    A horse owner for over 30 years, Jenny has started numerous young horses, breezed Thoroughbreds, competed in Ocala, and trained under several Olympic medalists. She is passionate about helping both horses and riders build confidence, develop strong fundamentals, and reach their full potential in a positive, supportive environment.

  • 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.