Tailwind Trails

11/01/2026

Come along with me for a POV ride at the World Equestrian Center - Ocala with Wind Chase Farm - Florida's Premier Horse and Carriage for Hire., and guest driver Sonny Hillier Horse Drawn Carriages in the first night of Pleasure Driving in the Ocala International Horse Show 2026. The hours and years of work that it takes to turn out a pair like this cannot be over stated and this team delivered in spectacular fashion. Such a fun event to be a part of.

10/31/2026

It’s that time of year again. “Fall Back” tonight!

10/31/2026

Happy Halloween from all of us at Tailwind Trails

10/30/2026

Yup! Thats me on the back of this stunning carriage, playing the role of Groom, for these two top professionals! Sonny was a special guest driver for my dear friend, Heather, of Wind Chase Farm - Florida's Premier Horse and Carriage for Hire. Her beautiful team of Friesian geldings, Walda and Rigby, are strutting their stuff this week at the World Equestrian Center - Ocala at the Ocala International Horse Show 2026 in their Pleasure Driving classes. How much fun to be a part of this event. More pics and videos coming soon.

We are also showing this week at Ocala International Horse Show World Equestrian Center - Ocala Florida with thanks to Wind Chase Farm - Florida's Premier Horse and Carriage for Hire. for this amazing opportunity!

10/25/2026

Spent my birthday at Jim Brandon Arena in West Palm Beach at the always well run Wellington Classic Dressage show. Our spectacular Hannovarian gelding, Stakkatos Cash, aka Hammy, made his USDF second and third level debut with my friend and business partner Evan Ackerly of Ackerly Equestrian Services in the stirrups. Evan has trained and ridden this horse from a challenging problem to success in Showjumping big fences, children’s Hunter and EQ and now Dressage. This pair was called “Debonair” by the judge and I have to agree! They put in a beautiful test in second level, winning that class with a Bronze Medal qualifying score. A few little errors at third kept us out of the ribbons, but it was a solid test that showed huge progress, potential and heart from both this special horse and his very talented rider. I’m so proud of them both! Although unable to join us today, a nod needs to go to our friend Patti Thompson, who has been instrumental in helping us develop Hammy for the sport of Dressage.

10/22/2026

Our very own stunning Hannovarian, Stakkatos Cash, with Evan Ackerly of Ackerly Equestrian Services in the irons, putting the finishing touches on USDF 3-1 in preparation for his Third Level debut this weekend. Thanks to Patti Thompson for sharing her expertise and to our neighbors Summerwood Stables LLC for sharing your sandbox.

10/22/2026

Our superstar Hannovarian, Stakkatos Cash, with the talented evanackerly of Ackerly Equestrian, LLC. in the irons, fine tuning USDF 3-1 for his Third Level debut this weekend. Thanks to for sharing her expertise and to our neighbors at Stables for sharing their sandbox.

10/20/2026

Our always popular, annual, epic, ULTIMATE DESENSITIZATION CLINIC" at the South Florida Fair is back!! Now open for registration, Jan 20th or Jan 22nd. Join us, lead by Trainer Evan Ackerly of Ackerly Equestrian Services, for a ride through the fabulous sights, sounds and smells of the biggest fair in South Florida. We even play carnival games from horseback... basketball, ring toss, and so much more! Our most popular clinic of the year, space is limited to the first 10 riders for each date. Go to our website: www.TailwindTrails.com for all the details and to claim your spot!

10/18/2026

Just a few snapshots from a fun day with Dream Believer Stables in Wellington for a Halloween Obstacle Show. I was the Judge for this fundraising event benefitting their rescue and these riders come to play!!! 13 different obstacles tested their partnership, relaxation, effectiveness of aides, equitation and skill! The competitors were fantastic and the costumes stole the show! Thank you to Andrea Colombino and her whole team for putting on a great event and allowing me to be a part of it.

10/17/2026

“A Room with a View” this morning at the beautiful Caloosa Horse Park. I was honored to be the Scribe for the incomparable Patti Thompson of Patti Thompson Dressage as she judged their Dressage Schooling Show. This darling little show was well organized, well run and well attended by a huge variety of lovely horses and riders. Everyone was turned out to perfection and brought their best. Patti is so knowledgeable and I learned a lot simply by sharing the judge’s box with her for a few hours. A personal highlight of the day was the 2nd and 3rd level debut of our spectacular Hannovarian, Stakkatos Cash, ridden and trained by my friend and business partner, Evan Ackerly of Ackerly Equestrian Services. Scored but not placed, Evan rode two beautiful tests with scores in the 60s for both. Thank you to everyone who participated, to the organizers and volunteers and to the flagship sponsor, Harbour Ridge Equine.