I get a 12 month sabbatical every 7 years and I teach two out of three terms, so typically I have 3 months of nonteaching time. I take those 3 months in the summer. But both sabbatical and nonteaching term are meant to be productive research and professional development not flat out vacation.
Nevertheless it would be theoretically possible for someone to teach in summer term and abscond Jan to April. But then that person would be working full time in the summer and not be able to ride, train, and show fully then.
We need to propose and complete a scholarly project for our sabbatical year and if that’s not completed we are in trouble. Plus I am not sure how good it would look professionally if we made it too obvious that our entire nonteaching term was a wash every year
So even for a relatively comfortable professional the time involved could compromise professional standing.
Plus I can afford a horse. If I made a few adjustments I could even afford to keep her at a full board training barn. But for that to make sense I’d need a new horse :). But I don’t think I could afford all that plus go down South every winter, certainly not on the Canadian exchange rate!
Paradoxically also if you have a good professional job on salary you don’t have the time in your week to take on other part time work. I do my job, I ride daily and look after my own horse. And really that’s the max.
So for someone in my position going to Florida regularly would be financially draining and professionally compromising. Now if I had worked my way up to a riding position where it was even remotely a good next step, I might feel differently. But on the other hand, the reason I will never be riding at that level is surely connected to the fact I didn’t ride for 20 years while I travelled, collected degrees and found a tenure track job.
So while some middle income folks may be able to make it happen through heroic efforts, I think the whole setup is designed for folks for whom the money and time is no big deal, like me dropping $500 on a multi day clinic. I know lots of riders who couldn’t afford that, too.