The Ultimate Working Holiday: How to Turn a Riding Trip into a Business Opportunity

If you’re an equestrian professional, you probably haven’t taken a real holiday in years. Between managing clients, running lessons keeping the yard in order, and handling an endless stream of messages, the idea of taking time off can feel impossible.

But what if there was a way to travel, ride in stunning locations, and experience the adventure of a lifetime—without stepping away from your business?

That’s exactly what Cavago’s Lead Rider Programme offers: an all-expenses-paid working holiday that lets you explore the world on horseback while strengthening client relationships and expanding your professional reputation.

Here’s how it works—and why it might be the perfect way to finally take that well-deserved break (without really taking a break).

Why Equestrian Professionals Struggle to Take Holidays

For many equestrian professionals, a holiday feels like a luxury they just can’t afford—not just financially, but in terms of time and responsibility. You might relate to one (or all) of these struggles:

• Clients rely on you – If you take time off, lessons get postponed, clients lose progress and you risk them looking elsewhere.
  
  
• No “real” time off – Even if you do get away, you’re likely still answering messages, sorting schedules and keeping things running remotely.
  
  
• Holidays cost money – With horses to care for and a business to run, spending money on a trip that doesn’t bring in income can feel irresponsible.
  
  

So, instead of taking time away, you push through another year—telling yourself maybe next season when, in reality, next season will be just as busy.

But what if your next trip wasn’t just a holiday, but an opportunity?

How a Riding Trip Can Be the Best of Both Worlds

The Lead Rider Programme flips the traditional idea of a holiday on its head. Instead of pressing pause on your business, you bring it with you—turning a trip into an opportunity for both personal and professional growth.

✅ Travel for free – As a Lead Rider, your trip is completely covered. No paying out of pocket.

✅ No admin, no hassle – Cavago handles all logistics, from bookings to payments, so you can focus on the experience.

✅ Strengthen client relationships – Spending time outside of the usual lesson setting builds trust, connection and loyalty.

✅ Grow your reputation – Leading exclusive riding trips sets you apart as a professional who offers more than just standard lessons.

✅ Experience new horses & cultures – Riding in different countries expands your skills, introduces you to new training methods and keeps your passion alive.

It’s a break without actually stepping away—letting you recharge while still staying engaged with your business and clients.

Learn the finer details of our lead rider programme.

Making Memories While Growing Your Business

One of the best parts of leading a riding holiday is the shared experience. It’s not just about where you go—it’s about the memories you create with your clients and fellow riders.

• Bonding beyond the arena – Whether it’s galloping along the beach or exploring historic trails, riding in new environments brings people closer together.
  
  
• Great for marketing – A trip like this provides endless content for social media, helping you showcase your expertise and attract new clients.
  
  
• Word-of-mouth growth – Riders who join your trip will talk about it for years, recommending you as the person who made it all possible.
  
  

Leading a riding holiday isn’t just a perk for you—it’s a unique opportunity for your clients. They get access to an unforgettable experience, guided by someone they trust. You get to expand your business while enjoying an all-expenses-paid adventure.

Ready to Ride the World?

If you’re an equestrian professional looking for a way to travel without stepping away from your business, the Lead Rider Programme is your chance.

1. Pick a dream destination
2. Curate a riding trip for your clients or community
3. Travel for free while Cavago handles the logistics

It’s the best excuse to finally take that trip you’ve been putting off—without guilt, stress, or financial worries.

View the trip options that are currently available here.

• Portugal
• Spain
• Morocco
• Turkey

Want to find out more and register your interest? Drop us a message! 

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