Horseback Riding Guide Software for Trail Rides & Pack Trips

Guided rides bring together riders, horses, guides and departure times. Beginners and experienced guests need different preparation, and guides need a clear picture of the group before heading out.

Digital Sportsman brings riding reservations, guest notes, digital waivers and guide scheduling together, helping trail operators organize each ride before guests reach the barn.

Horseback riding guides leading guests on a mountain trail
Horseback riding guides leading guests on a mountain trail

Rides by length and level

Your next customer is looking for their next adventure—make sure they can find you. Digital Sportsman offers a robust online marketplace where guests can discover and book their rides in just a few clicks.

  • Your Profile, Your Brand: Showcase your business with a fully customized profile, complete with ride details, pricing, and high-quality images.
  • Commission-Free Direct Bookings: Unlike other platforms, you keep 100% of what you earn—no hidden fees or profit cuts.
  • Integrated Website Booking: Already have a website? Embed Digital Sportsman’s booking system directly into your site to convert visitors into paying customers.
  • Social Media & Marketing Support: Easily share your rides across Facebook, Instagram, and other platforms to boost visibility and attract more clients.
Testimonial 3
Proven Success
Captain Stephen Hamilton

I have already increased my repeat bookings with a few simple marketing campaigns. It took just a few minutes to set up using the DS templates and tools.

Testimonial 1
Proven Success
Captain Bud Bishop

My clients love how easy the Digital Sportsman app makes booking their trips, and I’m thrilled that I can offer online bookings without needing to accept credit cards. Finally, a platform designed to work the way I run my business.

Testimonial 2
Proven Success
Captain Greg DeVault

DS Pro has completely changed the way I operate, giving me more time to do what I love, creating unforgettable experiences for my clients.

Horseback riding guides leading guests on a mountain trail

Rider details

Collect weight, height and experience for horse matching.

  • Rider weight and experience fields
  • Minimum-age rules
  • Waivers
Horseback riding guides leading guests on a mountain trail

Wrangler-ready

Stay in control of your bookings, finances, and customer interactions—no matter where you are. Digital Sportsman keeps everything organized in one place and accessible from any device.

With GuideWaiver™, you can:

  • Mobile-Friendly Dashboard: Manage bookings, schedules, and customer details from your phone, tablet, or desktop.
  • Custom Manifests: Track guest details, payments, and signed waivers with an easy-to-use system.
  • Expense & Revenue Tracking: Monitor profits and expenses in real-time with built-in financial insights.
  • Automated Social Media Posts: Promote your trips effortlessly with AI-powered marketing tools that generate and post content for you.

See How Easy Growth Can Be – Book Your Demo Now!

Optimize your time and start growing your adventure business with DS Pro. Connect with us and we’ll show you how to streamline operations, increase bookings, and maximize revenue—effortlessly.

  • Simplify scheduling & resource management
  • Automate bookings & payments
  • Boost repeat customers with built-in marketing tools

More Bookings. Less Work. One Powerful Platform.

Spots are limited—schedule your free demo now!

Resources

Digital Sportsman Wins Bronze Stevie Award in the 2025 American Business Awards

We’re excited to share another major milestone for Digital Sportsman.

Digital Sportsman Featured on The Woman Angler & Adventurer Podcast

We’re excited to share that Digital Sportsman was recently featured on The Woman Angler &...

7 Trademark Mistakes Fishing Guides and Charter Captains Make (And How to Avoid Them)

Many fishing horseback riding guides try to file trademarks themselves. This is complete...

The Details That Matter for Horseback Riding Guides

Horseback riding guides match riders to horses by experience and weight. Digital Sportsman collects those details at booking so guides and wranglers are ready.

01

Rides by length and level

Trail rides sorted by length and difficulty only work if they're matched against an available, suitably trained horse roster, since a one-hour scenic ride and a half-day backcountry trip draw on different horses with different temperaments, and overbooking one length can leave the other short on mounts.

02

Rider details

Weight limits, riding experience and a signed waiver collected at booking help staff prepare horse assignments in advance, but the final pairing of rider to horse happens at the barn, in person, where a wrangler can see the rider's actual comfort level before boots go in stirrups.

03

Wrangler-ready

Group size per guide is capped for a reason beyond simple headcount: a guide leading too large a string has less ability to respond if one horse spooks, so that ratio is set and enforced by the outfitter, and weather or trail condition calls to shorten or cancel a ride remain theirs as well.

Horseback Riding Guides FAQ

Can I enforce weight limits?

Yes, with required booking questions.

Can I sell pack trips?

Multi-day pack trips can be sold as packages.

How does Digital Sportsman help manage horseback riding guides availability?

Live availability, booking details and the operating information behind rides by length and level stay together, helping staff avoid conflicts and prepare each reservation accurately.

Can horseback riding guides bookings, payments and guest requirements be managed together?

Yes. Operators can keep reservations, payment records, guest details and the requirements behind rider details in one workflow, with mobile access for the team handling arrivals.

Our mission is to empower the next generation sportsman through technology, allowing you to become more successful in the great outdoors.