Ride the Cross Florida Greenway on horseback with a private guide and your group. Tailored pace, matched horses, and quiet wooded trails make this an ideal small-group adventure in Ocala.
Ride the Cross Florida Greenway on horseback with a private guide and your group. Tailored pace, matched horses, and quiet wooded trails make this an ideal small-group adventure in Ocala.
Book with Cactus Jacks Trail Rides, LLC
Verified experiences and guided adventures in the surrounding area.
1,112 ratings
Operated by Cactus Jacks Trail Rides, LLC · Ocala, Florida
Set out from Ocala and into the Cross Florida Greenway for a private two-hour horseback adventure that keeps your group together and the pace entirely yours. This ride threads beneath longleaf pines and live oaks across gently rolling terrain east of Ocala, Florida, offering a rare vantage on the Greenway’s mix of pine flatwoods, oak hammocks, and sandy trail beds. Your guide rides with you, matching horse and pace to your group's experience so novices and seasoned riders feel comfortable. Key features of the route include shaded woodland trails, a creek crossing with exposed limestone outcrops, and open glades where deer often graze at dusk. Horses are selected to suit riders’ sizes and skill; the operation enforces a 80–260-pound limit and requires riders to be 13 or older. Helmets are provided and required for riders 17 and under; adults may choose to wear them. Check-in is 30 minutes before departure for waivers, brief safety orientation, and tack-up. The Cross Florida Greenway carries an unusual history: land once earmarked for a barge canal was converted into public recreation and conservation space, protecting long stretches of habitat and giving visitors an outdoor classroom for regional ecology. That history shows in the landscape — pockets of sandhill and scrub alternate with wetter bottomlands, hosting gopher tortoises, scrub oaks, and shifting understory plants unique to central Florida. This private format means no other guests will be added to your reservation, making it an excellent choice for couples, family celebrations, small groups, or photographers seeking uninterrupted light. Riders should arrive in closed-toe shoes or boots and long pants; trotting may be permitted when conditions and rider comfort allow, but no galloping. Bring water, sunscreen, and bug spray; weather can change quickly and guides reserve the right to alter or cancel rides for safety. Beyond the saddle, take time before or after your ride to explore nearby trailheads or picnic areas, or to watch late-afternoon light spill through the oaks. The operation’s local knowledge—of trail conditions, seasonal insect cycles, and wildlife patterns—makes it more than a ride: it’s a guided introduction to a working Florida landscape. Whether you’re on a first lesson or celebrating a milestone, a private horseback ride on the Cross Florida Greenway is a direct, memorable way to experience central Florida’s quieter wild places. Booking private rides gives groups time to pause for photos, ask about horse care, and learn local natural history from guides who ride these trails year-round. Rates and availability vary seasonally; arrive with layered clothing for sudden shifts from humid sun to late-afternoon breezes. Because the trails traverse conservation land, riders should follow leave-no-trace practices and ride single-file on narrow stretches to reduce erosion and protect native ground-nesting species and birds.
No prior experience is required. Guides match horses to rider ability and provide instruction as needed.
Riders must be at least 13 years old and weigh between 80 and 260 pounds for safety and proper tack fit.
Yes—helmets are provided and required for riders 17 and under; adults are encouraged to wear them for added safety.
Rides operate in many weather conditions but may be altered or cancelled for safety; check with the operator for their specific rain-check policy.
Pets are not permitted on the ride for safety reasons; please leave animals at home or secured off-site.
This listing is for a private ride: no other guests will be added to your party and you’ll have your dedicated guide.
Cactus Jacks Trail Rides, LLC is an equestrian tour operator based in Ocala, Florida. The company offers guided horseback riding tours and a Horse Lovers Farm Tour with a 1 PM meet & greet and photo opportunities. Trails wind through Central Florida forests and flowering fields, and experienced wranglers lead rides suitable for beginners through advanced riders. Safety briefings, well-maintained horses, and shaded mounting areas are part of each experience to ensure a comfortable outing. Cactus Jack’s Guided Horseback Riding Tours provide scenic routes, wildlife viewing, and interpretive commentary from local wranglers who know the terrain and animal care practices. The Horse Lovers Farm Tour – 1PM Meet & Greet with Photo Ops focuses on up-close time with horses, basic grooming demonstrations, and educational insights about horse care, training, and behavior. Both experiences are family-friendly and designed to accommodate individual riders, couples, and small groups with prior reservations recommended during busy periods. The operation emphasizes responsible horsemanship and follows standard safety protocols, including rider instruction before mounting and well-trained equine partners. Located near Ocala’s riding country, Cactus Jacks offers a convenient outdoor activity for residents and visitors seeking horseback riding near Gainesville and the Ocala National Forest region. Reviews and visitor feedback often highlight the knowledgeable staff, relaxed pace, and scenic trails. Cactus Jacks Trail Rides, LLC works with local wranglers and maintains horses for trail suitability, making it a reliable choice for people looking for guided horseback adventures and farm tours in Central Florida. Easy parking and wheelchair access.
Book with Cactus Jacks Trail Rides, LLC