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    Cactus Jacks Trail Rides

    4.8 • 1K reviews
    Ocala, FL

    Cactus Jack’s Trail Rides turns the Cross Florida Greenway into an unforgettable saddle-top adventure. As the state-designated outfitter at the Land Bridge Trailhead, their friendly guides match you with one of 22 gentle, well-lov...

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    Book Cactus Jacks Trail Rides

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    Ocala Horseback Trail Ride with Local Guide

    Ride gentle horses along shaded Florida trails with experienced local guides

    From$68person

    Review summary

    4.8
    Excellent
    1K reviews•Google Maps
    948
    32
    11
    6
    31

    Cactus Jack's delivers consistently excellent trail riding experiences, with reviewers praising the operation's professional organization from check-in to departure. The horses here are clearly well-cared for and expertly matched to riders of all experience levels, from nervous beginners to returning guests. Guides like Katie and Layla earn particular recognition for being knowledgeable, attentive, and skilled at making everyone feel comfortable and safe on the trails. The peaceful, shaded woodland routes appeal to families, couples celebrating special occasions, and even riders returning to horses after decades away. Multiple guests mention how responsive and well-trained the horses are, with thoughtful touches like mounting platforms for those with mobility concerns. One reviewer noted that the posted ride duration includes time for mounting and instruction, which can feel long for experienced riders, and the saddles are quite firm. However, the overwhelming sentiment points to a well-run operation where horses receive excellent care and guests leave with memorable experiences they're eager to repeat.

    What people are saying

    Review 1 of 5
    5/5

    Katie and Jason were great trail guides, and our group had an awesome time. We had beginner and intermediate experienced riders, and everyone was well accommodated. The horses were all so nice and easy going, they had great personalities. We appreciated being able to feed the horses some apple slices before riding, so bring some sliced apples or carrots if you want that experience. 10/10 would ride here again!

    Photo of Danielle Mendoza

    Danielle Mendoza

    May 24, 2026

    Review 1 of 1
    5/5

    Katie and Jason were great trail guides, and our group had an awesome time. We had beginner and intermediate experienced riders, and everyone was well accommodated. The horses were all so nice and easy going, they had great personalities. We appreciated being able to feed the horses some apple slices before riding, so bring some sliced apples or carrots if you want that experience. 10/10 would ride here again!

    Photo of Danielle Mendoza

    Danielle Mendoza

    May 24, 2026