For 15 years now, I meet up with the Los Vaqueros Trail Ride as they come along Highway 90 on their way to Houston.
I stopped for photos with them this morning. The Los Vaqueros Rio Grande Trail Ride, established in 1973 does a 386-mile ride from Hidalgo, Texas.

As Texas Monthly Magazine says ~
Texans invented the trail ride as a rite of self-renewal, a massive ceremonial trot along vaguely ancestral paths in memory of cowboys, pioneers,
and the good old days when there was really someplace to go on a horse. Modeled on the cattle drives of the nineteenth century,
the trail ride brings back the time of whoopee-ti-yi-yo, but without all of that lonesome cowpoke business, since a trail ride is essentially a big, long party.
The grandest, most sacred trail rides are in February, during the Houston rodeo season. For these highly publicized events, Texans by the
thousands take off from their jobs, put on authentic Western clothing, and ride together for days or weeks from the country to the city.
Along the highways and into the suburbs they carry flags and club banners, parading through town after town, camping in fields and parks,
celebrating all the way with drinking and dancing, barbecues, and campfires.
- See more at: http://www.texasmonthly.com/the-culture/texas-primer-the-trail-ride/