At Colombia’s Caballero Wear, shoes are handmade with premium leathers by talented artisans who come from shoemaking families. That’s what makes it one of the best leather shoe manufacturers in the country, with the goal of bringing you high-quality footwear that doesn’t cost a fortune. Designed to go from day to night, these Chelsea boots are made of Nappa calf leather or suede with an elastic panel on either side. Each pair has a leather lining, a leather stacked heel, and a loop at the back that makes them easy to pull on. The Blake stitched construction allows the boots to be resoled.