This comprehensive chapter explores the art and science of transplanting and container gardening, providing valuable insights for gardeners of all levels. The chapter begins by elucidating the importance of transplanting, offering benefits such as optimizing space, extending growing seasons, and rejuvenating overcrowded plants. It then delves into the nuances of when and why to transplant, selecting suitable plants, and assembling the necessary tools and materials. The step-by-step transplanting process and essential tips for success are outlined, accompanied by common mistakes to avoid. Transitioning to container gardening, the chapter defines this versatile practice and highlights its benefits, particularly for those with limited space. It guides readers through selecting plants, designing visually appealing arrangements, and the principles of container garden design. The concludes with detailed care guidelines for transplants and container gardens, addressing watering, fertilizing, pest management and seasonal maintenance. Troubleshooting common problems in both transplanting and container gardening is explored, offering practical solutions to issues such as wilting, yellowing leaves, leggy growth, fungus, insect infestations, nutrient deficiencies and poor drainage. Three success stories illustrate the diverse possibilities and joys of these gardening techniques in urban environments. Looking to the future, the chapter envisions evolving to encompass the latest advancements, emerging trends, and sustainable approaches in transplanting and container gardening. The aim is to provide a continually valuable resource guiding readers through the evolving landscape of these practices.