Olive cultivation, an icon of Mediterranean agriculture, economy, and cultural heritage, faces significant challenges due to climate change and soil degradation. Climate projections indicate that altered precipitation patterns, rising temperatures, and increased frequency of extreme weather events will adversely affect olive tree growth, fruit quality, and yield. This review provides a novel perspective on addressing these challenges through both long-term and short-term adaptation strategies, emphasizing innovative products, advanced technologies, and practical solutions that must work synergistically and be tailored to regional conditions. Long-term practices refer to proactive strategies for enduring climate resilience, including cover cropping, mulching, soil amendments, and breeding programs which enhance soil health, improve water retention, and increase the trees’ resilience. Short-term strategies focus on immediate impacts, offering immediate stress relief and enhanced plant physiological responses, including optimized irrigation systems, pruning management, particle coating films, biostimulants, and plant growth regulators. The review underscores the importance of aligning agricultural practices with sustainability goals and evolving environmental policies and the education of farmers and policymakers. By integrating adaptive practices and technological advancements, the olive sector can better address climate challenges, contribute to global food security, and advance environmental sustainability.