Image Captioning is a task that requires models to acquire a multimodal understanding of the world and to express this understanding in natural language text. While the state-of-the-art for this task has rapidly improved in terms of n-gram metrics, these models tend to output the same generic captions for similar images. In this work, we address this limitation and train a model that generates more diverse and specific captions through an unsupervised training approach that incorporates a learning signal from an Image Retrieval model. We summarize previous results and improve the state-of-the-art on caption diversity and novelty. We make our source code publicly available online (https://github.com/AnnikaLindh/Diverse_and_Specific_Image_Captioning).