Serendipity is defined as the discovery of a thing when one is not searching for it. In other words, serendipity means the discovery of information that provides valuable insights by unveiling unanticipated knowledge. The topic is receiving increased attention in the literature, since the precision requirement may be justifiably relaxed in order to improve user satisfaction. A field that can benefit from serendipity is the Web of Data, an immense global data space where data is publicly available. As more and more data become available in this data space, searching and extracting relevant information becomes a challenging task. This thesis contributes to addressing this challenge in two ways. First, it presents a query orchestration process that introduces three strategies to inject serendipity patterns in the query process. The serendipity patterns are inspired by basic characteristics of serendipitous events, such as, analogy and disturbance, and can be used for augmenting the results with additional information, suggesting alternative queries or rebalancing the results. Second, it introduces a benchmark dataset that can be used to compare different approaches for locating serendipitous content. The strategy adopted for constructing the dataset consists of dividing the dataset into partitions based on a global feature and linking entities from different partitions according to the number of paths they share.