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The main objective of Personalized Tour Recommendation (PTR) is to generate a sequence of point-of-interest (POIs) for a particular tourist, according to the user-specific constraints such as duration time, start and end points, the number of attractions planned to visit, and so on. Previous PTR solutions are based on either heuristics for solving the orienteering problem to maximize a global reward with a specified budget or approaches attempting to learn user visiting preferences and transition patterns with the stochastic process or recurrent neural networks. However, existing learning methodologies rely on historical trips to train the model and use the next visited POI as the supervised signal, which may not fully capture the coherence of preferences and thus recommend similar trips to different users, primarily due to the data sparsity problem and long-tailed distribution of POI popularity. This work presents a novel tour recommendation model by distilling knowledge and supervision signals from the trips in a self-supervised manner. We propose Contrastive Trajectory Learning for Tour Recommendation (CTLTR), which utilizes the intrinsic POI dependencies and traveling intent to discover extra knowledge and augments the sparse data via pre-training auxiliary self-supervised objectives. CTLTR provides a principled way to characterize the inherent data correlations while tackling the implicit feedback and weak supervision problems by learning robust representations applicable for tour planning. We introduce a hierarchical recurrent encoder-decoder to identify tourists’ intentions and use the contrastive loss to discover subsequence semantics and their sequential patterns through maximizing the mutual information. Additionally, we observe that a data augmentation step as the preliminary of contrastive learning can solve the overfitting issue resulting from data sparsity. We conduct extensive experiments on a range of real-world datasets and demonstrate that our model can significantly improve the recommendation performance over the state-of-the-art baselines in terms of both recommendation accuracy and visiting orders.