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This paper presents a web based recommender system aimed at supporting a user in information filtering and product bundling. The system enables the selection of travel locations, activities and attractions, and supports the bundling of a personalized travel plan. A travel plan is composed in a mixed initiative way: the user poses queries and the recommender exploits an innovative technology that helps the user, when needed, to reformulate the query. Travel plans are stored in a memory of cases, which is exploited for ranking travel items extracted from catalogues. A new ’collaborative’ approach is introduced, where user past behavior similarity is replaced with session (travel plan) similarity.