PROBLEM TO BE SOLVED: To provide an information processing system for executing appropriate processing based on the information when a user does swimming, a wearable device, an information processing method, etc.SOLUTION: An information processing system 100 includes an information acquisition part 110 for acquiring user information including body motion information on the user, a processing part 120 for determining a swimming form of the user based on the acquired user information, and obtaining evaluation index information which is at least one of consumed calorie information, pulse wave information, and stroke information in doing swimming by each swimming form, and an output part 130 for outputting the information in which the evaluation index information in each swimming form is associated with each swimming form.SELECTED DRAWING: Figure 1【課題】 ユーザーが水泳を行った際の情報に基づいて、適切な処理を行う情報処理システム、ウェアラブル機器及び情報処理方法等の提供。【解決手段】 情報処理システム100は、ユーザーの体動情報を含むユーザー情報を取得する情報取得部110と、取得されたユーザー情報に基づいて、ユーザーの泳法を判定し、各泳法で泳いだときの消費カロリー情報、脈波情報、及びストローク情報の少なくとも1つである評価指標情報を求める処理部120と、各泳法に対して、各泳法での評価指標情報が関連付けられた情報を出力する出力部130を含む。【選択図】 図1