Anstruther was once among Scotland’s busiest ports, and today has a mixture of bobbing boats, historic streets, and visitors ambling around the harbor. In the tourist office is the Scottish Fisheries Musuem, which has a particularly good display on the herring industry and focuses on family and community life as well as the daily toll on the high seas. You can take a 4- or 5-hour excursion aboard the May Princess to the Isle of May, a nature reserve. The cliffs are packed with exotic creatures like kittiwakes, razorbills, guillemots, shags, and puffins. Inland are the ruins of the 12-century Saint Adrian’s Chapel. West of Anstruther, the picturesque coastline continues. You can drop into Saint Monans for a game of beach cricket.