We present our effort to detect and characterize transiting systems with small exoplanets. First we present our on-going project to detect transiting exoplanets around late-type stars. As many authors point out, late-type stars can host potentially habitable rocky planets, whose transits are detectable with 2-meter class telescopes. We aim at detecting (small-sized) transiting exoplanets around M-type stars and are conducting a survey using the Okayama 1.88m telescope. We introduce our campaign at Okayama. Next we discuss the characterization of small-sized exoplanets. We focus on the measurement of the spin-orbit angle, the angle between the stellar spin axis and planetary orbital axis. The spin-orbit relations are of great importance in discussing planetary formations, evolutions, and migrations. To this point, the Rossiter-McLaughlin (RM) effect, an apparent radial velocity anomaly during a planetary transit, has been mainly investigated to measure the projected spin-orbit angles. However, as the size of the transiting planet becomes smaller, the detection of the RM effect becomes challenging because of the small RM signal. We have newly developed a technique to investigate spin-orbit relations for smaller planets by combining Kepler's ultra-precise photometry and spectroscopic measurements. We show that, contrary to planetary systems with close-in giant planets, most of the systems with small-sized planets (including Earth-sized ones) have smaller spin-orbit angles, which implies a different evolutional history of the planetary systems. We also discuss future prospects on the detection and characterization of smaller transiting exoplanets.