The theoretical design method of enhanced sensitivity fiber grating (FBG) strain sensors was given, and moreover high qualified strain sensors were developed and fabricated, whose sensing properties were good for practical applications. The strain sensor with cylindrical shell encapsulation contained three tubular structures, due to the uneven surface structure, in the area of the strain concentration, improving the sensitivity. It could achieve the embedment strain measurement and surface measurement and had the advantages of the easy installation. The good agreement was obtained between the measurements and theoretical simulation results. After each calibration test, twenty-four FBG strain sensors and six FBG temperature compensation sensors have been installed on the undersurface of the box girder of Diaoshuiyan bridge in Yongtaiwen highway. Finally, we built up a long-term structure health system for the highway bridge.