You should budget about $2,000 to earn your tailwheel endorsement, though prices will depend on the rental price of the aircraft and the price your instructor charges. Renting a tailwheel aircraft generally costs about $130 to $160 per hour. For 10 hours of training, that’s about $1,500. Instructors earn on average $50 to $75 an hour, which will increase your costs by an additional $500 to $750.