A tailspin is a rapid, high-rotation descent of an airplane.

Tailspin or Tail Spin may also refer to:

• Tail Spin, a 1939 aviation film
• Tailspin: Behind the Korean Airliner Tragedy, the American title of the 1989 British film Coded Hostile

• TailSpin, a 2008 novel by Catherine Coulter
• Tailspin, a 2018 novel by Sandra Brown
• Tailspin: The People and Forces Behind America's Fifty-Year Fall—and Those Fighting to Reverse It, a 2018 nonfiction book by Steven Brill

• "Tailspin" (1934 song), written by Jimmy Dorsey and Frankie Trumbauer
• "Tailspin", a song by Moe from the 2007 album The Conch
• "Tailspin", a song by Vinnie Moore from the 2007 album To the Core

• Tail Spin (Dreamworld), an aviation-themed ride at Dreamworld, Gold Coast, Australia
• Tailspin, a roller coaster at DandiLion Park, Muskego, Wisconsin, U.S.

• All pages with titles containing tailspin
• All pages with titles containing tail spin
• Tailspin Tommy, an air adventure comic strip
• TaleSpin, a Disney animated TV series first aired in 1990
  • TaleSpin (video game), a platform game for the Sega Genesis, TurboGrafx-16, and Game Gear
  • TaleSpin (Capcom video game), for the NES and Game Boy
• TaleSpin, reboot series aired in 2024
• Self-control