The 1986 Boston Red Sox season was the 86th season in the franchise's Major League Baseball history. The Red Sox finished first in the American League East with a record of 95 wins and 66 losses. After defeating the California Angels in the ALCS, the Red Sox lost the World Series to the New York Mets in seven games.
- November 13, 1985: Bob Ojeda, Tom McCarthy, John Mitchell and Chris Bayer (minors) were traded to the New York Mets for Calvin Schiraldi, Wes Gardner, John Christensen, and La Schelle Tarver.
- December 11, 1985: Mark Clear was traded to the Milwaukee Brewers for Ed Romero.
- January 14, 1986: Alan Mills was selected in the first round (13th overall) of the amateur draft, but did not sign.
- January 14, 1986: Curt Schilling was selected in the second round of the amateur draft, and signed on May 30.
- March 28, 1986: Mike Easler was traded to the New York Yankees for Don Baylor.