Robinson stated in his autobiography that one of the main considerations for his move up to middleweight was the increasing difficulty he was having in making the 147 lb welterweight weight limit. However, the move would also prove beneficial financially as the division then contained some of the biggest names in boxing. Vying for the
Pennsylvania state middleweight title in 1950, Robinson defeated
Robert Villemain. Later that year, in defense of that crown, he defeated Jose Basora, who had previously drawed with Robinson, and defeated
Carl Olson, a future title holder at that weight whom Robinson would meet and beat four times. Robinson's 50-second knock-out of Basora in the rematch set a record that would stand for 38 years.
On
February 14, 1951, Robinson and LaMotta met for the sixth time. The fight would become known as
The St. Valentine's Day Massacre. Robinson won the undisputed world
middleweight title with a 13th round technical
knockout. Robinson out boxed LaMotta for the first 10 rounds, then unleashed a series of savage combinations on LaMotta for three rounds, finally stopping the champion for the first time in their legendary six bout series—and giving LaMotta his first legitimate knockout loss in 95 professional bouts. This bout, and some of the other bouts in the six-fight Robinson-LaMotta rivalry, was depicted in the
Martin Scorsese film
Raging Bull. "I fought Sugar Ray so often, I almost got diabetes," LaMotta later said.
After winning his second world title, he embarked on a
European tour which took him all over the Continent. Robinson travelled with his flamingo-pink
Cadillac, which caused quite a stir in
Paris, and an entourage of 13 people, some included "just for laughs". He was a hero in France due to his recent defeat of LaMotta—the French hated LaMotta for defeating
Marcel Cerdan in 1949 and taking his championship belt (Cerdan died in a plane ride en route to his rematch with LaMotta). Robinson, even met the President of France and made an impromptu decision to kiss his wife four times—twice on each cheek—in front of a ceremony attended by France's upper crust. During his fight in Berlin against
Gerhard Hecht, Robinson was disqualified when he knocked his opponent with a punch to the kidney: a punch legal in the US, but not Europe. The fight was later declared a no-contest. In London, he lost the world middleweight title to Englishman
Randy Turpin in a sensational bout. Three months later in front of 60,000 fans at the
Polo Grounds, he knocked Turpin out in ten rounds to recover the title. In that bout Robinson was leading on the cards but was cut by Turpin. With the fight in jeopardy, Robinson let loose on Turpin, knocking him down, then getting him to the ropes and unleashing a series of punches, causing the referee to stop the bout. Following the victory, residents of Harlem danced in the streets. Robinson won the "Fighter of the Year" award again for his performances in 1951.
In 1952, he fought a rematch with Olson which he won by decision. He then defeated former champion,
Rocky Graziano, in a 3 round fight, before challenging world
light heavyweight champion
Joey Maxim at
Yankee Stadium. Robinson built a lead on all three judges scorecards, but the 103 degree temperature inside the ring took its toll. The referee,
Ruby Goldstein, was the first victim of the heat, and had to be replaced by referee Ray Miller. The fast-moving Robinson was next, and at the end of round 13, Robinson collapsed from the heat and failed to answer the bell for the next round, and suffered the only knock-out of his career.
After that bout, Robinson retired with a record of 131-3-1-1 and dedicated his time to show business; singing and tap dancing. After about three years, the decline of his businesses, lack of success in his performance career, Robinson decided to make his return to boxing.