Baseball was one of the first sports to gain widespread popularity in Puerto Rico. The Puerto Rico Baseball League serves as the only active professional league, operating as a winter league. No Major League Baseball franchise or affiliate plays in Puerto Rico, however, San Juan hosted the Montreal Expos for several series in 2003 and 2004 before they moved to Washington, D.C. and became the Washington Nationals.
The Puerto Rico national baseball team has participated in the World Cup of Baseball winning one gold four silver and four bronze medals, the Caribbean Series (winning fourteen times) and the World Baseball Classic. On March 2006, San Juan's Hiram Bithorn Stadium hosted the opening round as well as the second round of the newly formed World Baseball Classic. Puerto Rican baseball players include Hall of Famers Roberto Clemente, Orlando Cepeda and Roberto Alomar, enshrined in 1973, 1999, and 2011 respectively.
Boxing, basketball, and volleyball are considered popular sports as well. Wilfredo Gómez and McWilliams Arroyo have won their respective divisions at the World Amateur Boxing Championships. Other medalists include José Pedraza, who holds a silver medal, and three boxers who finished in third place, José Luis Vellón, Nelson Dieppa and McJoe Arroyo. In the professional circuit, Puerto Rico has the third-most boxing world champions and it is the global leader in champions per capita. These include Miguel Cotto, Félix Trinidad, Wilfred Benítez and Gómez among others.
The Puerto Rico national basketball team joined the International Basketball Federation in 1957. Since then, it has won more than 30 medals in international competitions, including gold in three FIBA Americas Championships and the 1994 Goodwill Games August 8, 2004, became a landmark date for the team when it became the first team to defeat the United States in an Olympic tournament since the integration of National Basketball Association players. Winning the inaugural game with scores of 92–73 as part of the 2004 Summer Olympics organized in Athens, Greece. Baloncesto Superior Nacional acts as the top-level professional basketball league in Puerto Rico, and has experienced success since its beginning in 1930.
Puerto Rico is also a member of FIFA and CONCACAF. In 2008, the archipelago's first unified league, the Puerto Rico Soccer League, was established.
Other sports include professional wrestling and road running. The World Wrestling Council and International Wrestling Association are the largest wrestling promotions in the main island. The World's Best 10K, held annually in San Juan, has been ranked among the 20 most competitive races globally. The "Puerto Rico All Stars" team, which has won twelve world championships in unicycle basketball.
Organized Streetball has gathered some exposition, with teams like "Puerto Rico Street Ball" competing against established organizations including the Capitanes de Arecibo and AND1's Mixtape Tour Team. Six years after the first visit, AND1 returned as part of their renamed Live Tour, losing to the Puerto Rico Streetballers. Consequently, practitioners of this style have earned participation in international teams, including Orlando "El Gato" Meléndez, who became the first Puerto Rican born athlete to play for the Harlem Globetrotters. Orlando Antigua, whose mother is Puerto Rican, in 1995 became the first Hispanic and the first non-black in 52 years to play for the Harlem Globetrotters.
Puerto Rico has representation in all international competitions including the Summer and Winter Olympics, the Pan American Games, the Caribbean World Series, and the Central American and Caribbean Games. Puerto Rico hosted the Pan Am Games in 1979 (officially in San Juan), and The Central American and Caribbean Games were hosted in 1993 in Ponce and in 2010 in Mayagüez.
Puerto Rican athletes have won nine medals in Olympic competition (one gold, two silver, six bronze), the first one in 1948 by boxer Juan Evangelista Venegas. Monica Puig won the first gold medal for Puerto Rico in the Olympic Games by winning the Women's Tennis singles title in Rio 2016.