After splitting their first two recorded contests, the seemingly evenly-matched teams met for a highly anticipated third game, this time as an attraction at the Barnstable County Fair.

[18] This early Cape League operated through the 1939 season and disbanded in 1940, due in large part to the difficulty of securing ongoing funding during the Great Depression.

[26][27][28] Skipper Bren Taylor's Clippers reached the CCBL title series in 1956, defeating Orleans in the semi-final playoffs,[29][30][31] but losing out to Sagamore in the finals.

[39][37] The Indians of the late 1950s and early 1960s were skippered by John Halunen, and starred CCBL Hall of Famer Merrill "Red" Wilson, who joined the club in 1956.

[40] The 1958 Indians featured star hurlers Bob Sherman and Jack Silver, as well as CCBL Hall of Famer Jim Hubbard, an outfielder who went on to manage Cotuit to four consecutive Cape League titles in the 1960s.

In Game 3, Yarmouth broke out the big bats against Orleans hurler and future major leaguer Art Quirk, the Lower Cape's Outstanding Pitcher of the season.

In 1973, the team's home games were moved from Simpkins Field to the Dennis-Yarmouth High School baseball diamond, and Yarmouth proceeded to make its first appearance in the league championship series in the modern era.

[53] The Red Sox' 1982 season was highlighted by an 18–3 July 4 win at Falmouth in which Y-D's Joe Olker went 6-for-6 and tied a league record with three home runs in the game.

[74][75][76] Craig Biggio of the 1986 Y-D Red Sox went on to amass over 3,000 major league hits, and was inducted into the National Baseball Hall of Fame in Cooperstown, New York in 2015.

The 1988 team featured future major leaguers Mike Mordecai, Denny Neagle, and CCBL Hall of Famer Eric Wedge,[81] but was bounced from the playoffs in the semi-finals by Orleans.

Game 3 went down to the wire, with Sweeney knocking a game-winning walk-off RBI in the ninth to give the Sox an 8–7 win and their second consecutive CCBL championship.

Jon Petke led the CCBL in batting in 1994 with a .379 mark, and sluggers Todd Greene and Eddy Furniss claimed the All-Star Game Home Run Hitting titles in 1992 and 1996 respectively.

[96] Led by manager Scott Pickler, longtime Cypress College coach who had joined the Red Sox in 1998,[97] Y-D finished in first place atop the East Division five times and took three CCBL championship crowns in a span of four years in the 2000s.

[98][99] University of Michigan righty Jim Brauer was an all-star for Y-D in 2001 with a 1.84 ERA, then returned in 2002 and tossed a nine-inning complete game no-hitter against Chatham.

[106] With two outs and the bases loaded in the bottom of the tenth, Y-D outfielder Jim Rapaport made a game-saving diving catch on a sinking liner to right.

[110] Doyle, a Warwick, Rhode Island native and Boston College product, struck out 52 on the season, including 12 in his July 16 no-hit performance against Chatham.

In the decisive game, Y-D starter Doyle was perfect through four, going six innings with nine strikeouts and one walk and allowing only one run in the Red Sox' 5–1 victory.

[116][117][118] Playoff MVP honors went to Red Sox reliever David Robertson, who pitched a perfect three innings with seven strikeouts to close out the Gatemen in the finale.

The tall southpaw and future Boston Red Sox ace Chris Sale won the CCBL Outstanding Pitcher Award, fanning a league-high 57 batters while walking only nine in 55 innings of work with a 1.47 ERA.

[136] In the East Division finals against Harwich, center fielder Stevenson provided the power in Game 1, clouting a homer and four RBIs in the Sox' 7–2 road win.

Buehler tossed eight shutout innings, and late-season call-up catcher Marcus Mastrobuoni went 3-for-4 with a homer, three RBIs, and two runs scored as the Sox took the opener, 5–0.

The club was led by all-stars up the middle with double-play tandem Tommy Edman and Donnie Walton and center fielder Cole Billingsley, and also featured switch-hitting slugger Gio Brusa, and mound ace Ricky Thomas.

[149] Brusa led off the scoring early in Game 3, launching a bomb over the Eldredge Park center field fence, and starter Dustin Hunt struck out 10 and allowed only two Firebird hits in 7 2/3 shutout innings.

[152][153] Y-D bounced back with a 9–3 victory at home in Game 2 behind the stellar mound work of Thomas, a three-run bomb by Walton, and a two-run shot by Edman.

Billingsley's three-run eighth-inning homer sealed the deal, Bowden tossed the final two innings of relief, and Y-D took home its second consecutive league title.

[160] The Sox completed the sweep in Game 2 at Eldredge Park, taking a tight 2–1 ballgame on the strength of a second-inning dinger by Cape Cod native Will Toffey,[161][162] and an eighth-inning RBI by Joey Thomas.

[167] In Game 2 at home, Y-D jumped out to a 3–0 lead in the first on back-to-back homers by Toffey and Deon Stafford, Jr., and got a two-run clout in the fourth by Smith, knotting the series with a 9–4 win.

Starter Bryan Sammons tossed six-plus shutout innings of two-hit baseball, and closer Calvin Faucher extinguished a rally in the eighth and slammed the door in the ninth to make the score hold up as the final tally, the win earning the Red Sox their third consecutive league title.

[180] In 2022, Y-D skipper Scott Pickler recorded his 540th career CCBL victory, passing longtime Chatham coach John Schiffner atop the league's all-time managerial wins list.

Introduced during the 2004 season, the Sinker is a hamburger served on a lightly toasted cake doughnut, with three varieties: inside, down-the-middle, and outside (cinnamon, powder, and plain).