2021 Caribbean Club Shield
The 2021 Caribbean Club Shield was originally to be the fourth edition of the Caribbean Club Shield, the second-tier annual international club football competition in the Caribbean region, held amongst clubs whose football associations are affiliated with the Caribbean Football Union, a sub-confederation of CONCACAF.
The tournament was originally scheduled to be played in Curaçao between 23 April and 2 May 2021. However, CONCACAF decided in early April to postpone the tournament due to the COVID-19 pandemic in Curaçao. Eventually the tournament was cancelled, and a number of teams originally set to participate in the 2021 CONCACAF Caribbean Club Shield instead participated in the expanded 2021 CONCACAF Caribbean Club Championship.
The winners of the 2021 CONCACAF Caribbean Club Shield, as long as they fulfill the CONCACAF Regional Club Licensing criteria, would originally play against the fourth place team of the 2021 CONCACAF Caribbean Club Championship in a playoff match to determine the final Caribbean spot to the 2021 CONCACAF League.
Robinhood, having won the title in 2019, were the title holders, since the 2020 edition was cancelled due to the COVID-19 pandemic and the title was not awarded, but did not qualify for the tournament.
Teams
Among the 31 CFU member associations, 27 of them were classified as non-professional leagues and each may enter one team in the CONCACAF Caribbean Club Shield. A total of 14 teams entered the 2021 CONCACAF Caribbean Club Shield.After the cancellation of the 2021 CONCACAF Caribbean Club Shield, 9 of the 14 teams instead participated in the expanded 2021 CONCACAF Caribbean Club Championship. Initially, 11 teams would participate, but Racing Club Aruba, South East and Platinum FC withdrew, while Hope International were added.
| Association | Team | Qualification method |
| Racing Club Aruba | 2018–19 Aruban Division di Honor champions | |
| Real Rincon | 2018–19 Bonaire League champions | |
| Scherpenheuvel | 2019–20 Curaçao Promé Divishon champions | |
| South East | 2020 Dominica Premier League champions | |
| Olympique de Cayenne | 2019–20 French Guiana Honor Division champions | |
| Gosier | 2019–20 Guadeloupe Division of Honor champions | |
| Fruta Conquerors | 2019 GFF Elite League champions | |
| Samaritaine | 2019–20 Martinique Championnat National champions | |
| Metropolitan | 2018–19 Liga Puerto Rico champions | |
| St. Paul's United | 2019–20 SKNFA Premier League champions | |
| Platinum FC | 2019 SLFA First Division champions | |
| Hope International | 2019–20 SVGFF Premier Division champions | |
| Flames United | 2020–21 Sint Maarten Senior League champions | |
| Inter Moengotapoe | 2018–19 SVB Topklasse champions |
;Associations which did not enter a team
;Notes
Venues
The matches were originally to be played at the Ergilio Hato Stadium and FFK Stadium in Willemstad.Group stage
The draw for the group stage was held on 26 February 2021, 11:00 EST, at the CONCACAF Headquarters in Miami, United States. The 14 teams were drawn into four groups: two groups of four teams and two groups of three teams. The team from the host association Curaçao, Scherpenheuvel, were allocated to position A1, while the remaining 13 teams were drawn into the other group positions without any seeding.The winners of each group would advance to the semi-finals.
;Tiebreakers
The ranking of teams in each group is determined as follows :
- Points obtained in all group matches ;
- Goal difference in all group matches;
- Number of goals scored in all group matches;
- Points obtained in the matches played between the teams in question;
- Goal difference in the matches played between the teams in question;
- Number of goals scored in the matches played between the teams in question;
- Fair play points in all group matches :
- Drawing of lots.
Group A
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Group B
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Group C
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Group D
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Knockout stage
In the semi-finals and third place match, a penalty shoot-out would be used to determine the winner if the score was tied after regular time. In the final, extra time would be played if the score was tied after regular time, and a penalty shoot-out would be used to determine the winner If the score was still tied after extra time.Bracket
The semi-final matchups would be:- SF1: Group A Winners vs. Group B Winners
- SF2: Group C Winners vs. Group D Winners