| Competition: | Cayman Islands Premier League |
| Season: | 2020–21 |
| Dates: | 25 September 2020 – 28 February 2021[1] |
| Winners: | Scholars |
| Relegated: | Roma United |
| Continentalcup1: | Caribbean Club Shield |
| Biggest Home Win: | (4 October 2020) (22 November 2020) |
| Biggest Away Win: | (10 October 2020) (1 November 2020) |
| Highest Scoring: | (22 November 2020) |
| Matches: | 90 |
| Total Goals: | 270 |
| Prevseason: | 2019–20 |
| Nextseason: | 2021–22 |
The 2020–21 Cayman Islands Premier League season was the 42nd edition of top tier Cayman Islands Premier League football competition in the Cayman Islands. The season began on 25 September 2020 and concluded on 28 February 2021.[2] Bodden Town were the defending champions from the previous season. Following the previous season, two teams, Alliance FC and North Side SC were relegated to the First Division, reducing the number of teams in the league to ten.[3]
On 13 February, Scholars successfully defended its 2019 title in the 2020 final for its 13th successive title.
| Team | Location | Stadium | Capacity | |
|---|---|---|---|---|
| Academy | ||||
| Bodden Town | Bodden Town | Haig Bodden Stadium | 1,500 | |
| East End United | East End | Donovan Rankine Stadium | 1,500 | |
| Elite | ||||
| Future | ||||
| George Town | George Town | T.E. McField Sports Centre | 2,500 | |
| Latinos | ||||
| Roma United | ||||
| Scholars International | Ed Bush Stadium | 2,500 | ||
| Sunset | George Town | T.E. McField Sports Centre | 2,500 |