The first official senior
limited overs game in the West Indies was played on 18 March 1970, between a touring
Duke of Norfolk's XI and the
Barbados team. Three years later, a trial knock-out tournament named the
Banks Trophy—which has been given
List A status—was arranged between Barbados, Guyana, Jamaica and Trinidad and Tobago, and Barbados beat Guyana in the final by nine runs. Then, there were no more official one-day competitions until February 1976, when the first official one-day tournament named the
Gillette Cup was held between the four teams making up the Banks Trophy, along with the Leeward Islands and the Windward Islands. The Gillette Cup had two groups of three teams, each playing each other once, with the winners progressing to the final. Barbados and Trinidad and Tobago, who also shared the 1975–76
Shell Shield, won their groups and met up in the final which Barbados won by 43 runs at
Kensington Oval. During the subsequent season, those two said teams eventually faced off in the final, where once again Barbados prevailed. The next season, the tournament was renamed the
Geddes Grant/Harrison Line Trophy, named after two large shipping companies in the area, with Leeward Islands and Jamaica progressing from the two groups. However, the final, scheduled to be held at the
Antigua Recreation Ground on 8 April 1977, was rained off, and the teams shared the trophy. A shared trophy has happened twice more in the history of the tournament. Three more teams became winners in the next four seasons, before Jamaica began a row of finals appearances, starting with qualifying for the 1982–83 final. They then turned up in six successive finals from 1983 to 1988, winning three of them to pass Barbados on the all-time winners list. In
1988–89 the tournament was renamed to the
Geddes Grant Shield, and with that, Jamaica's run of finals appearances was ended, as they were knocked out by Windward Islands on run rate per wicket lost. The Windward Islands went on to the final with Guyana, and after being set 155 to win, they lost their first three wickets for five runs. Opener
Darwin Telemaque then put on 43 with captain
Julian Charles before
retiring hurt, and two wickets from Guyana captain
Roger Harper sent the Windwards to 85 for 6. Needing 70, and with only three men left, Telemaque returned – only to have two of his partners run out, and the Windwards were 99 for 8. Telemaque stuck in, however, adding 39 with
Ian Allen, before number 11 Dominique Lewis came in to bat in his List A debut with 17 needed. It came down to the last over, and the Windwards managed to take the winning runs, becoming one-wicket victors. The next tournaments were not as close, although Jamaica's win in 1990–91—their fourth in eight seasons, and their last for a further eight—also came down to the last over, but then with four wickets in hand. Then, in 1992–93 the era of the Leeward Islands began. They won three successive titles—admittedly with the first one rained off, but the next two won outright—before fading back to last place in their three-team group in 1995–96, beaten by the two teams who would later try to contest the final, but had to share the trophy due to rain. The tournament was also renamed in 1994–95, becoming the
Shell/Sandals Trophy. The next season saw two new teams for the first time, as
Bermuda and
Canada joined, but both finished bottom of their groups with neither managing to win any of their six games. Trinidad and Tobago won the tournament, and also reached the semi-finals of the next season's tournament, which was named the
Red Stripe Bowl after the beer brand
Red Stripe. The tournament was won by the Leeward Islands while Bermuda and Canada once again went winless. By the end of the 1990s, the Red Stripe Bowl had been established as an early-season feature, where the semi-finals and finals being held in Jamaica and
Busta Cup games commencing after tournament's completion. Jamaica won the 20th century's last regional one day tournament after prevailing over the Leeward Islands in the final. 2000–01 saw two more teams invited, with the United States beating Barbados by two wickets, a result that didn't prevent the Americans coming last in the group. The Windward Islands won, their second title after beating rivals the Leeward Islands in the final. The 2001–02 season saw all four non-first class teams excluded, and instead the Island teams were split—Leeward Islands were divided into Antigua and Barbuda and the Rest, while the Windward Islands were divided into a North and a South group. All four teams finished in third or fourth place of their respective four-team groups, as Guyana won the title. The next season saw even more changes. The North and South approach for the Windwards was scrapped, and it was instead split into
a team for Saint Vincent and the Grenadines and another for the Rest of the Windward Islands,
a University of the West Indies team was introduced, and Canada returned. In December 2013, NAGICO Insurance was announced as the new title sponsor of the Regional Super50 with the winning team taking home the Clive Lloyd Trophy – named in honour of the former West Indies captain. In 2014, the WICB approved major changes to the regional domestic cricket structure, including extending the first-class season, fully professionalizing the first-class and list A game with six territorial boards contracting 15 players each for the extended season and an extending the regional 50-over competition to provide players with more opportunities to get experience, accumulate runs and wickets so they can stake a claim for a spot in the regional side. In February 2019
Bermuda based Colonial Group International was announced as the new title sponsors of the regional one day competition now dubbed the CG Insurance Super 50. == Current structure ==