Six Campaigns. One Grand Prize. A Legacy Worth Winning.

Miami, FL — Casa Carrillo continues its second season of the Legacy League digital sweepstakes series with the third campaign of 2026, spotlighting the upcoming release of Pledge Purple, a limited-production cigar that expands the acclaimed Pledge family with a bold new interpretation of the blend.

Powered by the Gleam platform, Legacy League is a multi-month sweepstakes experience celebrating the heritage, craft, and innovation behind Casa Carrillo cigars. Across a total of six campaigns running through September, cigar enthusiasts can enter for a chance to win monthly prizes while stacking entries toward the ultimate Legacy League Grand Prize.

Spotlight on Pledge Purple

The third campaign highlights Pledge Purple, a limited-production cigar created to mark a new chapter in the legacy of the Pledge line. While it shares the same wrapper as the award-winning Pledge Prequel, Pledge Purple features a completely different blend, delivering a distinct smoking experience crafted for dedicated fans of the brand.

Presented in boxes of 10 with a suggested retail price of $18 per cigar, Pledge Purple is available in limited quantities and designed to showcase the continued evolution of the Casa Carrillo portfolio.

Campaign Prizes

Participants in this campaign will have multiple opportunities to win:

1 Grand Campaign Winner will receive:

• One box of Pledge Purple

• 10 Pledge Prequel cigars

9 Additional Winners will each receive:

• One Pledge Purple cigar

• One Pledge Prequel cigar

How Legacy League Works

Each Legacy League campaign highlights a different Casa Carrillo blend. Participants can join the active sweepstakes by completing simple digital actions—such as following Casa Carrillo on social media or engaging with campaign content—to earn entries.

Each action completed increases the number of entries, and entries accumulate across all campaigns, improving participants’ chances of winning the Legacy League Grand Prize, which will be announced later in the year.

Last year’s Legacy League Grand Prize featured a Casa Carrillo humidor filled with 50 rare cigars, including selections such as Pledge of Allegiance, Encore Noir, Encore Unica, La Historia Silk, and Endure. This year’s Grand Prize will be revealed later in the campaign series.

Leaderboards will track the top 10 participants after each campaign, adding a competitive element throughout the sweepstakes. Importantly, participants do not need to win a monthly prize to remain eligible for the Grand Prize.

Live Winner Announcement

Winners of the Pledge Purple campaign will be announced March 24 at 5:30 PM EST during a live broadcast on the Casa Carrillo YouTube channel hosted by Lissette Perez-Carrillo. The livestream will reveal the winners and preview the next Legacy League campaign.

Join the Legacy

Fans can enter the active Legacy League campaign now through Casa Carrillo’s digital channels, email newsletters and the Gleam sweepstakes platform. Click here: Legacy League Season 2: Pledge Purple