After an incredible response to our first season, Legacy League returns for Season 2 with new campaigns, new cigars, and the same unforgettable Grand Prize that fans loved last year.
Each campaign features a different Casa Carrillo cigar. Each month you participate adds entries to your running total and increases your chances of winning the Grand Prize. The current campaign highlights our Event Cigar, with more blends to be announced soon.
Winners will be announced LIVE on February 23rd at 5:30 PM EST
This exclusive Vintage Vault Sweepstakes unlocks two highly sought-after classics that are no longer available through regular retail channels.
Crafted at Tabacalera La Alianza in the Dominican Republic, Dusk and New Wave Reserva represent two distinct expressions of Ernesto Perez-Carrillo’s blending philosophy—bold, refined, and rooted in tradition.
Grand Prize (1 Winner) 10 New Wave Reserva cigars + 10 Dusk cigars
Runner-Up Prizes (9 Winners) 1 New Wave Reserva cigar + 1 Dusk cigar
A bold, medium-full bodied blend wrapped in U.S. Connecticut Broadleaf, designed to showcase depth, strength, and the richness of Nicaraguan tobacco.
Wrapper: U.S. Connecticut Broadleaf
Binder: Ecuador
Filler: Nicaragua
A refined, medium-bodied cigar with added complexity over the original New Wave, offering balance, smoothness, and classic elegance.
Wrapper: Ecuador Connecticut
Binder: Connecticut Broadleaf
Filler: Dominican & Nicaraguan
Tasting Notes: Earth, espresso, sweetness, nuts
Enter the current monthly challenge to get started. Every campaign is open for a limited time, so jump in while it’s live.
Earn entries by completing actions inside the campaign such as following Casa Carrillo on social, engaging with content, or submitting feedback.
Join our live stream to find out if you’ve won the monthly prize and to hear details about the next campaign.
A new campaign launches every month featuring a different Casa Carrillo cigar. Join as many campaigns as you like to keep stacking entries.
Each month you participate adds entries to your running total for the Season Grand Prize.
Your chances continue to grow as the league progresses. The more campaigns you enter, the higher your probability of winning when the final drawing takes place.
At the end of the six-month league, one winner will receive the Casa Carrillo Humidor filled with 50 rare and iconic cigars.
Last season’s Grand Prize became an instant favorite among the Legacy League community. Because of the overwhelming response, we decided to bring it back for Season 2.
At the end of the series, one winner will receive the Casa Carrillo Humidor filled with 50 of our most iconic and rare cigars. A true collector’s piece and a celebration of everything that defines Casa Carrillo.
The Season 2 sweepstakes is live now. Join the active campaign and start building your Legacy League journey today.
