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Match Play 21 - Online Blackjack Match Play 21 Rules. The goal of Match Play 21 is the same as other varieties of the game: have the sum of your cards be as close to 21 as possible without going over. If you hit exactly 21 or are closer to 21 than is the dealer without going over, you win. How to play Live Dealer Blackjack 2019 | #1 USA Gambling Guide 3. Can I play Live Blackjack in free play mode? Unfortunately, live dealer games including Live Blackjack are not available in free play mode. 4. Is Live Blackjack a good game for beginners? Before you start playing, it is recommended to play its virtual counterpart in free play mode first to learn all the rules and hone your skills.