One of the most popular events we’ve seen used for corporate team building “entertainment” is a Casino night. Each attendee is given a set number of chips and one raffle ticket at the beginning of the night and at the end of the night they can trade their winnings in for tickets towards a raffle. The more they win “gambling” the better the chances are of winning a prize in the raffle. If there are sponsors of the overall event, you can ask them for raffle donations. Otherwise, corporate branded items, M&S Vouchers/Amazon gift cards, etc. can be used. I’d suggest one raffle item for each 10-15 attendees. They don’t need to be high value, although it’s nice to have one “grand prize” type item. Keep in mind if people have flown in for the event, size matters.
As you watch you’ll see alliances being formed and a lot of teamwork and coaching as more experienced players assist other players and players strategize with each other to defeat players deemed to be winning too often.
Sometimes there may be a few people not want to participate for religious/cultural reasons, and you should always have alternates for them–usually a couple of games suitable for two such as checkers and Uno to start, but they are always joined by people who have lost all their chips fairly quickly and you can have Pictionary with white boards set up for team play.
If you’ve ever been to Las Vegas, you’ll know that Illusionists is a wildly popular form of entertainment that dovetails with the Casino party environment. This also works as an additional team building activity, as a good Illusionist show offers opportunities for group participation, and interaction both with the entertainers and among the participants.