40 Bachelor Party Prop Bet Ideas for the Weekend

Before the trip, your friends will predict who misses dinner and whether the groom disappears for a nap. Put those guesses on a board, then keep score through Sunday.

Use these 40 bachelor party prop bet ideas as written or change the numbers for your group. Pick 12 to 20 that fit the itinerary. Cut any question that would embarrass one person. Our guide to what a prop bet is explains the format.

Travel and schedule prop bets

You can grade a few of these before the first night starts. Set exact thresholds for delays and arrival times so the group uses one definition.

Will an airline cancel or delay anyone's flight? Yes or no. Define a delay as 30 minutes or more.
Will anyone miss a flight? Yes or no.
Who will arrive at the house or hotel first? List likely winners + the field.
Will the group be late to anything scheduled? Yes or no. A reservation grace period does not count.
How many rideshares will the group take? Over or under 5.5 works for most long weekends.
Will anyone leave an activity before the group? Yes or no.
Will the trip go over budget? Yes or no. Agree on which shared expenses count first.

Prop bets about the groom

Choose outcomes the groom cannot force after he sees the board.

How many times will the groom call his fiance? Over or under 1.5.
Will the groom be the first one in bed on any night? Yes or no.
Will the groom cry during a toast? Yes or no. Watery eyes count if the group agrees they count before the trip.
Will a stranger buy the groom a drink? Yes or no.
Will a stranger give the groom marriage advice? Yes or no.
Will the groom win a round, game, or scheduled activity? Yes or no.
Will the groom wear an outfit the group picked? Yes or no.

Money, food, and drink prop bets

Match each number to the destination and group size before you open picks.

How much will the biggest single bar tab be? Under $100, $100 to $250, $250 to $500, or over $500.
How much will the group spend stocking the house? Under $300, $300 to $500, or over $500.
How many times will the group order late-night food? Over or under 2.5.
Will anyone order a drink they cannot finish? Yes or no.
Will anyone get cut off by a bartender? Yes or no.
How many rounds of shots will the group take? Over or under 4.5.
Will anyone convince a bartender to take a shot with the group? Yes, no, or no attempt made.
How many people will shotgun a beer? Over or under 3.5.

Weekend mishaps

Use mishaps with a clear result. Keep the stakes friendly and remove outcomes a player might try to cause.

Will anyone get separated from the group for more than 30 minutes? Yes or no.
Will anyone lose a phone? Yes or no. Count it after 30 minutes or once the group starts a search.
Will anyone lose a wallet, ID, or set of keys? Yes or no.
Will anyone crack a phone screen? Yes or no.
Will anyone run into someone they know? Yes or no.
Will the group miss or abandon a dinner reservation? Yes or no.
Will anyone end up in another group's photo? Yes or no.

Group superlatives

List each guest as an answer choice. You get the most debate when the group compares these picks.

Who will be the trip MVP?
Who will be the biggest liability?
Who will take the most photos?
Who will make a new friend first?
Who will take the longest to get ready?
Who will have the best comeback after a rough morning?

Sleep and morning-after prop bets

Set the meaning of "in bed" before picks open. The group can grade room arrival or sleep. Give each player the same rule.

Who will go to bed earliest?
Who will stay up latest?
How many people will take a nap? Over or under 3.5.
Will anyone skip a planned activity to sleep? Yes or no.
Will anyone sleep through an alarm? Yes or no.

Choose 12 to 20 prop bets

Use 12 to 20 questions for a weekend. Fewer than ten can leave half the group tied. A board with more than 25 makes picks feel like homework. Start with the groom and itinerary, then add group superlatives and yes-or-no outcomes.

Vary the answer formats. A board of yes-or-no questions produces more ties. Add "who will" questions and numeric ranges so players have more ways to separate on the leaderboard.

Rules that prevent arguments

Write down what counts

Define "late," "lost," and "first to bed" on the board. One sentence gives the host a rule for grading close calls.

Choose one grader

Choose a host before the trip. The host records each result and applies the rules on the board. Use a group vote when the host appears in a disputed outcome.

Keep private material off the board

Cut questions about relationships, money problems, or anything the subject would keep out of the group chat. Keep the jokes inside the group's shared comfort level.

Run the game with Picksy

Create a bachelor party prop bet game, choose your questions, and send one link to the group before the trip. Guests enter a name and submit picks in their browser.

Close picks before the first flight leaves. The host grades each result during the weekend. Picksy recalculates the standings after each grade. Groups of ten or fewer can play free. One $15 event covers up to 40 players.

Questions about setup

Choose a prize

Use a small buy-in or have the group buy the winner dinner. Some groups skip a prize and play for the final ranking.

Set a deadline for picks

Send the board three to seven days before the trip and close it before anyone travels. If the first question concerns arrival order or a flight delay, close picks before the first departure.

Use one board for a joint trip

For a joint trip, replace groom-only questions with questions about the couple or full group. For a separate bridal-party weekend, use these bachelorette party prop bet ideas.