Question: Statistics monte carlo simulation question

There is a horse a buggy ride around a small village which takes roughly 30 minutes.  Here is an example timing for 12 consecutive rides [34, 29, 32, 32, 28, 28, 27, 28, 39, 24, 27, 27].

How can I create a monte carlo simulation graph that would estimate the future times based on given data?  Do I randomly pick numbers from the given list for a simulation or generate random numbers based on mean and standard deviation generated from the data?

When would the best possible time to come back after 4 rides be?

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