Pack or skip
Flip-flops for Boston in May
Verdict
Optional
Warm enough to wear in the evening or on the beach; not on a city walking day.
Why
Boston in May averages highs of 68°F, lows of 52°F, 11 rainy days.
That climate makes flip-flops a judgment call. Warm enough to wear in the evening or on the beach; not on a city walking day.