I am trying to plan my brothers bachelor party and could use some ideas on cities/destinations. He originally wanted to rent a houseboat in Florida, but it wont work time-wise for us. Not looking for the traditional Vegas/The Hangover style trip, but were definitely wed definitely be looking for some good bars and restaurants to hit up most nights. Somewhere near a beach would be a plus, but in no way a deal breaker. Also, were looking to in October, so not sure if that would be ideal temps depending on the city we pick.

Sorry if this sounds vague, but hes mostly up for anything, and Im sure theres some fun cities we could plan for that usually fly under the radar.