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He appears on the 27th (and on open test at least, the 27th and the 28th) of the month.
If you're having difficulties, he has a special icon on your map (looks like a little blimp I guess). He arrives at the port/harbor, slowly makes his way past your home, then into the city via the peach plaza entrance. I'm not sure when he de-pops, but I think before 5pm he can usually be spotted.
If you rush out of the door on the morning of the 27th, you can take the Dee Dee to Portia Harbour, and you will meet him pretty close to the bus stop. If you can't find him, use the map. He has a special map icon.