As up to date as the manga allows the answer is simple. There is only one Madara. He is dead and brought back with impure world resurrection. Tobi who claims to be Madara merely used the name to gain quick fame and set an image for himself. However, the Sharingan Tobi has indicates that there may be a closer relationship not yet revealed.
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Naruto shippuden episode 128 Jiraiya ninja scroll part two
You need two computers in order to do that.
Kamizuki Izumo and Hagane Kotetsu .
Naruto vs. Haku, Naruto vs. Orochimaru, Naruto vs. Kimimaru, Naruto vs. Sasuke, Naruto vs. Deidara/Sasori, Naruto vs. Orochimaru, Naruto vs. Pain.
There never was an episode that they went on a mission in a boat; there was a part in Movie two when Naruto, Hinata, Sakura, and there V.I.P's go on a boat.