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Return to Japan & first visits to Singapore & Bangkok

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I'm presently in the planning stages of a 3 week trip as described in the thread title and would very much appreciate any assistance. Here's what I've got so far:

Jan 2: arrive NRT
Jan 3-8: Japan, not Tokyo
Jan 9-13: Tokyo
Jan 13/14: arrive SIN
Jan 14-18: Singapore or Singapore + Penang (or elsewhere)
Jan 18: arrive BKK
Jan 19-22: Bangkok
Jan 23: early AM departure for return to ATL

So far I've booked lodging in Bangkok at Centre Point Silom. This reservation can be cancelled, so there are strong opnions against this property in favor of another I'll take that into consideration. I'm planning to have some dresses made and gather that Cotton House is a very good option. Will this likely be enough time?

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