Small world indeed, and growing smaller every day :)
Unless you're exceeding gutsy, I'd stay from renting a bike/cylco/push at first. Overland travel is my personal favorite as it offers a slower, more played out experience. Flights are great for the long hauls, but if you have the time a bus/train can provide so much more experience.
Going SE on the main Highway (name elludes me) from Bangkok you can access Siem Reap and Phnom Penh, then maybe head south to Sihanoukville and the coast before pushing on to Vietnam and Laos.
Personally, I'm always hesitant to book to much when not in the area, but I am a big advocate of knowing what your options are and evening placing a few enquiries in advance of your arrival to see what the pricing schemes and various route/packages offer.
Best,
-Chris
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