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12 days in Thailand & Siem Reap - itinerary help

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Hello! I'm planning a fairly tight-budget trip to Thailand and Cambodia in mid-May, alone, and would really appreciate some advice. My plans so far:

Day 1: arrive in Bangkok late afternoon
Day 2: Bangkok (around town)
Day 3: Bangkok (Kanchanaburi?)
Day 4: fly Bangkok -> Chiang Mai in morning (around town, meditation/cooking class)
Day 5: Chiang Mai (1-day trek including hilltribes, elephants, water rafting etc)
Day 6: Chiang Mai (Saturday market), fly CM -> BKK in evening
Day 7: Bangkok (?)
Day 8: bus Bangkok -> Siem Reap
Day 9: Siem Reap (sunrise, Angkor Thom, Angkor Wat, Ta Phrom, sunset etc)
Day 10: Siem Reap (Beng Mealea, possibly floating villages in afternoon?)
Day 11: bus Siem Reap -> Bangkok
Day 12: leave Bangkok in early morning

First, what's the mid-May weather like really? I know it's hot and humid, but would going at this time spoil my experiences? (because if so, I'd consider saving Angkor Wat for another trip when I can enjoy it in the fullest - though I won't have the opportunity again for at least another 4-5 years after this.)

Second, is the itinerary realistic? From this trip I want to feel the Bangkok vibe, to do some 'experience' type of activities in Chiang Mai, and of course Angkor Wat (especially Beng Mealea which is my inspiration). As with the above, I don't want to spoil my experience of these places by being too rushed - on the other hand, I can't afford the BKK -> SR flights (maybe could afford one way, if it's going to be justifiable).

Thirdly... I'm a physically small, Oriental, young girl travelling alone for the first time. The idea of being in a private vehicle with a private guide/driver feels slightly dodgy to me, but is this fear unfounded? What about taking a taxi alone from Poipet to Siem Reap? I'll be prepared to spend more money if it'll ensure better safety (e.g. joining a group tour).

Thank you so much for your help! If you had any other tips or suggestions on places to visit please do chip in!

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