So if I understand you correctly you've got 5 months of asana practice under your belt and you're asking about the mapping of a retreat for yourself guided by you for you?
Okay let's clear a few things up here. You say "...I plan on doing yoga and meditation every morning and night ...". Meditation IS part of yoga. Asana IS part of Yoga. Pranayama IS part of yoga, Yama and Niyama are part of yoga. Asana is NOT yoga. Asana is a fragment of Yoga.
You ask about your asana practice. Yet you've not shared anything specific about you - who you are, how old you are, how fit you are, what your intentions are for your practice. This makes a suitable reply absolute folly.
I personally am not an ashtanga practitioner and so I can't rightly comment on that practice, especially not for a person I know nothing about. Likewise, I don't know Ms. Wigmore or her work. It would seem to me that a vegan, raw diet allows for consuming as many calories as you'd like. If you are truly calorie-deficient your body will tell you and it would be prudent to listen to whatever your carcass tells you since it's the only one you're likely to get.
Rigorous exercise without proper nutrition is obviously risky. An ashtanga practice is not a viniyoga practice. A power yoga practice is not an Iyengar practice. Point is that you've selected a practice that is very active. So yes you should be more cautious about any sort of radical nutrition shift in lieu of that choice.
Lastly, but certainly not least, the Five Tibetans are a very potent series, when done properly they have a very strong effect on the subtle bodies and some say/believe the sequence "adjusts" the chakras. As such I'd not do such a sequence in the evening - in fact I'm not certain I'd suggest it at all for a person with 6 months of asana under their belt in a style that tends to lack alignment.