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Going it alone....Am I foolish?

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I've booiked to spend 1 month in Cuba to study spanish (Havana & Trinidad)including a week free = should I go to Santiago de Cuba or stay around Trinidad.
1. May I confirm with those that have been there that an Australian visa/mastercard is okay to use.
2. I'm in my 50's & going it alone -- I'm probably foolish but besides being careful is there anything I should know or areas/places to keep away from. I am not a seasoned traveller.
3.Is a large handbag more likely a target than a backpack. (Trying to figure out where to carry my camera & how NOT to look like a tourist)
4. Does anyone know any local tour guides?
5.Which bus company would you recommend for a solo female traveller.
Thanking you all in advance for your time and any advice you are able to give.
Have a great day - Angie

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