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2 weeks in Thailand, Singapore, Malaysia

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I am planning a 2 week trip with my parents in the month of October from Delhi, India. I haven't done much homework yet, but the basic idea is to go for a 2 weeks trip to at least these 3 countries, if not more. I apologize if I am gone ask some very basic questions here but looking at other posts here, I am sure I will get some good feedback that will help me in my plan.

1. How many days is good to spend in each country. My parents are in early 60's , so we cannot do a very tiring trip. It will a trip where we see usual tourist spots, enjoy the scenery and the country and culture and food. I am hoping to see some clean blue water beaches but not spend too much time at beaches (they are just not my thing).
2. What specific cities would you recommend in each of these countries for a tourist who has never been to south east asia.
3. Do you think I can incorporate Indonesia as well in 2 weeks. I could potentially extend by a few days if need be.
4. Regarding flights, does anyone know or recommend a good airlines ticket plan to take this trip from Delhi, India. I gather there will be many flights involved, so if you know of any airline program that will make sense based on this plan, I would really appreciate the information.

I might have more questions after I see some feedback. Thanks for all the help.

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