Estimate Shipping Rates for All Countries

Hello everybody!

I'm having some difficulties in setting up my shipment rates and would be great to find some examples of shipping price strategy from other fellow drop-shippers.

Basically my target markets will be english speaking countries but in case clients from other countries want to buy something, I want to be there for everyone.

How is best to group countries and price classes from your experience? I have Table Rate Plus Install for Woocommerce Shipping.

My ideal scenario is to offer Free Shipping to all the countries but that means I need to update each product for each country to absorb the price of shipment in the actual product price or to compose flat rate prices for each country for each product. Sounds like headache. I'm sure there are different methods out there? Is there any other way I can do this?

Looking forward to your suggestions.