Best time to visit as at that time the whole area will be less crowded. You can split Greece into 2 parts. Mainland and the various islands. If you are internet savvy then do all your flight and hotel bookings yourself through various popular booking sites. You can always join a tour party with excellent guides after reaching Greece. Best wishes
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Pls check out my blog on Greece . You will get all details Best time : April to Oct Budget per head for 8 day trip : For three of you it should not cost more than 2.25 lakhs all inclusive Greece is a relaxed destination which you can enjoy with your 1.5 year old kid. Plan yourself for better flexibility