I paid a a delivery skipper to sail my 34 footer to Greece 3 years ago at a cost of about Ł3k. I also went along as 1st mate for the sea miles. Took 5 weeks Poole - Lefkas and I had a great time. Road ruled out as transport thru Albania and Balkan states etc was not considered a safe option.
IF you go down this route - check out the skipper you use carefully. I wont name the skipper I used because he was "banged up" in Gibraltar accused of smuggling cocaine on a subsequent delivery just 12 months later. BTW - Charges were dropped and I thought he was a great skipper and companion so no slight on his character intended - just a word to the wise