My wife and I visited Santorini in May. You can take a winery excursion but your time will be far more rewarded if you go it on your own. Hopefully, you will be tendering to the old port, Fira. Spend a couple of euros and take a donkey to the top... will save you over 560 winding steps and is guaranteed to provide some laughs. In Fira, I rented a car from Spiridakos for 25 euros for the entire day. This is the only way to see wonderful sights like Oia, Perivolos, Akrotiri, the Red Beach and the White Beach. Wineries are easy to find and admission it cheap. The roads in Santorini are good and easy to navigate. Have a great time and prepare yourself for one of the most breathtakingly beautiful islands in the world.
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