It's not easy to choose only a few things to visit in Maremma as it's a vast area tucked away in southwestern Tuscany.
It was hard not to include incredible places like Castiglione della Pescaia, a fishing village clinging to the Petriccio hill and associated with the 14/15th century fortress, and Populonia, in the Gulf of Baratti, known as the main outlet to the Etruria Sea in the 4th/3th centuries BCE. The truth is, you shouldn't try to do too much if you only have a short break, or you'll simply miss the spirit of Maremma. Live slowly, enjoy each moment, appreciate the simple things in life, talk to people, make new friends.
For the "3 towns in Maremma" tour, rent a car so you can stop every time you want to take a picture, visit something totally unplanned and, most of all, just take your time. This itinerary is a great option at any time of the year.