I would suggest that you limit your exploration to a much smaller circle than is proposed with inclusions like Monemvasia and Gythio. They're amazing places but are far away from Tolo.
There are spectacular places to visit much nearer like Mycenae, Epidarus, Nafplio, Corinth. Mystras is two hours drive so that might be within reach.
There are three islands within reach for a day-trip, depending on ferry schedules, Poros, Spetses and Hydra. They're all pretty close but it's unlikely the ferry will align with a neat morning-over / evening-back kind of schedule for you.
For what it's worth, Olympia is closer to Tolo than Monemvasia. I also love the mountain village of Kalavrita and the train ride up to there from Diakopto. But they're both too far away to squeeze into such a small window.
I would consider this:
Day 1: Visit Ancient Corinth and Acrocorinth (closes at 3pm) on your way to Tolo from Athens.
Day 2: Visit Mycenae and Epidarus, return to Tolo.
Day 3: Early start and drive to Mystras. Three hours for the Byzantine city, have lunch at Palaiologos restaurant in Mystras before returning to Tolo. If you get an early start, say 0800, you should be hitting Nafplio on your return to Tolo at about 1700. I would drive straight to the top of the Palamidi Fortress, tour the castle and then walk down the famous 999 steps to the old town. Spend as much of the evening as you have energy for in the delightful old town of Nafplio (the children will be out playing on Syntagma Square well past midnight). Take a taxi back up to the top of the fortress to retrieve your car, return to Tolo.
Day 4: If you haven't decided to just go back to the richness of Naplio today, perhaps wander a little farther afield and see what small villages and beaches you can discover on the peninsula south and east of Tolo.