Hi there! That’s a great dilemma to have — Tuscany is stunning all over. If you want the freedom to explore but still keep things easy, I’d recommend looking at Elife Travel https://elifetravel.com/en/c/italy . Their Italy tours often bundle transfers and regional hubs, which is perfect for Tuscany. Florence gives you central access and culture, but basing in a hilltown like Montepulciano or Cortona adds that peaceful, countryside charm. The key is having good transport in place — and that’s where platforms like Elife help with pre-booked connections. You’ll be sipping Chianti among vineyards by day, and back in your charming base by evening — no stress about parking or train lines.