Note: Previous version here.

  • Some cities aren’t stroller friendly. For example, Rome (because of its cobbled streets) or Venice (because of narrow streets and staircased bridges). Still, it’s impractical to travel here without a stroller. Maybe get a light one.
  • Some cities may not have enough train connections between them. (For e.g., Naples to Sorrento.) So, book trains early for those.
  • If you expect warm weather, take shorts even if some random blogs cite culture reasons for not doing so.