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Rome - Stroller and Cell Phone Question

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Two quick questions regarding our upcoming trip. We are traveling with our 1.5 year old and plan to bring a stroller. We have two options. One stroller is bigger with air-filled tires, it's easier to push and more comfortable for her. The other stroller is much lighter and easier to carry. I know there will be times when we can't use a stroller at all, but I'm really torn on which stroller to bring. The lightweight stroller may be really hard to push over cobblestones and such, but we may have to carry a stroller frequently, making the heavier one a bad choice. Any insight?

Also, we'd like to have a local SIM card for one of our phones for emergency purposes only. We're looking for the cheapest, easiest way to have a local phone number w/ text ability for an iPhone (we could use the 4 or 5 model, we have one of each). Can you buy this at any store? Is it a simple process - any idea of cost?

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