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Need shoulder bag and shoes recommendations

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I'm a 58 year old woman, traveling with my husband from UK to Venice/Rome end of April/eary May.

Looking for a shoulder/across-the-body bag recommendation that is comfortable enough to use everyday.

Also shoes - what a nightmare! I need comfort and style (who doesn't) and ideally would like something that I don't have to wear socks or knee highs with.

Wardrobe mainly black and white - black slacks/straight-leg jeans (nice ones) with varying tops.

I realise the subject of shoes is quite objective, but what type of shoes do YOU use for travel?

Thanks!

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