When it comes to walking around a mildly windy city in light to medium rain, there are several options for outerwear that can provide comfort, breathability, and protection from the elements. Here are some options to consider, sorted from best to worst in terms of keeping you dry:

Waterproof rain jacket: A high-quality rain jacket made from waterproof materials such as Gore-Tex or eVent can provide excellent protection from rain and wind while also allowing for breathability to prevent overheating. Look for a jacket with adjustable cuffs and a hood for added protection, and be prepared to spend around $100-$200 for a good one.

Waterproof boots: Wet feet can be uncomfortable and potentially dangerous, so investing in a pair of waterproof boots is a smart choice for walking in the rain. Look for boots made from waterproof materials such as rubber or Gore-Tex, and consider a pair with good traction to prevent slipping on wet surfaces. Expect to spend around $100-$150 for a quality pair.

Waterproof trousers: If you want to keep your legs dry, waterproof trousers are a good option. Look for a pair with adjustable cuffs and a comfortable fit, and consider a pair with zippered pockets to keep your belongings dry as well. Expect to spend around $50-$100 for a decent pair.

Umbrella: While not technically outerwear, an umbrella can provide some protection from the rain while allowing you to wear your regular clothing. Look for a sturdy umbrella with a large canopy to provide maximum coverage, and be prepared to spend around $20-$50 for a good one.

Poncho: A lightweight poncho can be a good option for light rain, as it provides coverage for both your upper body and legs. However, it can be less breathable than a rain jacket and may not hold up well in heavy rain or wind. Expect to spend around $20-$30 for a basic poncho.

When it comes to socks and trousers, look for materials that dry quickly and wick moisture away from your skin to prevent discomfort. Wool or synthetic materials like polyester or nylon are good choices. A scarf and gloves can also be helpful in keeping you warm and dry, but make sure they are made from materials that won't stay wet for too long, such as wool or synthetic blends.

Overall, investing in quality waterproof outerwear and footwear is key to staying dry and comfortable when walking in the rain. While it may require some upfront cost, it can be worth it in the long run to avoid discomfort and potential health risks from getting too wet and cold.
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