<p>My boys and I have been wearing the Lands End all weather Moc [Men’s</a> All Weather Mocs from Lands’ End](<a href=“http://www.landsend.com/pp/AllWeatherMocs~130682_253.html?bcc=y&action=order_more&sku_0=::KHA&CM_MERCH=IDX_00001__0000000067&origin=index]Men’s”>http://www.landsend.com/pp/AllWeatherMocs~130682_253.html?bcc=y&action=order_more&sku_0=::KHA&CM_MERCH=IDX_00001__0000000067&origin=index) for many years. They slip on, they’re water proof, they last for years and they’re not too heavy or expensive. They are also available for women (and children). I live in upstate NY and this works just fine 90% of the time. If he decides he needs something waterproof after he gets to Philly you can always order these and have them shipped to him</p>