Though as of writing this we’ve traveled to Philadelphia quite a few times over the past year or so, in May 2019 we took our first trip together from Milwaukee to Philadelphia to visit Sam’s sister Shannon over the Memorial Day long weekend.

This trip was the perfect mix of excitement and relaxation. We spent the first half at two of our favorite theme parks in Orlando before heading off to Fort Myers Beach for the last couple days.

Our first ever trip together was in October 2018, when we spent a long weekend in Washington D.C.