Sailboats on Lake Michigan are one of my favorite Summer sights. I used to take sailing lessons at the Milwaukee Yacht Club. I would later run into my teacher 10 years later at a bar, and he told me the other girl I took the lessons with got him fired - ha. Peaceful and serene, and also perfectly preppy. My mom just bought me Sperry Top-siders this weekend and I haven't taken them off since.
I opted for the chestnut color. Now everyone in my family owns a pair. Most notably my fashionista siser Kate, who has the gold pair from J.crew. A summer must have!