Alyssa grew up boating in northeastern Wisconsin including Lake Winnebago and Butte des Mortes. She spent her summers with her grandpa and dad on their boats the Sea Hawk and the Why Knot. Now in New York, she sometimes rides the ferries just to be on the water.
In 2006, Alyssa graduated with a Bachelor of Journalism from the University of Missouri – Columbia. While in school, she interned at Motorboating magazine. Prior to working at , she was an assistant at Details magazine; she's still not sure how the two are related.