D'Souza first started sailing at the Academy. In the fall, she started as a foredeck on colgates and moved to Pitt on Wahoo, a Ker 50, for the spring and summer season. She has participated in regattas like the Marblehead to Halifax race, Around Long Island Regatta, Martha's Vineyard race week, and wounded warior regatta among many others. Currently, she is the pit on the J-105 Dreadnought. Majoring in naval architecture.