LaGuardia learned to sail growing up on Martha's Vineyard. He served aboard Colgates as both a crew member and a skipper and has also sailed on several Navy 44's and a Farr 40. He has competed in the NASS Spring Race, Marblehead to Halifax Race, Around Long Island Race, NYYC Race Week, and Martha's Vineyard Races. He most recently was the helmsman aboard Ranger and is now the XO and helmsman aboard the J105 Dreadnought. Majoring in political science.