By

Liza Corsillo,

a senior writer at the Strategist covering kids’ toys and men’s style.

She joined the Strategist in 2019. She is a former writer for GQ and an accomplished illustrator.

I am halfway through a two-part, remote-working family vacation split between Long Island, where my husband’s family has a house, and Connecticut, where my parents live. It has become a summer tradition that allows us to ride the ferry across Long Island Sound with our son, now 3 and a half years old, who loves all forms of transportation.