Newport, Rhode Island
Gilded Age mansions, scenic cliff walks, oyster shacks, and a serious sailing scene make Newport, Rhode Island an ideal seaside escape. It’s proximity to New York (a quick 3.5 hour drive) and Boston (a mere 1.5 hours) is a plus. The city draws huge crowds in the summer, but has its own quiet charm in the winter months, too. No matter what time of year you choose to visit, there are enough seafood-centric restaurants and activities (both indoor and outdoor) in this old-world stronghold to satisfy everyone. No boat shoes or cable knit sweaters required.