With its Gilded Age mansions, dozens of beaches, and a buzzy downtown area lined with locally-owned drinking, dining, and shopping options, Newport has been attracting visitors since its founding in 1639. Hop aboard a trolley and tour the massive mansions to see how the uber-wealthy used to live, savor boat-to-table cuisine on a culinary walking tour, and stroll the 3.5-mile (5.6-kilometer) Cliff Walk for panoramic ocean views.
Don’t miss cruising Ocean Drive (for free), where, for 10 miles (16 kilometers), you’ll see mansions, farms, state parks, and Gooseberry Beach—a favorite local hangout located in a cove perfect for swimming. And, since Newport is known as the "Sailing Capital of the World," it’s only fitting that you book a sightseeing cruise of Narragansett Bay.