8) Gloucester, Massachusetts
A short drive northeast of Boston, its America’s original seaport. Gloucester is known as “the jewel of Cape Ann.” For over 400 years’ artists, fishermen and families have been drawn here to vacation and enjoy the beauty of its many white sand beaches and harbors. Just 15 miles off the coast, whale watching is the main attraction and deep sea fishing is popular as well. There are 120 restaurants serving up the freshest culinary seafood and other tasty local delights. Rocky Neck is home to America’s oldest working artist colony, where you can take a tour and meet the artists. Cape Ann Camp Site was created around nature. There are 200 unique sites in all. They have RV hookups or simple water view locations where you can just pitch a tent and take in the beautiful scenery.