Martha's Vineyard, MA
This quaint city is just a 45-minute ferry ride from Cape Cod and offers exquisite dining, nightlife, and local boutiques. Whether you're looking for a magical Winter destination or a Summer vacation house, Martha's Vineyard will not disappoint. You can also explore Nantucket, which is located nearly 30 miles off the coast. There, you'll find cobblestone streets, historic sites, and picturesque lighthouses. Oh, and don't forget to check out the lookout at Aquinnah Cliffs.