Nantucket is one of New England's most charming and refined summer escapes. This small island, about 30 miles south of Cape Cod, embraces its isolation, with cobblestone streets, weathered gray-shingled cottages, rose-covered fences and lighthouses at every turn. It's long been a favorite of old-money New Englanders and has only grown more upscale over the years.

Nantucket was once the whaling capital of the world, and you can explore that history at the excellent Whaling Museum. Wander the historic downtown, browse the boutiques and galleries, and see the iconic Brant Point, Sankaty Head and Great Point lighthouses. The island is made for biking, with paved paths leading to beaches and the village of Siasconset, known as Sconset, with its rose-covered cottages. Spend lazy days on the sand with a good book, and enjoy fresh seafood at sunset.

Nantucket is a splurge, with pricey hotels and restaurants, but many of its best experiences, like biking, beaches and strolling town, are free. Reach it by ferry from Hyannis or by short flight. I'll handle ferries, a charming inn and plan your island days.