FreeForty miles of wild Atlantic beach, dunes, heathland and lighthouses from Chatham to Provincetown, protected since 1961. The beaches and trails stay open all year, which makes November one of the best months to walk them with the sand to yourself.
Half a day to a full dayDetails → FreeA paved trail of about 25 miles on an old railroad bed, from Dennis to Wellfleet through pine, cranberry bog and kettle pond country. Year-round and flat, with one maintenance closure in Eastham until 30 November 2026.
2-4 hours for a section, or a full dayDetails → A 252-foot granite tower that dominates Provincetown, built to mark the Pilgrims first landfall in 1620. Climb 116 steps and 60 ramps for the view over the harbor, dunes and the whole hooked tip of the Cape, then explore the museum below.
Sandwich's gardens, antique car museum and carousel, closed for the main season right now but open for the evening Gardens Aglow light display from 27 November to 27 December 2026. A family favorite and a very good reason to visit in winter.
The Steamship Authority runs Woods Hole to Martha's Vineyard and Hyannis to Nantucket all winter, with schedules listed through 5 January 2027. Plan the crossing, book vehicles ahead and enjoy a quiet off-season island day or night.
45 minutes to 2 hours each way$$Official site → The Nantucket Historical Association's flagship museum, in a former candle factory on the waterfront, tells the story of the island's whaling empire with a sperm whale skeleton, scrimshaw and a rooftop view. Open Monday to Saturday through 31 December.
A three-hour small-group van tour from Oak Bluffs, with commentary, the Gay Head cliffs area and island villages. Highly rated on Viator, it runs in all weather, though off-season departures are fewer, so check your date.
Humpbacks and other whales feed in the nutrient-rich waters off Cape Cod. Whale watches from Provincetown run roughly April through October, so they are closed now; this is one to book for next season.
An app-based, GPS-triggered audio tour that guides you around the Cape's lighthouses, beaches and Provincetown, one purchase per car. It works at any time of year, which makes it a good off-season companion.
A full day, or two half days$Book on Viator → FreeWatch the fishing fleet unload at the Chatham Fish Pier, with harbor seals nearby, then walk to the Chatham Lighthouse overlook above North Beach. Free, outdoors and rewarding all year.