Cape Cod

29.8 miles: 1 hours, 31 minutes

Traffic often makes crossing the Cape Cod Canal, which originates in Buzzards Bay, a nightmare. Thankfully, the picturesque views from Bourne Bridge, built 1933-35, will put you in a better mood. Grab a bite or window-shop in Falmouth’s quaint village center before heading to Woods Hole, where you’ll board a ferry to Vineyard Haven, Martha's Vineyard main port of entry.

25.8 miles: 2 hours, 7 minutes

This quick leg isn’t particularly scenic past the ferry ride back to the mainland. But after spending time in laid-back Vineyard Haven (where biking and fishing are the most taxing tasks on the daily to-do list), you’re likely anxious to enjoy a bit of sightseeing in Hyannis, Cape Cod's commercial hub. Hyannis also is known for its proximity to the Kennedy family compound.

49.4 miles: 1 hours, 17 minutes

Motels and quick-service eateries are primarily the only interruptions to the dense woodland that lines US 6. Besides braking for some fried seafood, schedule in a pit stop somewhere along the Cape Cod National Seashore. But don’t take too long getting to the party in P-town, where folks from all walks of life co-exist in harmony—from artists to anglers to gay couples.

68.7 miles: 1 hours, 57 minutes

You’ll find yourself in familiar territory as you depart Provincetown on US 6. But the scenery changes once you hit SR 6A, or Old King's Highway, which passes through charming New England hamlets and affords glimpses of 18th-century homes. The stretch from Eastham to Sandwich is known as “Antiques Alley,” and near Brewster, you'll see signs for the Cape Cod Rail Trail.