Massachusetts Tours

Wind in your ears. Chowder in reach. From dune grass to dock line, do it the Backroads way.

Dates

Activities

Travelers

More Filters

Clear

4 Trips

Sort Featured
Sorry, no results found
SORRY, NO RESULTS FOUND

Try changing your filters and broadening your search criteria to find available trips.

36 Dates

Unplugged

New! Unplugged Dates Now Available
For guests who prefer to ride acoustic bikes - not on e-bikes. Look for the Unplugged label.

Solo Room Savings

We’ve made it even easier to go solo or enjoy your own space on select dates with reduced private room fees.
2027

Massachusetts Tours

Simple pleasures, small-town hospitality and the relaxed pace of island life await off the coast of Cape Cod, Massachusetts. Join Backroads for carefree biking Nantucket and Martha’s Vineyard. Ride past scenic beaches, historic homes, woodland and cranberry bogs. Explore Chappaquiddick Island’s famed Cape Poge Lighthouse. Fill your next vacation with New England charm, fresh seafood and the luxuries of welcoming inns.