Worth the ride near Boston, MA

Coastal View

Where the Rockport ride from Boston turns around, with the Route 127 coastal loop heading back toward Gloucester.

Viewpoint

Climb the 221 foot granite obelisk for a view over Boston Harbor.

Photo by Siddharth Mallya (CC BY-SA 3.0) source

Viewpoint

Up on the 50th floor, indoors, a 360 degree view of Boston from New England's highest observation deck.

Photo by Stanley Nova (CC BY 3.0) source

Mountain View

A stone tower on the highest point in Blue Hills Reservation looks back over the Boston skyline, a turnaround on a Blue Hills loop.

Viewpoint

Waterfront riding with Boston Harbor views around a 19th-century fort in South Boston.

Photo by 4300streetcar (CC BY 4.0) source

Food

Fried clams from the shack that claims to have invented them in 1916, on the Cape Ann loop with outdoor seating and bikes in view.

Food

Boston-founded seafood restaurant chain (1968), synonymous with New England seafood.

Photo by User: (WT-shared) Onyo at wts wikivoyage (CC BY-SA (multi-version, see file page)) source

Food

Cannoli from a North End bakery going since 1946.

Photo by Jane023 (CC BY-SA 4.0) source

Food

Eat in a National Historic Landmark that has served downtown Boston since 1826.

Photo by TanRo (CC BY-SA 4.0) source

Coffee

Watch custom builds take shape through a big window into the garage of Boston's own motorcycle shop in Roxbury.

Coffee

Coffee from a third-wave pioneer, the founder of the original Coffee Connection.

Coffee

Near Boston Common, and the first coffee shop in the area to pour Stumptown Coffee.

Coffee

Bakery chain with Mediterranean inspired pastries that began at a Copley Square farmers market in 2007.

Destination

A free museum of vintage motorcycles upstairs at a dealer, an easy North Shore stop before or after a Cape Ann ride.