Exit 9 off 495 for Bay rd, Taunton, Ma. Head north on Bay st for 12 miles (turns into Washington after 8). Merge left onto 138 north. In 1 mile turn right onto Blue Hills Road which soon changes names to Hillside Ct. At this point you are in the Blue Hills Recreation Area. Continue and then bear right onto Chickatawbut Rd. Take a slight left (veer off of Chickatawbut Rd) onto Wampatuck Rd. Now you'll be exiting the Blue Hills Recreation Area onto the Willard st rotary, take Furnace Brook Parkway exit. Follow Furnace Brook Parkway to Quincy Shore Drive (you'll see signs for Wollaston beach area). Continue onto MA-3A N/Hancock St and continue to follow MA-3A N. Turn left onto William T Morrissey Blvd. Slight left to stay on William T Morrissey Blvd. At the traffic circle, take the 1st exit onto William J Day Blvd. Castle Island is all the way down on the right.
This route encompasses country roads, mountain, an ocean, and drops you off at Castle Island ... all within 40 miles!! It starts out on country roads passing farms and lakes. You then pass through Blue Hills Mountain with spectacular views of Boston and surrounding land via invigorating winding roads. You're then suddenly shot out to the ocean of Quincy Shore which takes you through the bays of South Boston where you're left at Castle Island, South Boston Ma.
Every variety of terrain and scenice views, from country to mountain to ocean. Roads are well paved!
Seafood on Quincy shore is a must! Top it off with an ice cream at Castle Island and a walk around the landmark. Plenty to see and do along this route!!