That section is a continuation of the road ... but on the other side of the highway—and it can’t be accessed unless a) you have wings, or b) you have a death wish and think it would be fun running across the highway.
This will take you to the town wharf and with it, a whole lot of good stuff, including a breakwater that goes more than half a mile out into the ocean, various walkways and boardwalks with more views, several restaurants and food spots like the Lobster Hut and Cupcake Charlie’s.
This time there are options for food and drink along the way—plus we included other communities in the region as well.
Here you’ll find jaw-dropping views, rugged trails, steep cliffs, bubbling brooks, deep woods, an observation tower with picnic tables at the base, and a weather observatory that’s easily one of the true hidden jewels of the Greater Boston area.
The Rock Circuit’s a loop (hence the “circuit” part of its name) that runs a scant four miles in length as opposed to the seven miles that the Skyline runs. Unlike the Skyline, however, you won’t find many long stretches of relatively level ground here, and as you might also gather from its name, the path is extremely rocky, testing knees and ankles alike.
Rocky Neck is the “thumb” of the baseball glove, and it’s mostly separate from the rest of World’s End, not only geographically, but as just mentioned, in overall feel as well. Doing a little clockwise loop along the water here, you’ll feel like you’ve entered the aforementioned Acadia National Park, with dark and pointy coniferous trees giving a distinct Northwoods vibe to the area.
A long seaside walk that you can do without leaving the city, and one that’s really more known to locals and longtime Bostonians than newcomers.
By now, you’re probably pretty tired, but you’ll need a second wind because the hike from Route 28 up to Buck Hill is a bear of a climb, though it is so worth it once you emerge from the woods and realize that you have a nearly 360 degree view
The original Thompson Island hike, which included Thompson Island itself, was something I’ll never forget for several reasons, but this perfectly legal walk includes mostly similar sights and may also give you a bit of cachet, since saying that you walked across Boston Harbor sounds like the stuff of legend.
Walking down to the dock brought us to extraordinary views of the harbor and the islands, and since it was around 7:30 pm, a sunset over the water that made our knees weak.