We started out on the northern side of Boston harbor, in Winthrop, Ma. Great, easy to find put in with free overnight parking. Followed the shoreline, between the Logan Airport and the peninsula out to the end of Deer Island. This is where we got our rude awakening about just how choppy the harbor can get with strong tides, huge tankers, and high speed ferries. From Deer Island we headed straight across the harbor to Gallops Island where we stopped for lunch, relaxed, walked around. From Gallops to Lovells to Georges Island where we stopped again.
On Georges Island there is a great old Civil War fort (Warren) built in 1850 that is open to the public, has a ton of history, and is well maintained. Great place to hangout, albeit a little crowded as it is a popular park. From Georges we headed through the Hull Gut, where in-coming and out-going tides can be tricky. Once we got through the Gut, we were in the peaceful harbor around Peddock's Island, one of the largest islands in the national park. It was a long day, so this is where we decided to set up camp for the night. Found a quiet spot on the island and enjoyed beautiful views of the Boston skyline and Atlantic Ocean at night.
The next day we headed south again and circumnavigated Peddock's Island. After that we headed north again and made our way bay to the northern side of the harbor, stopping on Rainsford and Long Islands on the way. Took about 6 or 7 hours to get to the campsite, including lunch and all the stops, and took about 3.5 - 4 hours to make it back to Winthrop.
Free overnight parking at the put in in Winthrop.
Route 1A south to Route 145. Took a left on Shrirley Road once we got into Winthrop. This took us along the Winthrop Harbor shore and eventually right to the landing.
"Sea Kayaking Coastal Massachusetts", by Lisa Gollin Evans (Appalachian Mountain Club Books)
2-3 Day Trip