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During the summer months, if you choose to halt at Deveraux, you can walk to Flynnie's on the beach, a large beachside take-out "snack shack" offering seafood and ice cream, and bring a "fried food" gourmet meal back to your 'yak at the far and of the beach. - And yes, they have restrooms too.
It's a nice paddle with some great views, both of the shoreline, the beautiful $$$ houses on $$$$ properties on Marblehead Neck, and Marblehead harbor. I've marked it moderate because depending on wind and tide conditions, there are places where you can get into some quite turbulent waters from waves going toward AND "rebounding" off the rocky shoreline. And not everyone is cut out for paddling several hours in one sitting, even in calm water - never mind windy conditions and chop.
Conditions, paddler skills and boats vary widely. As a confident open water paddler in a moderately fast boat, on a calm day with little chop, I'd say about six to seven hours there and back for someone paddling leisurely but continuously. For lunch, add another hour.
If that's too much for you and you have at least one beach bum in the family, problem solved: have beach bum drive you up 1 A until you enter Marblehead. Follow the sign to Deveraux beach and put in on the harbor side of the causeway. Then, just keep the land to your right and start paddling until you get back to Lynn Shore Drive - where beach bum has spent the last couple hours snoozing on the sand, using SPF 100 of course…
1 Canoe/Kayak Trailer