The greatest thing about boating in the Boston area is how much this coastline has to offer. The sheer number of destinations that await you are staggering. From Martha’s Vineyard to Gloucester, coastal Massachusetts is a world renowned mecca for boaters of all kinds. The history, islands, towns, harbors, fishing, and sailing all ensure infinite possibilities. People have been boating here for centuries, and when you’re out on the New England waters you’ll know why. Here are a few of our favorites just to give you a taste of what this area has to offer.
Boston Harbor is home to a National Park comprised of 34 islands and peninsulas. This is probably the best thing about boating in Boston. All but three islands are open to the public and many are only reachable by private boat. Many of the islands islands, such as Lovell, Peddocks and Grape, are great for overnight camping. You can drop anchor, find a secluded beach, and spend the day far from the traffic and crowds. Stop off at Bumkin Island to see the historic ruins or sail past Fort Warren on Georges Island, or visit Boston Harbor Light, the oldest lighthouse in the US. Not to mention the Harbor Islands are a premiere spot for sport fishing. Anglers here catch Stripers, Cod, Bluefish, and Flounder.
As long as you don’t have particularly large boat the Charles River is a blast to explore and a great place to see some of Boston’s history from a new perspective. You can go from the sights of downtown Boston (where there is free dockage along the river) and only just three miles up river it feels so remote you can believe there’s a city behind you. It’s worth seeing even for the experience of getting into the Charles from the harbor. You enter through the Charles River Dam and proceed through the historic locks (make sure you have a working horn to signal the locks to open). If you have a trailered boat you can launch at the Little Mystic Channel in Charlestown for quick access to the river.
In Hingham, about 10 nautical miles from Boston Harbor, is World’s End. On the east side of the island, through a little channel, you'll find a beautiful protected cove. This is a phenomenal place to barbecue, sunbath and spend the day in the gorgeous shallows protected by the peninsula of Nantasket Beach. It can be a quite a busy place on a weekends too; you’ll see all sorts of types spending a day afloat. Be sure to dock up at the Sea Dog Brew Pub in Hull on your way down or back for a drink and a bite. It's a fun spot overlooking the marina. The dockhands will make a reservation for you via radio after helping you tie up.
Cuttyhunk, the south western most part of the Elizabeth Islands, feels like the remote corner of Massachusetts that it is. The harbor in Cuttyhunk Pond is protected by sandbars that make for amazing beaches. In the summer the Harbor Raw Bar Boat will deliver oysters, clams, shrimp, chowder, and other delicacies right to your boat in the harbor, pond and marina from 5:15-7:30 pm. To order use channel 72 or go to the Fish dock. This destination dates back to the 17th century as a big game fishing mecca, but it’s now equally attractive for sailors and weekend cruisers. Although the harbor can, at times, be crowded, the island is really known as a quite, beautiful, and isolated spot to do some serious relaxation.
The Cape has a spectacular number of places to explore. We love Chatham, located out on the south eastern reach of the peninsula. Whether you’re launching a fishing boat from Stage Harbor or sailing in from away, this place will knock your socks off. There’s the flat calm waters of the harbor and the Mill pond, then out past the lighthouse you havr great breeze for sailing. Local fishing here is fantastic, and stretches of white sandy beaches will keep you coming back. We also love Hadley Harbor, widely known as one of the best protected and most beautiful places to anchor in the area. It’s a stunning place to spend and afternoon picnicking and swimming or for an overnight. The surrounding islands are all beautiful, and you can spot the Forbes Mansion nearby!