Boater’s Guide to Gloucester, MA

A seaside paradise off the beaten path

A Slice of American Boating History:

Things to do in Gloucester, MA

Just a short drive from Boston, visitors to Gloucester Massachusetts will find a sleepy, historic destination that they’ll be glad they ventured off the beaten path for! Gloucester offers everything from:

  • Easy access to private boat rentals
  • Fresh seafood and local cuisine
  • Historic Lighthouse and antiquities
  • World-class Marinas
  • Deep sea Fishing Excursions
  • Whale watching right off shore

Private Boat Rentals in Gloucester, MA

While visiting the rustic port of Gloucester, don’t rule out a private boat trip! Even if you’ve left your boat safely docked at your home port, you can still experience this iconic boating locale on a privately-owned boat. And, for those without any experience, a licensed captain can be at the helm to navigate the waters for you!

Things to do while visiting Gloucester, MA

World-class MarinasCape Ann Marina is a world-class option for visitors to the Gloucester, catering to boat owners as well as tourists. Enjoy all the amenities that include restaurants, boating facilities, spa and pool onsite and even year-round storage opportunities for boat owners. Be sure to stop by this amazing spot where Wicked Tuna has been filmed!

Cape Ann Marina is known for its full line of amenities catered to the boater and the visitor. It’s convenient to some of the world’s best to fishing and boating. Boaters enjoy that they don’t have to deal with trailers or on/off moorings. Some boaters even think of it like their second home, enjoying the social connection as well as frequenting the restaurant, bar and indoor pool.

Seasonal boaters flock to Cape Ann Marina for the inclusive, social atmosphere. Tourists and boaters enjoy the small but important amenities such as on-site showers, laundry, grilling, great dock staff, fuel dock and service department. Cape Ann’s is the closest recreational marina to the fishing grounds of Jeffrey’s Ledge and Stellwagon Bank.

If cruising the Annisquam River, in and out of salt marshes (at high tide) and beaching it or anchoring at Wingersheek Beach is your way to spend the day with the family or friends in a raft up, close by to fun.

For visiting boaters and guests – Cape Ann Marina is DESTINATION BOATING. Cape Ann Marina is a popular getaway, weekend destination during the summer months especially. Don’t miss the live music offerings as well as (in season) raw bar, free swim if you stay overnight with us, showers, grilling area and full use of the property.

Cape Ann Marina also has a full service hotel onsite..

Special Events in Gloucester abound – Plan your visit around the great events. Year round there’s something going on like:

  • St. Peter’s Fiesta always the last weekend in June. The famous greasy pole and Seine boat races to be viewed from the water or the beach and take in the carnival, music and festivities.
  • The 3rd of July is our Horribles Parade and fireworks over the harbor (again viewing the fireworks by boat or at the marina itself, because you can see them from here).
  • The Bluefin Blowout – Fishermen should never miss the Giant Tuna Fishing Tournament, the first weekend in August.  Whether you are fishing or not, you have to be at the dock to watch the live weigh-in of the Giants!
  • Labor Day weekend is a big weekend for events in Gloucester, with the Schooner festival, Parade of Sail and also the Lighted boat parade (Parade of Lights).
  • Check out these events but don’t miss the year round concerts and festivals put on by the city and Chamber of Commerce throughout the summer.

Deep sea Fishing – If you’re in Wicked Tuna Territory, deep sea fishing should be top of your list! Tuna is a great catch in Gloucester but there are other fish in the sea as well such as: Cod, Haddock, Pollock, Cusk, Wolffish, Redfish, Mud Hake, Conger Eel and more. A captained boat rental can get you offshore and experiencing one of the very best things Gloucester has to offer – its fishing!

Whale Watching  – Just off shore, nature lovers can find paradise in Gloucester. There are many marine animals to be seen in this region and the tourist and local favorite are the whales. From Cape Ann to Stellwagen Bank Marine Sanctuary, there is a high probability from April through October that you’ll have an unforgettable whale encounter.

Take in the local cuisine & culture –

  • Lighthouses: Don’t miss the lighthouses in Gloucester. It’s a slice of American tradition from the Eastern Point Lighthouse to the Ten Pound island Lighthouse (which is only accessible by boat) and lots in between.
  • History – Gloucester is a perfect place to take in Historic New England. Visit museum, monuments and a multitude of places listed on the historic register. Some favorites spots include: The Hammond Castle, The Sleeper-McCann House and The Sargent House.
  • Art –  Art lovers and antique aficionados will love a visit to Gloucester’s many galleries and antiques shops. Rocky Neck is home to an eclectic and history-filled artist colony and a sightseeing expedition through the Rocky Neck Historic Art Trail is well worth the trip.
  • Local Cuisine – The local flavor of Gloucester, you guessed it, involves seafood and fish. In fact, the clam chowder is this area has been rumored to be the best in the world. See for yourself at top local dining spots like:  Mile Marker One at Cape Ann Marina, The Causeway or Lobsta Land. You can’t go wrong with the fish of the day!

Rent a Boat while in Gloucester for the true experience!

Gloucester is best seen from the water. Whether you are heading out to catch some of the world-class fish fare or cruising from port to port, a private boat rental can make the experience authentic and unforgettable. Renting a boat with captain for that local knowledge is as easy as going online, making your boat rental selection and setting sail!

Wicked Tuna

Oh My, look at the size of that tuna!

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FV Producer

A sweet center console ready to drop in.

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Par Tee Time

Set Sail on this beauty in Boston

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