Majestic Sunset Cruise in Scenic Gloucester Harbor With Cash Bar

Embark on a magical 1.5 hour sunset trip on a beloved Gloucester Yacht that has local fishing roots, originally designed and built for bluefin tuna fishing. There’s something so unforgettable about being on the water, as the sun draws low and the colors come to life, all while exploring America’s oldest Seaport. A guest Favorite!  Grab a drink from our full bar - now relax and take in the sights, sounds, and ocean air.  Enjoy the historic & Scenic sights of Gloucester Harbor with all its beauty and splendor.

If you’re looking for a private charter for your special event with friends, family, colleagues or clients please contact us directly:

Gloucester Harbor Tour Scenic Points of Interest

Blynman Bridge, Massachusetts 127, Gloucester, MA, USA

Also called the Cut bridge, this draw bridge connects Gloucester Harbor to the Annisquam River splitting the Boulevard in two. We pass by it on this tour without going through it.  It is considered a challenging and sometimes dangerous waterway for inexperienced boaters because of the fast currents depending on the tide and other boat traffic.

Cape Pond Ice, Gloucester, Massachusetts

Cape Pond became famous because it was featured in the movie "The Perfect Storm" starring George Clooney and supplies ice to fishing boats.

How to See the Wicked Tuna Boats in Gloucester

Not only is the Wejack a Giant Bluefin tuna built fishing machine, we often see many of the Wicked Tuna Boats on our tours, like Hard Merchandise, Fat Tuna, Hot Tuna, Tuna.com, Wicked Pissah, Pinwheel, Badfish and more. We sometimes see Giant Bluefun Tuna being unloaded from the Tuna boats to the Gloucester Docks. If you want to check out the Wicked Tuna Boats, we highly recommend one of our public tours or private group charters.

We pass by this landmark building on the boat tour located in  East Gloucester.

Maritime Gloucester, Gloucester, Massachusetts

We pass by Maritime Gloucester, which has arguably the oldest functional marine railway in the USA. We might just catch a glimpse of an old schooner.

Jodrey State Fish Pier, Gloucester, Massachusetts

The State Fish Pier is where many commercial fishing boats dock and is always delightful to see the working fishing harbor in action.

Gloucester Fishermen's Wives Memorial, Gloucester, Massachusetts

This statute depicts a woman and child looking out to sea waiting for their family member to return from fishing.

Fishermen's Memorial Monument, Gloucester, Massachusetts

An Iconic statue with a fisherman and ship's wheel looking out to sea and is also the Gorton's Fish Logo.  The names of those lost at sea fishing from Gloucester are carved into the memorial stones surrounding this statue and include the crew members from the Andrea Gail from the Perfect Storm, depicted by George Clooney in the Hollywood Blockbuster movie "The Perfect Storm."

Stage Fort Park and Beach, Gloucester, Massachusetts

We pass the Rocky outcroppings of Stage Fort Park where a Cannon is mounted.  This location was once in defense of Gloucester Harbor and Half Moon Beach looks cozy and where one would imagine pirate treasure being hidden.

Niles Beach, Gloucester, Massachusetts

We pass by Niles Beach as part of our tour.  You can actually see Boston from Niles Beach on the distant Horizon.

The Cultural Center at Rocky Neck, Gloucester, Massachusetts

We pass by Rocky Neck on the boat tour.  You'll catch some photos and see one of America's oldest marine railways.  Rockyneck is known for being arguably America's oldest Artist colony and the area has inspired countless generations of writers, poets, painters and sculptures.

Beauport, the Sleeper-McCann House, Gloucester, Massachusetts

Catch views from the water of the beautiful Sleeper- McCann House in Gloucester Outer Harbor.

Experience Gloucester Inner and Outer Harbor.

See beaches, Castles, Mansions, Fishing Boats, Schooners, Lighthouses, Islands, and Marine wildlife.

Ten Pound Lighthouse, Gloucester, Massachusetts

Ten Pound Island and Lighthouse is a former US Coast Guard Seaplane base for chasing down Rumrunners during prohibition.  The island marks the boundary between Gloucester Inner and Gloucester Outer Harbor. The tour passes by it on more than one occasion.

Eastern Point Lighthouse, Gloucester, Massachusetts

Eastern Point Lighthouse is marking the entrance to Gloucester Harbor.  We typically visit the lighthouse just inside the protection of the breakwater, which makes for a stunning photo opportunity.

Hammond Castle Museum, Gloucester, Massachusetts

A stunning view of Hammond Castle from the Harbor during this boat tour.  Its towers rise above the rocky shoreline and inspire the imagination.  This is just a scenic view of the castle and we do not unload. You'll want your camera ready for this view!

What to Bring

Comfortable Shoes, Sunglasses. Sunscreen, Hat. We recommend bringing an extra layer of clothing and a wind block layer.  The temperature tends to be cooler on the water, especially around sunset.

What’s Onboard

We have beverages for purchase and have a toilet (aka head) onboard.