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Things To Do

The Wedding Website of Karly Knipp and Bradford McCluskey
Welcome to Cape Ann We’re so excited to celebrate with you in Gloucester — a quintessential New England seaside town filled with rocky coastlines, fresh seafood, historic lighthouses, and charming local spots. Whether you want to explore, relax, or eat your way through Cape Ann, here are our favorite things to do during your stay.
Eastern Point Lighthouse

Eastern Point Lighthouse

Gloucester, MA 01930

Serving as a guide to ships entering the scenic and commercial Gloucester harbor from the Atlantic Ocean, this 36-foot tall cylindrical brick tower was built in 1832 and automated in 1986. A must-see (and right by our venue!). Take a stroll along the Dog Bar Breakwater for stunning views of the harbor and Boston skyline on clear days.

Good Harbor Beach

Good Harbor Beach

99 Thatcher Rd, Gloucester, MA 01930

White sands, rolling waves, and amazing sunrise views. Great for a long walk or a morning coffee on the water. If weather permits, this is a great beach day spot for sunbathing and getting your toes wet.

Stage Fort Park

Stage Fort Park

24 Hough Ave, Gloucester, MA 01930

Stage Fort Park is a scenic and historic public park located along the waterfront in Gloucester, Massachusetts. It marks the landing site of the city’s first settlers in 1623, who established fishing stages on this very ground. Today, it serves as a vibrant hub for outdoor recreation, community gatherings, and celebrations.

7 Seas Whale Watch

7 Seas Whale Watch

63 Rogers Street, Gloucester, MA 01930

One of the best whale-watching experiences in New England. Boats leave from downtown Gloucester. The trip out to the whales usually takes between 45 minutes to a little over an hour depending on the location of the whales. Once you arrive on the feeding grounds we will spend approximately 1.5 hours with the whales. Your onboard naturalist will provide valuable insight into the lives of the whales you see and explain the behaviors you observe the whales engaged in.

Hammond Castle Museum

Hammond Castle Museum

80 Hesperus Avenue, Gloucester, MA 01930

Hammond Castle Museum is a unique museum blending historic significance as a house museum and lapidarium, showcasing stone and marble works. It offers tours, temporary exhibits, cultural events, and educational programming.

Seaport Grille

Seaport Grille

6 Rowe Square, Gloucester, MA 01930

Harborfront dining with a lively vibe — perfect for drinks and apps outdoors.

Blue Collar Lobster / The Gloucester House Pub

Blue Collar Lobster / The Gloucester House Pub

63 Rogers Street, Gloucester, MA 01930

The famous Gloucester House is world renowned for its lobster dishes and fresh seafood specialties.

Tonno Gloucester

Tonno Gloucester

2 Main Street, Gloucester, MA 01930

Upscale coastal Italian with amazing crudo, pastas, and seafood. Great for date night.

Oak to Ember

Oak to Ember

9 Rogers Street, Gloucester, MA 01930

Located in the heart of Gloucester, Oak + Ember is a cozy spot with rustic-chic vibes and a warm, inviting atmosphere. Their menu features elevated comfort food with a focus on seasonal and local ingredients.

Stones Pub & Eatery

Stones Pub & Eatery

242 Main Street, Gloucester, MA 01930

Stones Pub & Eatery is a classic local hangout where you can kick back, enjoy hearty pub fare, and soak in the laid-back Gloucester vibe.