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The Rodriguez Wedding

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    Things To Do

Things To Do

Wingaersheek Beach

Wingaersheek Beach

Gloucester, MA 01930

Wingaersheek Beach, nicknamed "Winga", is a family-friendly beach in Gloucester, known for its soft white sand, calm waters, and tide pools. Maddie and Alex had their engagement photos here!

Good Harbor Beach

Good Harbor Beach

99 Thatcher Road, Gloucester, MA 01930

This beach’s white sand and rolling surf makes it a favorite amongst Gloucester residents and visitors.

Hammond Castle Museum

Hammond Castle Museum

80 Hesperus Avenue, Gloucester, MA 01930

A historic treasure perched along the stunning coastline of Gloucester, Massachusetts. With nearly 100 years of history, this medieval-style castle was the creation of famed inventor John Hays Hammond Jr. and now serves as an exciting STEAM museum that blends history, science, and art.

Cape Ann Whale Watch

Cape Ann Whale Watch

415 Main Street, Gloucester, MA 01930

Cape Ann Whale Watch is the area whale watching leader! You will watch whales aboard the Hurricane II, the largest, fastest whale watch vessel in Massachusetts, north of Boston. The whale watch generally last 3 to 4 hours and is available mornings and afternoons.

Gloucester Fisherman's Memorial

Gloucester Fisherman's Memorial

Gloucester, MA 01930

This historic waterfront memorial honors lives lost at sea. Ideal for history lovers and scenic walks!

Rocky Neck Art Colony

Rocky Neck Art Colony

6 Wonson Street, Gloucester, MA 01930

Dozens of working artists from painters, potters and textile designers to photographers and jewelry makers, display their work in Rocky Neck galleries during the summer months.

Blue Collar Lobster

Blue Collar Lobster

63 Rogers Street, Gloucester, MA 01930

You can’t visit New England without getting a lobster roll!

Seaport Grille

Seaport Grille

6 Rowe Square, Gloucester, MA 01930

Seaport Grille at Cruiseport Gloucester (Beauport’s sister location) is located directly on the harbor with two decks for classic waterview dining.

Oak to Ember

Oak to Ember

9 Rogers Street, Gloucester, MA 01930

Located in the heart of Gloucester’s dining, commercial and tourism district, Oak to Ember offers a unique dining experience inspired by live fire cooking in an open kitchen restaurant.

DRIFT

DRIFT

3 Main Street, Gloucester, MA 01930

Looking for a great place for a cocktail? Swing by DRIFT for a creative cocktail or some local beer and live music.

Source Bakery

Source Bakery

3 Duncan Street, Gloucester, MA 01930

Source bakery is a bakery and cafe that makes handmade, from scratch food and pastries. They have great breakfast sandwiches, pastries, and drinks!

The Mill

The Mill

121 Eastern Avenue, Essex, MA 01929

Amazing coffee and great breakfast and sandwiches to go!

Holy Cow Ice Cream Cafe

Holy Cow Ice Cream Cafe

86 Andover Street, Peabody, MA 01960

There is nothing Maddie loves more than ice cream! This place has locally made, award winning ice cream! They specialize in ice cream sandwiches, ice cream tacos, ice cream stuffed donuts and cannolis, as well as shakes.

For all the days along the way
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