Things To Do
Wingaersheek Beach
The beach where we got engaged :) Known for its white sand, crystal-clear waters, and unique rock formations, Wingaersheek Beach in Gloucester is a great spot for families and those looking to relax in the sun. During low tide, you can explore the expansive sandbars and shallow waters.
Good Harbor Beach
Just a short drive away in Gloucester, this beach offers soft sand, waves for boogie boarding, and stunning views of Salt Island.
Plum Cove Beach
A hidden gem in Gloucester (and right down the road from our house), this small, quiet beach offers calm waters and a perfect spot to catch the sunset. We love coming here for a post- or pre-work dip!
The Lobster Pool
One of our favorite casual lunch spots in the area! Set right on the water’s edge in Rockport, The Lobster Pool serves up casual, fresh seafood with a stunning view. Bring your own drinks and enjoy the outdoor picnic tables as you watch the sunset over Ipswich Bay.
The Lobster of Gloucester
Shan's personal favorite restaurant in town! Located in Gloucester, The Lobster is a laid-back seafood restaurant offering hearty portions of fresh, local catch. Whether you’re craving lobster, fried clams, or fish tacos, this spot delivers classic New England flavors with harbor views. (PS: Shan recommends the lobster grilled cheese).
The Cove Cafe
A consistent go-to for us post-morning walk or on the way to the beach! Cove Café is known for its delicious breakfast options, including fluffy pancakes, hearty omelets, and fresh coffee. Perfect for fueling up before a day of exploring.
George's Restaurant & Bar
A beloved local diner, George’s serves up hearty breakfasts and lunches with friendly service. Try their famous breakfast specials or a classic burger for a true Gloucester experience.
Minglewood Harborside
Located on the Gloucester waterfront, Minglewood Harborside offers a lively atmosphere with an extensive menu of fresh seafood, sushi, and creative cocktails. Grab a seat on the outdoor patio for harbor views and a fun vibe.
Jim's Bagel & Bake Shoppe
This hidden gem is a must-visit for anyone with a sweet tooth. Known for its freshly baked pastries, donuts, and pies, Jim’s Bake Shoppe is the perfect spot to grab a treat or bring some goodies home. Might we suggest their sausage egg and cheese :)
Bearskin Neck
Stroll along Bearskin Neck, a picturesque street lined with unique shops, art galleries, and delicious eateries in Rockport. Don’t forget to stop by for a photo at the end of the pier overlooking the ocean!
Halibut Point State Park
Take in breathtaking ocean views while walking the trails or exploring the old granite quarry. This park is perfect for a peaceful escape into nature.
Short & Main
Amazing wood-fired pizza and cocktails for a night out!
Tonno Gloucester
We celebrated our engagement here! Another great dinner spot right in Downtown Gloucester.
Roy Moore Lobster Company
No-frills seafood eatery & market with outdoor waterfront seating - BYOB!