Things To Do
Beauport Hotel Gloucester
Don’t miss the rooftop pool and bar, available to hotel guests only, with beautiful ocean views.
1606 Restaurant & Oyster Bar
Upscale waterfront dining with seafood, cocktails, and beautiful sunset views. It’s our favorite spot at the hotel for a bite or drinks, with outdoor seating available with heaters and fire tables.
The Cove Cafe
A go-to favorite of ours for a great breakfast sandwich whenever we’re staying in Rockport.
Lattof Farmhouse Kitchen
A cozy farmhouse-style gem in Rockport for great coffee and a fresh breakfast.
Bean & Leaf Cafe
A hidden gem for great coffee and breakfast, Bean & Leaf Café has that cozy hole-in-the-wall charm, plus beautiful views. Go for a stroll around Bearskin Neck after!
Sugar Magnolias
Breakfast Spot
Mile Marker One Restaurant & Igloo Dining
A great spot with a lively, laid-back atmosphere right on the harbor. They offer breakfast and lunch on weekends (including a Sunday brunch). You’ll get waterfront marina views and might even spot some of the boats from "Wicked Tuna show" docked nearby.
Oak to Ember
Great spot for smoky, flavorful food. They also offer brunch on Sundays, and their lunch is great!
Blue Collar Lobster / The Gloucester House Pub
Dillon’s go-to spot for a great lobster roll!
Seaport Grille
A more upscale waterfront spot with a great selection of food and drinks. It has a lively harbor vibe, plus a patio and both high- and low-top seating. It’s our favorite restaurant in the area.
DRIFT & WAVE Kitchen
Our go-to place for a nightcap, especially for an espresso or chocolate martini. They usually feature live music on weekends as well.
Cape Ann Golf Course
For those looking for a golf outing activity.
Wenham Country Club
For those looking for a golf outing activity.
Harbor 9 Golf & Sports Bar
For those looking for a golf activity indoors.
Stage Fort Park
A scenic waterfront park with beaches, walking paths, and plenty of open space. Great for a walk, picnic, or relaxing by the water with beautiful views.
Gloucester HarborWalk
The full HarborWalk loop is about 1.2 miles total.
Bearskin Neck
A fun area to explore with a great mix of shops, restaurants, and an ice cream spot (one of our favorites). The walk leads to a scenic overlook at the end with beautiful views and plenty of photo opportunities.
Good Harbor Beach
our favorite of the local beaches. A scenic ocean beach that’s perfect for a quiet walk, known for its views, soft sand, and tide pooling.
Wingaersheek Beach
Our second favorite beach in the area, this scenic, wide sandy beach is known for its calm water, tidal flats, and views of the Annisquam River. It’s great for a quiet walk and taking in the scenery
Long Beach Gloucester
A long, scenic stretch of sandy beach with open ocean views and a relaxed feel. A nice spot for a peaceful walk along the shoreline