Food Scene
Great place for dinner and drink in downtown. Call ahead for reservations...very popular with the locals. www.franklincapeann.com
47 locals recommend
Franklin Cafe Cape Ann
118 Main StGreat place for dinner and drink in downtown. Call ahead for reservations...very popular with the locals. www.franklincapeann.com
Great place for a dinner on the deck overlooking historic Gloucester harbor. Excellent seafood and great brunch on Sunday.
31 locals recommend
Seaport Grill
6 Rowe SquareGreat place for a dinner on the deck overlooking historic Gloucester harbor. Excellent seafood and great brunch on Sunday.
Great place for dinner and drinks. Best to call ahead for a reservation. www.tonnorestaurant.com
43 locals recommend
Tonno Restaurant
2 Main StGreat place for dinner and drinks. Best to call ahead for a reservation. www.tonnorestaurant.com
Love this place for lunch/dinner on the deck overlooking the harbor or inside at the sushi bar. Great seafood and sushi too.
50 locals recommend
Minglewood Harborside
25 Rogers StLove this place for lunch/dinner on the deck overlooking the harbor or inside at the sushi bar. Great seafood and sushi too.
Great restaurant with the best view in town. Is always busy but they are quick there.
44 locals recommend
The Lobster Pool
329 Granite StGreat restaurant with the best view in town. Is always busy but they are quick there.
Sebastian's Pizza
56 Washington StBest pizza in town...and they deliver
Best Italian sandwiches and bakery goods in downtown. Grab a bottle of the store made dipping oil..you wont regret it!
36 locals recommend
Virgilio's Italian Bakery
29 Main StBest Italian sandwiches and bakery goods in downtown. Grab a bottle of the store made dipping oil..you wont regret it!
Zeke's Place
66 E Main StGreat breakfast!!
Great fried clams and seafood and can't beat the portions. Plan on sharing.
41 locals recommend
Causeway Restaurant
78 Essex AveGreat fried clams and seafood and can't beat the portions. Plan on sharing.
Relax in the oversized rocking chairs overlooking historic Gloucester harbor or at the outdoor firepit with a drink and app or maybe sit inside at the classic bar. If your a guest you can enjoy the rooftop bar and deck!!
35 locals recommend
Beauport Hotel Gloucester
55 Commercial StRelax in the oversized rocking chairs overlooking historic Gloucester harbor or at the outdoor firepit with a drink and app or maybe sit inside at the classic bar. If your a guest you can enjoy the rooftop bar and deck!!
Machaca
14 Rogers StGreat authentic Mexican food & Beverages with music on the weekends.
Awesome food and drinks. Love the popovers and service is the best. 978-281-3680
23 locals recommend
Passports
110 Main StAwesome food and drinks. Love the popovers and service is the best. 978-281-3680
If you want to feel like your in Italy while feasting on the best cannoli's anywhere then this is the place. Go down in the morning and sit out side and watch the regulars come and go and you'll know what I mean.
14 locals recommend
Caffe Sicilia
40 Main StIf you want to feel like your in Italy while feasting on the best cannoli's anywhere then this is the place. Go down in the morning and sit out side and watch the regulars come and go and you'll know what I mean.
Holy Cow Ice Cream Cafe
80 Pleasant StOMG...best ice cream sandwiches anywhere.
I love this place!! New outside deck on the marsh. Go at sunset time, you wont be disappointed. The food, drinks and service are always great.
35 locals recommend
Lobsta Land Restaurant
84 Causeway StI love this place!! New outside deck on the marsh. Go at sunset time, you wont be disappointed. The food, drinks and service are always great.
Just a short walk from the house and very friendly service. Best scones & coffee with outside seating or walk down to the beach and enjoy.
7 locals recommend
Cape Ann Coffees
86 Bass AveJust a short walk from the house and very friendly service. Best scones & coffee with outside seating or walk down to the beach and enjoy.
Sightseeing
Awesome whale watch located in downtown. Book early on nice days.
41 locals recommend
Cape Ann Whale Watch
415 Main StAwesome whale watch located in downtown. Book early on nice days.
Just love this lighthouse and walking out on the breakwater for the view from the middle of the harbor...weather permitting :)
27 locals recommend
Eastern Point Lighthouse
Just love this lighthouse and walking out on the breakwater for the view from the middle of the harbor...weather permitting :)
Another cool thing to do on a rainy day. They give tours of their ice making facility that has been supplying ice to fisherman for many years.
Cape Pond Ice
104 Commercial StAnother cool thing to do on a rainy day. They give tours of their ice making facility that has been supplying ice to fisherman for many years.
Great place to get out of the sun and have some inside fun. It's an arcade, candlepin bowling & brewery all in one.
12 locals recommend
Cape Ann Lanes
53 Gloucester AveGreat place to get out of the sun and have some inside fun. It's an arcade, candlepin bowling & brewery all in one.
A MUST do while here in Gloucester. Sunset sails, daily sails or even hire for private functions. Great way to spend time on the water.
9 locals recommend
Schooner Adventure
4 State Fish PierA MUST do while here in Gloucester. Sunset sails, daily sails or even hire for private functions. Great way to spend time on the water.
If deep see fishing is on your vacation bucket list then this is the place. Capt Johnny knows just where to find the best fish. :)
Gloucester Charter Connection
If deep see fishing is on your vacation bucket list then this is the place. Capt Johnny knows just where to find the best fish. :)
Drinks & Nightlife
Great place to have lunch or dinner on the deck overlooking the river. Great night time entertainment with big dance floor.
30 locals recommend
Mile Marker One Restaurant
75 Essex AveGreat place to have lunch or dinner on the deck overlooking the river. Great night time entertainment with big dance floor.
Minglewood Tavern
25 Rogers StFun place to dance and listen to great music!
Great live music every night of the week. Thursdays are the best with Dave Sags blues party!!
30 locals recommend
The Rhumb Line Bar & Restaurant
40 Railroad AveGreat live music every night of the week. Thursdays are the best with Dave Sags blues party!!
Very cool place to go sit at the window and people watch while sipping a cocktail...best espresso martinis around. There's usually music too
14 locals recommend
Drift
3 Main StVery cool place to go sit at the window and people watch while sipping a cocktail...best espresso martinis around. There's usually music too
Shopping
Beautiful area filled with shops & cafes to meander through and take it in. Gets real busy on weekends.
31 locals recommend
Bearskin Neck
Bearskin NeckBeautiful area filled with shops & cafes to meander through and take it in. Gets real busy on weekends.
The Brass Monkey
85 Main StGreat store with lots of local goods and souvenirs
One Ocean One Love Shop
47R Parker StVery cool store with owner making most everything in the shop
Best wine and cheese on Cape Ann. You can try before you buy too. Lots of other goodies there too.
7 locals recommend
Savour Wine & Cheese
76 Prospect StBest wine and cheese on Cape Ann. You can try before you buy too. Lots of other goodies there too.
Great place for everything organic. Check out www.commoncrow.com Located just up the street.
41 locals recommend
Common Crow Natural Market
200 Eastern AveGreat place for everything organic. Check out www.commoncrow.com Located just up the street.
My favorite artist in Gloucester and you can visit her and watch her do her craft with glass. Just amazing...
Beth Williams Studio
17 Pleasant StMy favorite artist in Gloucester and you can visit her and watch her do her craft with glass. Just amazing...
Parks & Nature
Beautiful beach to relax on for the day. Has snack bar and bath and showers. Remember to stay off the dunes and has strict carry in carry out trash policy.
118 locals recommend
Good Harbor Beach
Beautiful beach to relax on for the day. Has snack bar and bath and showers. Remember to stay off the dunes and has strict carry in carry out trash policy.
Awesome park has walking paths with incredible views as you hike through a quarry that runs along the ocean up at the tip of Rockport. Stunning sunsets!!
115 locals recommend
Halibut Point State Park
Gott AvenueAwesome park has walking paths with incredible views as you hike through a quarry that runs along the ocean up at the tip of Rockport. Stunning sunsets!!
Beautiful beach with great sunset views. Not as busy as other beaches as there isn't alot of parking.
7 locals recommend
Niles Beach station
Beautiful beach with great sunset views. Not as busy as other beaches as there isn't alot of parking.
Ravenswood Park
Ravenswood ParkGreat hike through the woods with a view. Pet friendly
One of my favorite beaches in Cape Ann. Avoid weekends if possible, very crowded and limited parking.
66 locals recommend
Wingaersheek Beach
One of my favorite beaches in Cape Ann. Avoid weekends if possible, very crowded and limited parking.
Arts & Culture
Hammond Castle Museum
80 Hesperus AvenueGreat thing to do on a rainy day. World class art and exhibits as well as walking tours of Gloucester
69 locals recommend
Cape Ann Museum
27 Pleasant StGreat thing to do on a rainy day. World class art and exhibits as well as walking tours of Gloucester
Amazing place with so much going on this year. Check out the website at windhover.org to see.
Windhover Performing Arts Center
257R Granite StAmazing place with so much going on this year. Check out the website at windhover.org to see.
It's an intimate performance center located in scenic Rockport with the ocean as the stages backdrop. Check out Rockportmusic.org to see what's happening there while your visiting.
77 locals recommend
Rockport Music-Shalin Liu Performance Center
37 Main StIt's an intimate performance center located in scenic Rockport with the ocean as the stages backdrop. Check out Rockportmusic.org to see what's happening there while your visiting.
Check out Pem.org for the latest on the happenings at the museum. One of my favorites and just 20 minutes away.
207 locals recommend
Peabody Essex Museum
161 Essex StCheck out Pem.org for the latest on the happenings at the museum. One of my favorites and just 20 minutes away.
Neighborhoods
A great way to spend a day perusing artist studios, shops & be sure to stop in at The Studio for a seaside lunch or dinner with one of the best views in town.
27 locals recommend
Rocky Neck
A great way to spend a day perusing artist studios, shops & be sure to stop in at The Studio for a seaside lunch or dinner with one of the best views in town.