Ken’s guidebook
Food scene
There are many great choices to dine in Gloucester. These are our favorites! Enjoy.
Castaways Vintage Cafe
65 Main StGreat coffee house within walking distance of the Fort
This is one of our favorite places for Italian food and great martinis in Gloucester. Easy walk from the 16 Fort Square.
43 locals recommend
Tonno Restaurant
2 Main StThis is one of our favorite places for Italian food and great martinis in Gloucester. Easy walk from the 16 Fort Square.
Great martinis and food in a causal atmosphere. If seared tuna is on the menu, it is a crowd favorite.
47 locals recommend
Franklin Cafe Cape Ann
118 Main StGreat martinis and food in a causal atmosphere. If seared tuna is on the menu, it is a crowd favorite.
Short & Main
36 Main StArtisan pizza cooked in a wood oven.
All the pasta is made on site. Home made raviolis are available on the weekend. A short walk down Main Street. The owner closes for 2,months in the winter so check on-line.
6 locals recommend
Pastaio Via Corta
123 Main StAll the pasta is made on site. Home made raviolis are available on the weekend. A short walk down Main Street. The owner closes for 2,months in the winter so check on-line.
Great take out Lebanese food. I would suggest to call ahead to place your pickup order.
Markouk Bread
338 Main StGreat take out Lebanese food. I would suggest to call ahead to place your pickup order.
This place is a Gloucester fixture. Looking for great Italian subs to bring to the beach? This is the place. If you eat in, there is complementary coleslaw and potato salad!
Destino's
129 Prospect StThis place is a Gloucester fixture. Looking for great Italian subs to bring to the beach? This is the place. If you eat in, there is complementary coleslaw and potato salad!
This is our favorite Chinese take out place. They also deliver! It is not for dining in the restaurant. Call Ocean Garden when you crave Chinese food!
Ocean Garden
This is our favorite Chinese take out place. They also deliver! It is not for dining in the restaurant. Call Ocean Garden when you crave Chinese food!
This new restaurant has plenty of parking and is a local favorite. It is packed in the summer so I would call ahead or sit at the bar. The meatball appetizer is very tasty as was the smash burger. There are plenty of fresh seafood options.
Behind the restaurant to the right, you can buy live lobsters and a variety of seafood right from the harbor side warehouse. This is where we usually shop for lobsters.
The Lobster of Gloucester
This new restaurant has plenty of parking and is a local favorite. It is packed in the summer so I would call ahead or sit at the bar. The meatball appetizer is very tasty as was the smash burger. There are plenty of fresh seafood options.
Behind the restaurant to the right, you can buy live lobsters and a variety of seafood right from the harbor side warehouse. This is where we usually shop for lobsters.
This place is located right off Route 128 across the highway from the red Candy House. This is one of our favorite places. The food is consistently good with a wide variety. The cocktails are north shore style and the staff is friendly. There is bar seating, dining room seating and outside deck seating. I highly recommend calling for a reservation as the wait without a reservation can be up to 90 minutes. If you want to sit on the deck, I would bring some bug spray as the restaurant is located next to marshland. . The view of the saltwater marsh is stunning during sunset.
35 locals recommend
Lobsta Land Restaurant
84 Causeway StThis place is located right off Route 128 across the highway from the red Candy House. This is one of our favorite places. The food is consistently good with a wide variety. The cocktails are north shore style and the staff is friendly. There is bar seating, dining room seating and outside deck seating. I highly recommend calling for a reservation as the wait without a reservation can be up to 90 minutes. If you want to sit on the deck, I would bring some bug spray as the restaurant is located next to marshland. . The view of the saltwater marsh is stunning during sunset.
Gloucester natives love a sweet Sicilian red sauce on their pizza. You can find this delicious sweet red sauce pizza at Sebastian’s. The dough is home made and the cheese melts perfectly. The calzones are also very good. Call to order for pick up or delivery.
Sebastian's Pizza
56 Washington StGloucester natives love a sweet Sicilian red sauce on their pizza. You can find this delicious sweet red sauce pizza at Sebastian’s. The dough is home made and the cheese melts perfectly. The calzones are also very good. Call to order for pick up or delivery.
Candy Store
Best turtles around and an assortment of other candies for kids!
Turtle Alley Chocolates
42 Rogers StBakery
Walking distance from the Villa!
Cake Ann
63 Rogers StreetThis Gloucester favorite has great home made Italian breads and subs! The sandwiches are served on a bulky roll or sub roll. They also have an assortment of Italian cookies and pizza by the slice. if people are waiting outside, it usually means they are waiting for their subs!
36 locals recommend
Virgilio's Italian Bakery
29 Main StThis Gloucester favorite has great home made Italian breads and subs! The sandwiches are served on a bulky roll or sub roll. They also have an assortment of Italian cookies and pizza by the slice. if people are waiting outside, it usually means they are waiting for their subs!
This is my place to go to buy some delicious lemon ricotta cookies. Ask for them is you do not see them in the display. Their other cookies are also delicious. If you want a cake, call ahead to order it as they are made fresh.
14 locals recommend
Caffe Sicilia
40 Main StThis is my place to go to buy some delicious lemon ricotta cookies. Ask for them is you do not see them in the display. Their other cookies are also delicious. If you want a cake, call ahead to order it as they are made fresh.
Cake Ann
63 Rogers Street