Our picks for places to eat, visit, and hang out (More to come).
Dining and Cafe Life.
Brother's brew is another great option for breakfast or lunch and also close to Front Beach. We probably come here once a week during the summers to get breakfast sandwiches and coffee. Not to mention, they make their own donuts and they are wicked tasty!
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Brothers Brew Coffee Shop
27 Main StBrother's brew is another great option for breakfast or lunch and also close to Front Beach. We probably come here once a week during the summers to get breakfast sandwiches and coffee. Not to mention, they make their own donuts and they are wicked tasty!
If you're looking for some upscale dining, Feather and Wedge is fantastic. While some places charge a lot for the view, this place backs it up with great food.
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Feather & Wedge
5 Main StIf you're looking for some upscale dining, Feather and Wedge is fantastic. While some places charge a lot for the view, this place backs it up with great food.
This is a sweet little cafe with a fantastic view. Solid coffee drinks, sandwiches, salads, and service.
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Bean & Leaf Cafe
12 Bearskin NeckThis is a sweet little cafe with a fantastic view. Solid coffee drinks, sandwiches, salads, and service.
Tonno has great northern italian cooking. Have some fresh fish, some cacio e pepe. It can get busy, make reservations.
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Tonno Restaurant
2 Main StTonno has great northern italian cooking. Have some fresh fish, some cacio e pepe. It can get busy, make reservations.
This is a great place to get your fill of any seafood, fried or otherwise. They also have a great sushi menu. They can also handle a crowd.
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Minglewood Harborside
25 Rogers StThis is a great place to get your fill of any seafood, fried or otherwise. They also have a great sushi menu. They can also handle a crowd.
Wanna feel like a local? Gloucester has a huge Italian and Sicilian population and a lot of the old guard hangs out here. Get some serious espresso drinks, cookies, and pastries and maybe work on your Italian.
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Caffe Sicilia
40 Main StWanna feel like a local? Gloucester has a huge Italian and Sicilian population and a lot of the old guard hangs out here. Get some serious espresso drinks, cookies, and pastries and maybe work on your Italian.
I remember thinking that the combo of oysters and pizza just seemed wrong. Turns out, I was wrong. S and M has farm to table dining, a great selection of Oysters and Pizza, along with some really tasty salads and an ever changing entree menu. The cocktail drinks are also notable. They don't take reservations for less than 4 people. FYI.
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Short & Main
36 Main StI remember thinking that the combo of oysters and pizza just seemed wrong. Turns out, I was wrong. S and M has farm to table dining, a great selection of Oysters and Pizza, along with some really tasty salads and an ever changing entree menu. The cocktail drinks are also notable. They don't take reservations for less than 4 people. FYI.
We're adding Anju to the list. Yes, we know it's in Maine and takes about an hour and 15 to get there. This hipster spot serves up some of the best ramen we have found in New England. Pretty much everything on their menu is super tasty. They also have a great wine and beer selection. Make a day of it...
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Anju Noodle Bar
7 Wallingford SquareWe're adding Anju to the list. Yes, we know it's in Maine and takes about an hour and 15 to get there. This hipster spot serves up some of the best ramen we have found in New England. Pretty much everything on their menu is super tasty. They also have a great wine and beer selection. Make a day of it...
Sadly, it's a bit of a hike to get some good tacos, but totally worth it! La Victoria is like the Taquerias I grew up with in California. Substantial tacos, burritos, and tortas at super reasonable prices. If you find yourself heading to Beverly or Salem, check it out. Muy chido!
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La Victoria Taqueria
6 Wallis StSadly, it's a bit of a hike to get some good tacos, but totally worth it! La Victoria is like the Taquerias I grew up with in California. Substantial tacos, burritos, and tortas at super reasonable prices. If you find yourself heading to Beverly or Salem, check it out. Muy chido!
Willow Rest
1 Holly StHoping to get in one last lobster roll or a plate of fried clams? Lobstah Land is conveniently located on the right side of 128 just after the A. Piatt Andrew Bridge. They have large indoor/outdoor dining areas, as well as a large bar area that serves food. The servings are big and tasty.
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Lobsta Land Restaurant
84 Causeway StHoping to get in one last lobster roll or a plate of fried clams? Lobstah Land is conveniently located on the right side of 128 just after the A. Piatt Andrew Bridge. They have large indoor/outdoor dining areas, as well as a large bar area that serves food. The servings are big and tasty.
If you want the traditional chowdah and fried seafood experience, this is a great spot. They also have a pretty varied menu for the non-fried foodies.
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Roy Moore's Fish Shack Restaurant
21 Dock SquareIf you want the traditional chowdah and fried seafood experience, this is a great spot. They also have a pretty varied menu for the non-fried foodies.
Whale's Jaw Cafe is the new kid on the block. They are open for lunch from 11-4. Their sandwich menu is tasty! Pick something up before heading to the beach.
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Whale's Jaw Cafe
17 Railroad AvenueWhale's Jaw Cafe is the new kid on the block. They are open for lunch from 11-4. Their sandwich menu is tasty! Pick something up before heading to the beach.
If you’re looking for a heartier breakfast, head to the Red Skiff for eggs, pancakes, french toast, maybe a steak bomblette?
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The Red Skiff
15 Mt Pleasant StIf you’re looking for a heartier breakfast, head to the Red Skiff for eggs, pancakes, french toast, maybe a steak bomblette?
Sightseeing
The Cape Ann Museum is a gem! It showcases local artists, artist colonies, as well the history of Gloucester as a fishing port. I don't think my description gives it justice. Highly recommend if you're looking for a museum that won't be an all day event, but is also stunning and worthwhile.
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Cape Ann Museum
27 Pleasant StThe Cape Ann Museum is a gem! It showcases local artists, artist colonies, as well the history of Gloucester as a fishing port. I don't think my description gives it justice. Highly recommend if you're looking for a museum that won't be an all day event, but is also stunning and worthwhile.
Walking Paths
Rockport has a majestic coastline. There are a number of walking paths that are open to the public.
Cathedral Rocks
Cathedral AvenueRockport has a majestic coastline. There are a number of walking paths that are open to the public.
Don't stop at the edge of downtown, take a left on Atlantic and make your way towards the end of the street and take the path that leads to the Headlands. It'll give you a different view of town and you'll be able to sit on the rocks and watch all the boats coming and going.
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The Headlands
Don't stop at the edge of downtown, take a left on Atlantic and make your way towards the end of the street and take the path that leads to the Headlands. It'll give you a different view of town and you'll be able to sit on the rocks and watch all the boats coming and going.
Beaches
Walk downhill, take a right on Granite Street, then a left on King. Continue down King Street until you hit Front Beach, you can't miss it.
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Παραλία Front
Walk downhill, take a right on Granite Street, then a left on King. Continue down King Street until you hit Front Beach, you can't miss it.
Looking for a quieter beach experience, take a left at the end of King Street until you hit the rockier Back Beach. On Sunday nights in the summer they have live music under the pavilion.
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Back Beach station
Looking for a quieter beach experience, take a left at the end of King Street until you hit the rockier Back Beach. On Sunday nights in the summer they have live music under the pavilion.
If you are looking for a beach outside of downtown, Pebble beach is one of the few beaches that allows parking for non-residents. It's a pretty rocky beach, hence the name, so it tends to be a little quieter.
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Pebble Beach
Penzance RoadIf you are looking for a beach outside of downtown, Pebble beach is one of the few beaches that allows parking for non-residents. It's a pretty rocky beach, hence the name, so it tends to be a little quieter.
Cape Hedge is a sweetheart of a beach. When the tide is low, it gets pretty expansive. This is a beautiful sandy beach where you can find non-resident parking on Thacher Road. You can actually walk from the end of Pebble Beach to Cape Hedge, and continue to Long Beach (resident parking only). It makes for a beautiful early morning or evening stroll.
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Cape Hedge Beach
Cape Hedge is a sweetheart of a beach. When the tide is low, it gets pretty expansive. This is a beautiful sandy beach where you can find non-resident parking on Thacher Road. You can actually walk from the end of Pebble Beach to Cape Hedge, and continue to Long Beach (resident parking only). It makes for a beautiful early morning or evening stroll.
This is a smaller beach in a nice, quiet neighborhood. There is street parking during the week. Be mindful that there is no parking on weekends or holidays.
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Old Garden Beach
This is a smaller beach in a nice, quiet neighborhood. There is street parking during the week. Be mindful that there is no parking on weekends or holidays.
Shopping
Hands down, one of our favorite place to shop for housewares and gift items. Want some snacks and beverages? Spices, condiments, or teas? Chocolates? Cool stuff for your house? Beautiful textiles? This place has everything you didn't know you needed and it's all super cool. Brett, the owner, has a great eye for design.
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Lula's Pantry
5 Dock SquareHands down, one of our favorite place to shop for housewares and gift items. Want some snacks and beverages? Spices, condiments, or teas? Chocolates? Cool stuff for your house? Beautiful textiles? This place has everything you didn't know you needed and it's all super cool. Brett, the owner, has a great eye for design.
Rockport has a boatload of galleries. We're pretty picky...We even walked passed this place so many times before stopping in and realizing we should have come in a lot sooner. Here you'll find an amazing collection of 16th to 20th Century European master drawings. It's like walking into a tiny museum. Whether you can afford the art or not, it's worth going in, seeing the art, and saying hello to the owner, Steven. He is very knowledgeable and always makes you feel at home.
Découvert Fine Art
73 Main StRockport has a boatload of galleries. We're pretty picky...We even walked passed this place so many times before stopping in and realizing we should have come in a lot sooner. Here you'll find an amazing collection of 16th to 20th Century European master drawings. It's like walking into a tiny museum. Whether you can afford the art or not, it's worth going in, seeing the art, and saying hello to the owner, Steven. He is very knowledgeable and always makes you feel at home.
Want to get a t-shirt or sweatshirt with a Rockporty image? I find Sand Castles has the best quality and selection. They also carry regular clothes and souvenirs.
Sand Castles
9 Mt Pleasant StWant to get a t-shirt or sweatshirt with a Rockporty image? I find Sand Castles has the best quality and selection. They also carry regular clothes and souvenirs.
Live Music
The Shalin Liu is a world class music venue. It's small space creates an intimate experience. Even the cheap seats are awesome. Be sure to check their calendar of events. You'll want to book tickets sooner than later.
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Rockport Music-Shalin Liu Performance Center
37 Main StThe Shalin Liu is a world class music venue. It's small space creates an intimate experience. Even the cheap seats are awesome. Be sure to check their calendar of events. You'll want to book tickets sooner than later.
Surfing needs
Surfari has everything you need to spend time on, in, and out of the water: quality clothing and bathing suits, surfboards, paddleboards to rent or purchase, towels, and any accessories you may need. They are an awesome local business.
Surfari
88 Bass Ave