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Best Live Music Restaurants in Gloucester

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2 restaurants available nearby

A photo of Seaport Grille restaurant
1. Seaport Grille
4.8
Exceptional(634)
Price: Moderate
• Seafood • Gloucester
Booked 29 times today
Seaport Grille at Cruiseport Gloucester is located directly on the harbor with two decks for classic waterview dining. Our menu offers a wide range of delectable cuisines made with the freshest ingredients -including traditional New England seafood, surf & turf options, classic American plates, world-famous desserts and much more. Within the backyard of our restaurant lies the inner harbors of Gloucester, home to the oldest working waterfront in America. During the warmer months, you and your guests may want to experience dining on our outdoor deck or even our covered deck where you’ll feel the warm breeze and soak in the summer sounds of the harbor. Come for the menu, stay for the vibe!*ORDER TAKEOUT HERE: https://eat.chownow.com/discover/restaurant/31809 *
A photo of Mile Marker One Restaurant restaurant
2. Mile Marker One Restaurant
4.8
Exceptional(1863)
Price: Expensive
• Seafood • Gloucester
Booked 8 times today
Mile Marker One waterfront restaurant offers four season indoor dining and igloo dining on the marina with stunning views of fishing boats, some you'll recognize from television. We offer the freshest seafood, locally sourced direct from fishermen. The grass fed beef is amazing and you're never going to leave our restaurant hungry. We have fresh local clams, fresh local lobster, hake, halibut, and a stunning lobster grilled cheese sandwich with sage butter. We're about friends, family, fun and we even have music some Wednesdays. Local bartenders are always coming up with new drinks like our signature "Purple Rain." We host the Blue Fin Blowout each year in July.

See what locals rave about

From verified diners like you
From verified diners like you
  • rhonda
    Greater Boston •5 reviews
    5.0
    Dined 3 days ago
    Great meal good service great music ... wonderful night at seaport
    More info
    Seaport GrillePrice: Moderate• Seafood• Gloucester
    •
    4.8
  • Jennifer
    Greater Boston •1 review
    5.0
    Dined 4 days ago
    An absolutely beautiful evening with a lovely server! Raw oysters were delicious. The shrimp cocktail was delicious and the 4 shrimp were HUGE! We were served the wrong drink but they made it right when we asked about it. The shrimp and lobster scampi were amazing on a bed of fresh fettuccine. Extensive drink menu. We both decided to drink our dessert — Irish coffee and a pistachio martini that is one of the best drinks I’ve had in a long time!! The igloo was very comfortable, temperature was easily regulated and they had extra blankets for a wrap or lap, if you felt like it was needed. Not cheap but I think it was worth it for the quality, quantity and overall atmosphere. (I’ve dined here in the summer when it is very busy and this is a totally different vibe. Both are excellent.)
    More info
    Mile Marker One RestaurantPrice: Expensive• Seafood• Gloucester
    •
    4.8
  • Casey
    Greater Boston •1 review
    4.0
    Dined 5 days ago
    Went during Sinatra Sunday. Entertainment was wonderful. Server visits were few and far between. Ordered a steak medium rare and when it came out 40 mins later it was well done. Luckily, our server gave us no trouble about it.
    More info
    Supper Club at Capo RestaurantPrice: Moderate• Italian• South Boston
    •
    4.8
  • AnneMarieVIP
    Greater Boston •33 reviews
    4.0
    Dined on Mar 4, 2025
    Mario was an amazing server! We really loved how personably he was and an amazing server!
    More info
    Mastro's Ocean Club - BostonPrice: Expensive• Seafood• Seaport
    •
    4.7
  • Zach
    Greater Boston •261 reviews
    5.0
    Dined on Feb 13, 2025
    As always, the food, service, cocktails, and atmosphere were all fantastic. We are always welcomed by all the staff and we are never disappointed.
    More info
    La Fabrica CentralPrice: Moderate• Latin American• Cambridge
    •
    4.8

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