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Live Music on the Cape and Islands

Josie Cataldo | 8/10/2022

Sit back, relax, and drift away to the tune of the talented musicians who play at these beloved beach bars, breweries, and restaurants!

Cisco Brewers - Nantucket

Once referred to by a writer visiting Nantucket as the “happiest place on earth,” Cisco Brewers, Nantucket, is a must for those looking to sip on an ice cold beer, soak in the sunshine, and listen to the sweet sounds of waves crashing and musicians singing. With more and more people falling in love with their laid-back beach vibe, Cisco is now operating 5 different locations!

Chicken Box - Nantucket

The Box is an iconic Nantucket favorite that has been loved by locals, visitors, and musicians for many years. Just a few of the big names that have performed at this beloved bar include Donavan Frankenreiter, The Revivalists, Blues Traveler, and Ziggy Marley!

The Ritz - Martha's Vineyard

The Ritz is an iconic dive bar and rock club on Martha's Vineyard that has been entertaining islanders and out-of-towners since 1944. This historic spot welcomes you with open arms to enjoy live-music from local bands, karaoke, theme parties, and so much more!

Black Cat Tavern - Hyannis

This waterfront restaurant located right on Hyannis Harbor offers breathtaking views and an extensive menu that everyone will enjoy. Enjoy a meal by the water with friends and family while listening to the sound of live music as it drifts out onto the patio.

The Music Room - Yarmouth

The Music Room in Yarmouth is a must for those looking to experience and appreciate the joy of live music in an intimate environment. With National and International bands performing in this beautiful venue all year round, The Music Room is the perfect place to go for groups looking to have a memorable experience on Cape Cod. They also serve delicious food from 5:00 p.m.-1:00 a.m. Tuesday - Sunday if you need to fuel up before the show!

The Sand Dollar - West Dennis

Offering fresh seafood, live entertainment 7 days/week, and a casual, inviting environment to enjoy the day with family and friends, The Sand Dollar in Dennis has been a favorite of many for years!

Chatham Squire

Situated on beautiful Main Street in Chatham and lit up by lovely Christmas lights year round, The Squire is definitely a go-to for some great live music and a fun night out on the town. Whether you’re dancing away at one of the awesome live shows or making your own music at Karaoke Thursdays, it’s guaranteed to be a great time!

The Woodshed - Brewster

The Woodshed is the perfect place for listening to live music with friends on warm summer nights. With a wrap around deck and an interior decorated floor-to-ceiling with Cape Cod memorabilia, The Woodshed is an iconic spot for live music and nightlife.

Hog Island Brewery - Orleans

“The Outermost Brewery on Cape Cod,” Hog Island, has become so popular in Orleans that they had to open up a second location in South Wellfleet! Kick back with a beer and some bar-bites while listening to live music from local bands.

The Barley Neck Inn - Orleans

The Barley Neck Inn, a historical and beautiful coastal resort that used to be a captain's home, offers an impressive restaurant and a serene setting for listening to live music.

Wellfleet Beachcomber

No matter where you live, where you’ve traveled, or where you vacation, we can almost guarantee you’ve come across this beach bar’s VERY well-known logo at least once in your life. Enjoy fresh seafood and refreshing cocktails while looking over at the beautiful cliffs of Cahoon Hollow. Return at night for their live shows from well-known musicians.

Wellfleet Pearl

“Fresh music, live seafood.” Yes, you read that right, and that’s the Pearl’s motto! Enjoy delicious Wellfleet oysters on their screened in porch that overlooks the marsh on one side and Wellfleet Harbor on the other. Highly-praised bands such as the Boston Naturals perform here.

The Block and Tackle - Wellfleet

Mouth watering food, outdoor seating beneath twinkle lights, and live-music every week, the Block and Tackle in Wellfleet is a favorite of locals and visitors alike! They also have some of the most delicious Barbecue on Cape Cod.