Ocean City MD Maryland Calendar of Events and Special Events in Ocean City

August 8 `26

Whiskey Graves Band
Featuring Whiskey Graves

High Stakes Bar & Grill

With influences like Neil Diamond who encouraged songs that were authentic and true, Whiskey Graves found music intoxicating. Come see this dynamic band play live at High Stakes Bar and Grille in Fenwick Island which always features some of the best local talent!

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August 8 `26

Party Under The Palms | Live Music and DJ's at Macky's Bayside
Featuring: The Harbor Boys, 5-8pm; DJ Cascio, 9 pm

Macky's Bayside Bar & Grill

Join us tonight at Macky's Bayside Bar & Grill to Party Under The Palms! Get ready to dance and have fun with friends and family under the stars while enjoying cocktails, a late dinner with live bands and DJs on stage.

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August 9 `26

Live Music and DJ at OC Cruzers Car Show
Classic Cars with DJ

Somerset Plaza

One of a series of FREE special events on select Sundays on Somerset Plaza located on Somerset Street between the Boardwalk and South Baltimore Avenue with a live band and cool cars.

Somerset Plaza is a semi-pedestrian street that is closed to all vehicular traffic during these special events.

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August 9 `26

Party Under The Palms | Live Music and DJ's at Macky's Bayside
Featuring Kaleb Brown

Macky's Bayside Bar & Grill

Join us tonight at Macky's Bayside Bar & Grill to Party Under The Palms! Get ready to dance and have fun with friends and family under the stars while enjoying cocktails, a late dinner with live bands and DJs on stage.

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August 9 `26

Bryen O'Boyle

Skye Bar & Grille

Legendary lead vocalist of Mr. Greengenes, Bryen O'Boyle has also been making waves as a an acoustic artist. Don't miss his amazing performances! Make sure you come for Happy Hour at Skye Bar from 3-6pm! Raw bar Happy Hour specials include $1 oysters and 1 1/4lb. lobster for $26. Drink specials include $7.50 Smirnoff Crushes, $6.00 Rails, $1 Off Drafts, and $7.00 House Wines.

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August 9 `26

Trivia Night at Macky's Bar & Grille

Macky's Bayside Bar & Grill

It's time to put your knowledge to the test at Macky's Bayside Bar and Grill every Sunday night! Test your knowledge, have some fun with facts while you dine and take advantage of the Trivia Night with a DJ every Sunday night.

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August 9 `26 - August 10 `26

Dueling Pianos at Shenanigan's Irish Pub

Shenanigan's Irish Pub

It's always a good day for Shenanigan's! Stop by Shenanigan's Irish Pub to see the Dueling Pianos epic battle and enjoy the warm ocean breezes while you enjoy live music, food and drinks with your family and friends.

Get here early, the performances start at 8:30 pm.

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Silver Microphone colorful lights in the background

August 9 `26

Live Music, DJs and Karaoke at Buxy's Salty Dog Saloon
Sunday Locals Party With DeoGee

Buxy's Salty Dog Saloon

Buxy's Salty Dog, your home away from Pittsburgh presents live music all year long! Enjoy your summer nights with our crew and be sure to check out our awesome food and drink specials. We are open every day at 11am and look forward to seeing you soon!

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Multiple disco balls and party lights with people danci

August 10 `26

Deck Party With Live Bands and DJ's On The Deck at Fager's

Fager's Island

It's time to Dance on the Fager's Island Decks and have some fun with great local bands. Head to the deck and check out today's live bands and DJ's right on the deck at Fager's Island!

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tattooed arm operating a glowing green dj turn table

August 10 `26

Monday Deck Party at Fager's Island
I Love Mondays

Fager's Island

Fager's Island is place to be every Monday during the summer in Ocean City. There will be fun, food, drinks, and live entertainment by the best artists in town! Be sure to clear your evening plans because this is one party you won't want to miss!

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group of colorful acoustic guitars hanging on the wall

August 11 `26

Full Circle Band

Skye Bar & Grille

Full Circle offers something for everyone and tonight they are playing at the Skye Bar & Grille in Ocean City, Maryland! With inspiration flowing from Sheryl Crowe, Janis Joplin, Journey, Bad Company, Melissa Etheridge, Pink, Susan Tedeschi, Indigo Girls, Natalie Merchant, Rob Thomas, Gavin DeGraw, and many more, listeners are sure to hear something they like. Come and enjoy a great dinner and stay for the live music!

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silver microphone with colorful light in the background

August 11 `26

E-Street Shuffle at Sunset Grille
E-Street Shuffle

Sunset Grille

Come enjoy live entertainment this week at Sunset Grille in West Ocean City! Dance the night away with your friends and family and make long lasting memories. Take advantage of the dining deals and drink specials while admiring the beautiful boats in the Sunset Marina. This will be a good time guarantee so don't miss a beat!

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group of happy people dressed up for a theme party

August 11 `26

Theme Night at Macky's
Theme Night: Little Black Dress

Macky's Bayside Bar & Grill

Macky's Tuesday night theme parties are back!

Featuring a new theme and live DJ's each week starting May 26th through August 25th. The fun starts at 10:00 pm. Check out the Theme Night Schedule for the season below and get ready for Summer Nights at Macky's Bayside Bar and Grille.

Dressing up for the weekly theme is encouraged! COME IN COSTUME = NO COVER CHARGE

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August 11 `26

Turning the Tide

Seacrets

Turning the Tide is co-led by John Corsale and Juules Wardle; two exceptional performers with unmatched enthusiasm. They win over audiences from the Wobbly Barn in Killington, VT to Key West, FL's Sloppy Joe's; connecting to crowds with the sly sex appeal of their two lead singers and an impeccable rhythm section. Garret Watts, formerly of Lima Bean Riot holds down the bass, while Chad Szeliga of Breaking Benjamin fame beats the drums. Keeping the dance floor moving with a wide repertoire of party smash hits, Turning the Tide is an exciting young band with a veteran presence.

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August 12 `26

The 2026 Ocean City Maryland Comedy Festival
Crabs, Comedy, and Coastal Vibes

Hooper's Crab House & Sneaky Pete's

Crabs, Comedy, and Coastal Vibes: The 2026 Ocean City Maryland Comedy Festival

Get ready for the ultimate shore experience as the first-ever Ocean City Maryland Comedy Festival takes over the legendary Hooper’s Crab House & Sneaky Pete’s! Starting Wednesday, June 3rd, and continuing every Wednesday throughout the summer, we’re serving up a world-class combination of Maryland’s finest seafood and heavy-hitting humor.

The Details

Location: Hooper’s Crab House & Sneaky Pete’s (12913 Ocean Gateway, Ocean City, MD 21842)
When: Every Wednesday, starting June 3, 2026
Schedule:
- 4:00 PM: The Blue Crab Feast begins
- 6:30 PM: Showtime!

The Show

Hosted by Los Angeles stand-up veteran The Drunken Stoner, this festival brings the grit and wit of the national comedy circuit to the OCMD docks. Known for his high-energy crowd work and "scallywag" charm, The Drunken Stoner will guide you through a night of "heavy hitter" comedians, including renown headliners and nationally touring acts.

What’s Included?

This isn't just a guy with a microphone; it's a full-throttle entertainment experience. Each night features:

Nationally Touring Headliners: See the comedians you’ve watched on late-night TV and major streaming platforms.
Live Musical Performances: Setting the vibe before the jokes fly.
Audience Participation: Be part of the show! Whether it's roast-style banter or interactive games, no two nights are the same.
The Feast: Dig into a world-famous Maryland Blue Crab feast at one of the city's most iconic waterfront venues.

"Dead men tell no tales, but the ones who survive June will be talking about this for the rest of their lives." — The Drunken Stoner

Don't miss the biggest "raid on boredom" to hit the coast. Grab your mallets, your grog, and your sense of humor for a Wednesday night tradition that promises to be the highlight of your summer!

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August 12 `26

Bob Wilkinson

Skye Bar & Grille

Bob Wilkinson is set for a great musical endeavor at the Skye Bar and Grill. Bob will be playing live on the Skye Bar & Grill stage will you enjoy a great meal and cocktails with your family and friends.

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August 12 `26

Live Music, DJs and Karaoke at Buxy's Salty Dog Saloon
Karaoke: Iconic Duos with DJ Hundley

Buxy's Salty Dog Saloon

Buxy's Salty Dog, your home away from Pittsburgh presents live music all year long! Enjoy your summer nights with our crew and be sure to check out our awesome food and drink specials. We are open every day at 11am and look forward to seeing you soon!

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August 12 `26

Natty Night With DJ Wax at Fish Tales
No Cover

Fish Tales Bar and Grill

Fish Tales famous Natty Night is back with the first Natty Night of the season starting May 20, 2026! COme on out and dance to beats by DJ Wax and enjoy $1 Nattys, $2 Green Tea Shooters, $2 White Tea Shooters, $3 Rails, $4 Surfside and Nutrls and $5 Bombs every Wednesday night. Good times and great bay breezes and views await you!

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August 13 `26

Live Music, DJs and Karaoke at Buxy's Salty Dog Saloon
Steeler's Pre-Season

Buxy's Salty Dog Saloon

Buxy's Salty Dog, your home away from Pittsburgh presents live music all year long! Enjoy your summer nights with our crew and be sure to check out our awesome food and drink specials. We are open every day at 11am and look forward to seeing you soon!

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August 13 `26

Endless Ember

Skye Bar & Grille

Arrive a little early and enjoy Happy Hour from 3 to 6pm, then enjoy the Endless Ember Band as they play a live set at The Skye Bar & Grille in Ocean City, Maryland. Singer and songwriter, Sarah and her guitarist combines vocals, flute and energy to each and every performance. They cover a wide range of songs and genres to keep you entertained.

Raw Bar Happy Hour Specials:

$1 Oysters

Lobsters $28
Steamed Shrimp $13
Fish Tacos $13

Happy Hour Drink Specials:

$7.50 Smirnoff Crushes

$6.00 Rails

$1.00 Off Drafts and
$7.00 House Wines
$6 Casamigos Marg Cans

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August 13 `26

Faith Noel

Seacrets

Faith Noel will be performing multiple genres and your favorite cover tunes, as well as her own originals at Seacrerts in Ocean City, MD tonight. Faith's mix of current and classic covers is sure to please you and your friends.

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Rock n' roll band equipment on stage with backlighting

August 13 `26

The Biscotti Boys at Sunset Grille

Sunset Grille

The Biscotti Boys will be performing live rock and roll music at Sunset Grille and Teasers Bar in West Ocean City. You won't want to miss any of their set. While jamming to the music, kick back with a cold drink from Teasers Bar with your delicious meal from Sunset Grille.

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August 13 `26

Sunset Park Party Nights - Free Concerts
Featuring Crash The Limo

Sunset Park

Enjoy free concerts in Ocean City Maryland in Sunset Park every Thursday in July and August from 7pm - 9pm.

Sunset Park Party Nights provides a perfect outdoor setting overlooking the bay in Ocean City MD. Bring a chair and watch the sunset as you listen to great live music. Sunset Park is located along South Division Street between Philadelphia Avenue and the Bay, next to the US Coast Guard Station in downtown Ocean City MD.

All concert admissions and parking are free and open to the public. Beverages, including beer, are available for purchase. Please bring your own chair!

Save the 2026 Music Schedule & Dates:

July 9: The Permilla Project

July 16: The Fistzkee Brothers with Chris Vitarello

July 23: Totally Bowie with Blondie Meets Talking Heads
July 30: Pistol Whipped
August 6: Full Circle
August 13: Crash The Limo
August 20: The Dunehounds
August 27: Tranzfusion

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lots of people sitting at tables in the bay at Seacrets

August 14 `26

Seacrets Bay Party: 2026 Bay Party Fridays
Cowboys & Country Queens

Seacrets

Seacrets Bay Party Fridays

Join us on the bay all summer long for themed Fridays filled with music, drinks, sunshine, and unforgettable memories.

Grab your crew, dress for the theme, and get ready for extra fun on the water at Seacrets! See you on the bay!

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red letters live music in green arrow neon sign

August 14 `26

The Stims

Skye Bar & Grille

Come to Skye Bar and Grille to hear The Stims while you enjoy a cocktail and have dinner. Band members include Brian Mahoney and Zach Coffman. During the performance. enjoy delicious ahi tuna or vegetable stir fry. Skye Bar offers a full bar ranging from specialty cocktails to beer and wine. Make sure you come for Happy Hour at Skye Bar from 3 to 6 pm! Raw bar happy hour specials include $1 oysters and 1 1/4lb. lobster for $26. Drink specials include $7.50 Smirnoff Crushes, $6.00 Rails, $1 Off Drafts, and $7.00 House Wines.

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Crabs, Comedy, and Coastal Vibes: The 2026 Ocean City Maryland Comedy Festival

The Details

The Show

What’s Included?

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