Trivia Night at Macky's Bar & Grille
2026-08-02 20:00 - 22:00, 2026-08-09 20:00 - 22:00 (America/New_York) | Macky’s Bayside Bar & Grill, 5311 Coastal Hwy, Ocean City, MD, 21842, United States
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.

Dueling Pianos at Shenanigan's Irish Pub
2026-08-02 20:30 - 22:00, 2026-08-03 20:30 - 22:00, 2026-08-09 20:30 - 22:00, 2026-08-10 20:30 - 22:00 | Shenanigan’s Irish Pub, 309 North Atlantic Avenue, Ocean City, MD, 21842, United States
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.

Live Music, DJs and Karaoke at Buxy's Salty Dog Saloon
2026-08-02 22:00 - 23:59, 2026-08-05 20:00 - 23:59, 2026-08-06 19:00 - 23:59, 2026-08-07 19:00 - 23:59, 2026-08-09 22:00 - 23:59, 2026-08-12 20:00 - 23:59, 2026-08-13 00:00 | Buxy’s Salty Dog Saloon, 2707 Philadelphia Ave, Ocean City, MD, 21842, United States
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!

Party Under The Palms | Live Music and DJ's at Macky's
2026-08-03 17:00 - 20:00 | Macky’s Bayside Bar & Grill, 5311 Coastal Hwy, Ocean City, MD, 21842, United States
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.

Party Under The Palms | Live Music and DJ's at Macky's Bayside
2026-08-03 17:00 - 20:00, 2026-08-06 20:00 - 23:00, 2026-08-07 18:00 - 21:00, 2026-08-09 16:00 - 19:00, 2026-08-14 17:00 - 20:00, 2026-08-15 17:00 - 20:00 | Macky’s Bayside Bar & Grill, 5311 Coastal Hwy, Ocean City, MD, 21842, United States

The 2026 Ocean City Maryland Comedy Festival
2026-08-05 16:00 - 18:30, 2026-08-12 16:00 - 18:30 | Hooper’s Crab House & Sneaky Pete’s, 12913 Ocean Gateway, Ocean City, MD, 21842, United States
Crabs, Comedy, and Coastal Vibes: The 2026 Ocean City Maryland Comedy Festival
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!

Sunset Park Party Nights - Free Concerts
2026-08-06 19:00 - 21:00, 2026-08-13 19:00 - 21:00 | Sunset Park, 700 S Philadelphia Ave, Ocean City, MD, 21842, United States
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

Phil Perdue - "The Piano Man"
2026-08-07 17:00 - 21:00, 2026-08-08 17:00 - 21:00, 2026-08-14 17:00 - 21:00 | Captain’s Table Restaurant and Bar, 2 15th St, Ocean City, MD, 21842, United States
Enjoy Phil Perdue “The Piano Man” on the grand piano at the Captain’s Table in Ocean City, Maryland. Enjoy fine dining at its best with South African lobster tails, delicious crab cakes, certified angus beef steaks and great selection from the bar. Phil’s smooth sounds on the grand piano are a local’s favorite on Friday and Saturday nights.

Whiskey Graves Band
2026-08-08 19:30 - 23:00 | High Stakes Bar & Grill, 5799 Lighthouse Cove Ln, Fenwick Island, DE, 19944, United States
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!

Live Music and DJ at OC Cruzers Car Show
2026-08-09 15:00 - 18:00 | Somerset Plaza, South Baltimore Avenue, Ocean City, MD, 21842, United States
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.

Sundaes in the Park in Ocean City MD
2026-08-09 19:00 - 21:00 | Northside Park, 200 125th St, Ocean City, MD, 21842, United States
Sundaes in the Park is the perfect way to wrap up the weekend in Ocean City MD. Bring the family to Northside Park in North Ocean City each Sunday evening in the summer for free live concert, family fun activities, and delicious ice cream sundaes.

Bring your picnic basket and beach chairs and watch the Ocean City sunset over the bay while enjoying live music for every taste, from country to rock and tribute bands to oldies. During the concert, enjoy ice cream and family activities for the kids.

The night continues with the new OC Drone Show at 9pm!

Save the Dates – 2026 Schedule:
June 7 ~ Real Diamond, “The Premier Neil Diamond Tribute Band”
June 14 ~ Nicks in Time, “The Stevie Nicks Concert Experience”
June 21 ~ The Sixties Live, “60’s Music”
June 28 ~ Rick K: “Rock n’ Roll Revue/Decades of Hits”
July 5 ~ M80, “Best of 80’s & 90’s”
July 12 ~ Chris Sands Band, “Tropicana Rock”
July 19 ~ Making Waves, “Upbeat Dance”
July 26 ~ The Kelly Bell Band, “Electrifying Blues with a Genre-Bending Twist”
August 2 ~ Radio Hero, “Party Rock Band”
August 9 ~ Milk Mountain Band, “Party Rock 70’s -2000’s Rock/Pop Cover Band”
August 16 ~ Kittyback, “Classic and Country Rock”
August 23 ~ Mike Hines and the Look, “High Energy Dance Music”
August 30 ~ Fast Times at Shermer High, “Back to the 80’s”

In the event of inclement weather, the concert may be moved inside. For more information, call 800-626-2326.
