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

Silver Microphone colorful lights in the background

July 25 `26

Live Music, DJs and Karaoke at Buxy's Salty Dog Saloon
Featuring Full Circle

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!

View Details & Share Event Book Lodging During This Event

red letters live music in green arrow neon sign

July 25 `26

The Stims
Featuring 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.

View Details & Share Event Book Lodging During This Event

July 25 `26

Party Under The Palms | Live Music and DJ's at Macky's
Featuring Deep Six at Macky's Bayside Bar

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.

View Details & Share Event Book Lodging During This Event

July 25 `26

Phil Perdue - "The Piano Man"

Captain's Table Restaurant and Bar

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.

View Details & Share Event Book Lodging During This Event

July 25 `26

Party Under The Palms | Live Music and DJ's at Macky's Bayside
Featuring: Deep Six, 5-8 pm & DJ Cascio, 9pm

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.

View Details & Share Event Book Lodging During This Event

July 25 `26

Liquid A

Sunset Grille

Liquid A is an experienced live band that provides a broad sonic palette, with an extensive songbook consisting of stunning renditions of famous tracks, spanning genres as diverse as rock, pop, funk, dance, alternative and hip-hop, only to mention a few.

View Details & Share Event Book Lodging During This Event

man plays a brown acoustic guitar at a 45 degree angle

July 25 `26

Rick & Lennon La Ricci
Featuring Rick & Lennon LaRicci

High Stakes Bar & Grill

It is rare to find a father-son musician duo performing in the Ocean City and Delaware Beaches area. Ricky and Lennon LaRicci are one very popular duo.

Rick and Lennon play at venues all over the Ocean City area as well as “back home” in Baltimore. Here’s a unique quote from Lennon’s website: “Along the way bandmates have come and gone, but what still remains is Rick and his son Lennon doing what they love everyday…playing music.”

View Details & Share Event Book Lodging During This Event

July 26 `26

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

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.

View Details & Share Event Book Lodging During This Event

silhouettes of people facing a stage blue fog lights

July 26 `26

Caleb Ricker
Featuring Caleb Ricker

Skye Bar & Grille

Caleb Ricker plays live music tonight at the Skye Bar & Grille. This solo artist will play live acoustic music for you while you enjoy a great meal with your family and friends. Happy hour is from 3-6pm and features specials such as $1 Oysters, 1 1/4 pound lobsters for $26. Happy hour drink specials include $6.75 Smirnoff Crushes, $5.00 Rails, $1 Off Drafts and $5.50 House Wines.

View Details & Share Event Book Lodging During This Event

July 26 `26

Party Under The Palms | Live Music and DJ's at Macky's Bayside
Featuring Elephants Dancing

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.

View Details & Share Event Book Lodging During This Event

July 26 `26

Party Under The Palms | Live Music and DJ's at Macky's
Featuring Elephants Dancing at Macky's Bayside Bar

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.

View Details & Share Event Book Lodging During This Event

July 26 `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.

View Details & Share Event Book Lodging During This Event

July 26 `26 - July 27 `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.

View Details & Share Event Book Lodging During This Event

July 26 `26

Live Music, DJs and Karaoke at Buxy's Salty Dog Saloon
Locals Party with DJ 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!

View Details & Share Event Book Lodging During This Event

July 27 `26 - July 31 `26

Live Music at Fish Tales

Fish Tales Bar and Grill

Come to Fish Tales, on the bay at 22nd Street for Happy Hour from 3 pm to 6pm with live music on the bay front stage today. Good times and great bay breezes and views await you! Stay and watch one of the best sunsets in Ocean City, Maryland.

View Details & Share Event Book Lodging During This Event

July 27 `26

Party Under The Palms | Live Music and DJ's at Macky's Bayside
Featuring Boogiemen at Macky's Bayside Bar

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.

View Details & Share Event Book Lodging During This Event

July 27 `26

Party Under The Palms | Live Music and DJ's at Macky's
Featuring Boogiemen at Macky's Bayside Bar

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.

View Details & Share Event Book Lodging During This Event

Multiple disco balls and party lights with people danci

July 27 `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!

View Details & Share Event Book Lodging During This Event

tattooed arm operating a glowing green dj turn table

July 27 `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!

View Details & Share Event Book Lodging During This Event

group of colorful acoustic guitars hanging on the wall

July 28 `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!

View Details & Share Event Book Lodging During This Event

group of happy people dressed up for a theme party

July 28 `26

Theme Night at Macky's
Theme Night: Summer Halloween

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

View Details & Share Event Book Lodging During This Event

July 29 `26

Live Entertainment Tonight at Harborside
Featuring DJ Billy T

Harborside Bar & Grill

It's always a good time at Harborside Bar & Grille! Harborside is the the home of the original fresh squeezed orange crush, have lunch or dinner and and enjoy local DJ's and great band from coast to coast.

View Details & Share Event Book Lodging During This Event

July 29 `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.

View Details & Share Event Book Lodging During This Event

July 29 `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!

View Details & Share Event Book Lodging During This Event

ladies night girls having drinks and saying cheers

July 29 `26

Open Mic Night at Johnny's Pizza & Pub
Open Mic Night With Jack Worthington

Johnny's Pizza & Pub

It's Open Mic Night at Johnny's Pizza Pub with Jack Worthington. Bring your instrument and jam with Jack. Play or sing with Jack and our talented locals.

View Details & Share Event Book Lodging During This Event

Ocean City Reservations

Ocean City Events Calendar

By Event Name / Keyword:

Search By Month:

By Category:

By Date Range:

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

The Details

The Show

What’s Included?

Hotel Search!