Best Bars with Live Music in OCMD This Week — Monday, Tuesday & Wednesday

The Air Show thunder has barely faded and Ocean City is already back in full swing. Three solid nights of live music — Monday through Wednesday — across 50+ performances at 20+ venues. We pulled the best of the best so you don't have to scroll through five different websites to find your night.

#1 — Fager's Island (Monday) Four acts in one night. DJ Wax at 4:30pm, Cecilia's Fall at 5:30pm, Michael Sky Band at 9:30pm, DJ Stinson to close. This is the bar that doesn't stop. Legendary OCMD institution, bayside views, and a lineup that covers every mood from sunset cocktails to late-night dancing.

#2 — Seacrets (Monday) Blake Hayley kicks off at 5pm, DJ J-Spinz 6–9pm, then DJ Wax carries it all the way to 2am. Seacrets is the closest thing OCMD has to a destination unto itself — 1,000-person waterfront venue, multiple bars, cabana scene, and music that runs longer than most venues are even open.

#3 — Fager's Island (Tuesday) Bryan Clark opens at 5:30pm, then Salt Water Sweat Line Dancing takes over 7–11pm. Four hours of line dancing on the Fager's deck sounds like a maybe and turns into a highlight of the trip. Don't overthink it — just go.

#4 — Macky's Bayside Bar & Grill (Tuesday) Theme Night: Grannies & Gramps with DJ Flight, 10pm to close. The name is the bit — the crowd is the payoff. Macky's bayside deck is a summer staple and this theme night always draws people who are actually there to have fun.

#5 — Bourbon Street on the Beach (Wednesday) Ward Ewing Deck Party 4–7pm, Reform School 6:30–11pm, Open Mic 8:30–11pm. Three distinct vibes, one venue, seven straight hours of programming. The hidden best night of the week.

Angler | Troy Mawyer | 5–9pm Berlin Beer Co | Vinyl Night | 6pm Bourbon Street on the Beach | Brian & Taylor "BT Live" | 5–8pm Burn Wood Fired Pizza | Open Mic Night | 6–10pm Buxy's | DJ Deogee | 3–10pm Caribbean Pool Bar | DJ Series 1–5pm | Ryan Jackson 7–11pm Coconuts | Sean Loomis 12–3pm | Johnny Cardo 4–8pm Fager's Island | DJ Wax 4:30pm | Cecilia's Fall 5:30pm | Michael Sky Band 9:30pm | DJ Stinson 9:30pm Harpoon Hanna's | Carley Twigg | 5–9pm Jolly Jellyfish | First Class | 4pm Pickles Pub | Karaoke by Wood | 9:30pm Ropewalk | Paddy O | 4–8pm Seacrets | Blake Hayley 5–9pm | DJ J-Spinz 6–9pm | DJ Wax 9pm–2am Skye Bar | Lennon LaRicci | 4–8pm Southgate Grill | Bob Wilkinson | 5–8pm The Wedge | Joe Esham | 1–4pm Vista Rooftop | Dave Grundman | 4–7pm Wahoo Beach Bar – Ashore | Kevin Koa | 3–7pm

Angler | The Lou Franco Project | 5–9pm Bourbon Street on the Beach | Jaared Arosemena | 6–9pm Caribbean Pool Bar | Kasey Briggs Duo 1–5pm | Wayne Blake 7–11pm Coconuts | Tony Mowen 11:30am–2:30pm | Blissful Wizards 3:30–7:30pm | Family Movie Night – Hoppers 8–10:30pm Coins | Sketchbook | 8pm Crabcake Factory Bayside | Karaoke w/ DJ C-Miller | 5–8pm Fager's Island | Bryan Clark 5:30pm | Salt Water Sweat Line Dancing 7–11pm Harpoon Hanna's | Kevin Poole 5–9pm | Karaoke w/ DJ C-Miller 9pm Jolly Jellyfish | All The Vibes | 4pm Macky's Bayside Bar & Grill | Theme Night: Grannies & Gramps w/ DJ Flight | 10pm–close Ocean Pines Yacht Club | Whiskey Graves | 2–5pm Pickles Pub | Beats by Wax | 9:30pm Ropewalk | Charlie Travers | 4–8pm Seacrets | Carley Twigg 5–9pm | DJ J-Spinz 9pm–2am Skye Bar | Full Circle | 4–8pm The Wedge | The Boogeymen | 5–8pm Vista Rooftop | Rick Artz | 4–7pm Wahoo Beach Bar – Ashore | Kevin Koa | 3–7pm

Angler | Schizophrenic Boogiemen | 5–9pm Bourbon Street on the Beach | Ward Ewing Deck Party 4–7pm | Reform School 6:30–11pm | Open Mic 8:30–11pm Buxy's | Karaoke 80's Night | 8pm–12am Caribbean Pool Bar | Fil Rhythm 1–5pm | Johnny Cardo 7–11pm Coconuts | Jack Bannon 12–3pm | The Dickson Twins 4–8pm Crabcake Factory Bayside | rue Country | 5pm Fager's Island | DJ Hector | 9:30pm Harborside | DJ Billy T | 3pm Harpoon Hanna's | Shortcut Sunny 5–9pm | Karaoke w/ DJ C-Miller 9pm Jolly Jellyfish | Joe Mama & Friends | 4pm Pickles Pub | Beats by C-Miller | 9:30pm Ropewalk | Michael Sky | 4–8pm Seacrets | Full Circle Duo 5–9pm | DJ E-State 9pm–2am Skye Bar | Bob Wilkinson | 4–8pm The Clubhouse Bar & Grill – Ocean Pines | Sunny Dawn | 6–9pm The Wedge | Kasey Briggs 1–3pm | Charlie Travers 5–9pm Vista Rooftop | Steve Kuhn | 4–7pm Wahoo Beach Bar – Ashore | Kevin Koa | 3–7pm Whiskers Saloon | Dust N' Bones | 7–10pm

Three nights. 20+ venues. 50+ performances. Noon to 2am.

Whether you want a waterfront sunset set, a late-night DJ, a four-act marathon at Fager's, or an 80s karaoke throwdown — Ocean City has it covered Monday through Wednesday this week.

Father's Day Weekend Lineup Drop’s June 18th

The best gift in Ocean City this Father's Day weekend isn't wrapped in a box — it's playing live on a bayside deck. Whether Dad wants a cold beer and a cover band or a sunset set with the whole crew, OCMD has the soundtrack covered Thursday through Sunday. Here's where the music lives this weekend.

Full schedule, updated daily → OCMDVibes.live

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