Come Thirsty, Be Loud, Stay Late!

"The Waterfront's Original Rock N' Roll Dueling Piano Bar & Brewery"


Early Show: 8pm (Reservations: 7:30pm)
Late Show: 11p
(Reservations: 10:30pm)

Early Show: 8p (Reservations: 7:30pm)
Late Show: 11p
(Reservations: 10:30pm)

Come early for best seating!

Cover: $5

21+ with valid ID to Enter

Office Hours:

Monday  |  10a - 2p
Tuesday  |  10a - 2p
Wednesday  |  CLOSED
Thursday  |  3p - 5p
Friday  |  3p - 5p
Saturday  |  3p - 5p
Sunday  |  CLOSED



171 East Bridge Street
Pittsburgh, PA 15120




Managing Partner:
Margo Donahue

Entertainment Manager:
Karl Bailey

The Show


At Sing Sing, you can hear all of your favorite tunes from yesteryear to yesterDAY! We have brought together some of the most versatile, talented musicians in the country. Because our show is totally driven by YOUR requests, it's always a perfect match for whoever shows up!! You never know what you'll see or hear, but you can always expect a loud n' rowdy sing-along experience!



The only time you won't be singing at Sing Sing is when you are LAUGHING. Our talented entertainers bring you a musical comedy experience you'll never forget (no matter how hard you try!!). Our solid rock n' roll show is spiced with just the right amount of adult humor. Send a guest of honor on-stage for one of our scathing, signature comedy roasts!

Now the men who make it possible...

The Players


Karl Bailey

Karl was born on the Army base in Frankfurt, Germany. Growing up on the Eastern Shore of Maryland he began his musical career banging drumsticks (wooden ones, not poultry) on the floor to The Beatles.

In his first bands as a kid he was the drummer and the lead singer. Wanting to move down front he switched to keyboards. After high school Karl moved to Southern California and added guitar and saxophone to his list of instruments. He then opened his own Entertainment Company and spent the next 10 years playing Weddings, Banquets, and Corporate Parties.

One night Karl stumbled into (and out of) the Sing Sing in Irvine, CA. and he knew instantly that he’d found his new niche. After playing in California for 3 years Karl moved, in 2002, to open the Pittsburgh store and that’s been his home ever since. When not playing at Sing Sing you can occasionally find Karl across the street performing standup comedy at the Improv.

Karl feels as though he grew up in the most exciting time period for music, the 60’s and 70’s. “On any given day I would listen to Jimi Hendrix, Kansas, James Taylor, and Earth, Wind, and Fire back to back.” He has also never given up on his love for writing and recording his own original music. In fact, you can find his music on iTunes or you can just hand him $10 and he’ll get you a CD from the break room.


Danny McElroy

Danny grew up…well basically all over Western P.A. His family liked to move around (call it early training for “life as a musician on the road”). He started classical piano at the age of 5. Soon after that, he started playing by ear, when he discovered his father’s vast album collection of rock, blues, and jazz. Thus musically…he’s been corrupted ever since. Periodically skipping algebra, biology, and other mind numbing subjects, he’d find musical solace in the band and choral rooms, of his high school learning, and jamming out to whatever new CD, or classic gem he could get his hands on. He was building up his dueling piano library…and he didn’t even know it. After high school, he was off for a…brief stay…at Berklee College of Music. Where as a musician, you go to get…humbled. Then West Virginia University studying Jazz. And a “Third times the charm”…(you would think?!) learning sound and video production and engineering at the Audio Institute of Ohio. So obviously all this training and courses and well spent $$$!! lead him to…dueling pianos??!! Starting in 1999, at Station Square Pittsburgh, P.A., then playing in Savannah G.A., back to the Burgh, Key West Florida, Fort Worth/Dallas, T.X., and back to…DA Burgh. Music being his first love, film would definitely be his second, and sports would be a very close third. As far as musical influences go…well, there’s just too many to list here, and always adding more, cause with this gig you can never learn enough tunes! Danny is thrilled to be back in his hometown, playing at Sing Sing. Feel free to say hi anytime, maybe you have a new song, he’d love to learn for you!

Parties, Banquets & Meetings

Looking for a unique place to have your next meeting, company party, or convention gathering? Well, get out of those hotel ballrooms, and start having a BALL! No matter what your function, Sing Sing's unique blend of space, entertainment, and food & beverage offerings can help you create an event your guests will remember! We are great for sales meetings, awards banquets, holiday parties, reunions, fundraisers, and any other special event!

- Complete AV & Meeting Packages
- Customized Shows and Award Ceremonies
- Musical Comedy Team Building Activities
- Special Reservation and Decor Packages
- Formal Dining, Cabaret or Auditorium-Style Seating

Please call or email us to request a complete list of our custom entertainment products or a - short-program video of our show!

We offer in-house selections perfect for events where a light, reasonably priced menu is desirable. We can serve tableside snacks or more elaborate light hors d'oeuvre, deli, and dessert buffets.

Contact us for more information about renting
Sing Sing for Parties and Banquets


Perfect for any Celebration
Birthdays, Anniversaries, Bachelor/Bachelorette Divorce, Career Change, Positive Test Results! Sing Sing is available for groups and private parties - please contact the General Manager at the specific location for more information OR click Specials, Events & Parties.

Bring all your friends - they'll be glad you did! 

Reservations can be made by clicking the 'Reservation Request' button below, or by calling Sing Sing at 412-461-PIANO (7426) and leaving your information on the voice mail. Be sure to include the following information:

Name of person making the reservation
Evening phone number
Number of guests in party
Date of reservation
Time preference: Early Show: 7:30p (8p - 10p show) Late Show: 10:30p (11p - 1a show)
A Sing Sing team member will return your phone call to confirm your reservation.


Messages are checked Monday-Saturday until 5:00pm. Reservations are accepted for parties of 4 or more for either 7:30 or 10:30pm.

All reserved seats must be occupied or surrendered by 8 or 11pm.