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| Date | Act | Venue | Time | Price | Genre | Info |
| May | ||||||
| Fri 5/2 | B.B. King | Ruth Eckerd Hall | Blues | |||
| Fri 5/2 | As Blood Runs Black, Stick To Your Guns, Winds Of Plague, Veil Of Maya, The Ghost Inside | Orpheum | Metal | |||
| Fri 5/2 | Oh Romeo!, Chasing Thrill, A March For Dawn, Fillmore East, The Downtown Bananza, First, We Take Manhattan, Byronic, Last Hour | Transitions Art Gallery | 6pm | $6 | Rock | |
| Fri 5/2 | Rocket 88, Charlie Vegas & The New Blues Combo | Skipper's Smokehouse | 8pm | $7adv/$10dos | Rockabilly | |
| Fri 5/2 | Chicago | Hard Rock Live, Orlando | Rock | |||
| Sat 5/3 | Tribal Style, Badda Skat | Dunedin Brewery | 9pm | Reggae | ||
| Sat 5/3 | Lisa Lampanelli | Ruth Eckerd Hall | Comedy | |||
| Sat 5/3 | Little Feat, Hot Tuna | Jannus Landing | 8pm | $30adv/$35dos | Rock | |
| Sat 5/3 | Highway To Hell | State Theatre | 7pm | Rock | AC/DC Tribute | |
| Sat 5/3 | Yea Big & Kid Static, Mes Music, Breakdown, Gravy Records, Jinx, +DJs: Crate Brothers, Soft Rock Renegades | New World Brewery | 9pm | $7 | Hip Hop | 21+ |
| Sat 5/3 | Beautiful Girls, Virginia Coalition, Matt Jennings | Orpheum | 7pm | $12 | Rock | |
| Sat 5/3 | Three Foot Fall, Villa Serena, Of Angeline, Division H, A Breath Beneath Us, Finally Setting Fire | Transitions Art Gallery | 5pm | $7 | Rock | |
| Sat 5/3 | Chris McCarty Band, K-G & The Band | Skipper's Smokehouse | 8pm | $7adv/$10dos | Rock | |
| Sat 5/3 | Eric Clapton, Robert Randolph & The Family Band | Ford Amphitheater | Rock | |||
| Sun 5/4 | Dukes Of Juke, Blue Dice, Stacy Knights, Focus Fire, Sandy Atkinson, Bill Johnston | Skipper's Smokehouse | 4pm | $10 donation, children free | Blues | Benefit for Brandon “BD” Wilson |
| Mon 5/5 | Pitbull, DJ Sandman | Jannus Landing | 8pm | $27adv/$30dos | Hip Hop | |
| Mon 5/5 | Kanye West, Rihanna, N.E.R.D., Lupe Fiasco | Ford Amphitheater | Hip Hop | |||
| Tue 5/6 | The Casualties | Orpheum | 7pm | Rock | ||
| Tue 5/6 | Radiohead, Liars | Ford Amphitheater | Rock | |||
| Wed 5/7 | Mindless Self Indulgence, The Birthday Massacre, Combichrist | Jannus Landing | 6:30pm | $20adv | Rock | |
| Wed 5/7 | Life In Your Way, Burden Of A Day, For Today, Means, In Fear & Faith | Orpheum | Rock | |||
| Wed 5/7 | Impulse | Skipper's Smokehouse | 8pm | $5 | Reggae | Reggae night |
| Thu 5/8 | Jonas Brothers | St. Pete Times Forum | Pop | |||
| Thu 5/8 | Kid Koala, DJ Jester The Filipino Fist, Blac Soap, Kush Wonder, eFFex, +DJs: Positive Response, DJ Mega, Business Casual | Crowbar | 9pm | $10adv/$12dos | Hip Hop | |
| Thu 5/8 | For He Who Hung The Moon, Whales, Reflexes, Brian Lugo, and Giancarlo | Transitions Art Gallery | 7pm | $6 | Rock | |
| Thu 5/8 | Uncle John's Band | Skipper's Smokehouse | 8pm | $7 | Rock | Grateful Dead night |
| Fri 5/9 | Ben Plott | Pan y Vino, Dunedin | FREE | Rock | ||
| Fri 5/9 | Disasterpeace, After Death | State Theatre | 7pm | $10 | Metal | |
| Fri 5/9 | Riddle Of Steel, The Beauvilles, No Recess, +guests | New World Brewery | 9pm | $8 | Rock | 21+ |
| Fri 5/9 | Orchestra Of Munitions, Flying Snakes, Fatal, Dark Castle, and Six Dead | Transitions Art Gallery | 8pm | $7 | Metal | |
| Fri 5/9 | Red Elvises, Truckstop Coffee | Skipper's Smokehouse | 8pm | $15adv/$20dos | Rock | |
| Fri 5/9 | Tim McGraw, Jason Aldean, Halfway To Hazard | Ford Amphitheater | Country | |||
| Sat 5/10 | Stephen Marley | Jannus Landing | 8pm | $23adv/$25dos | Reggae | |
| Sat 5/10 | Hand To Hand, Murdok, Deshrived, Maximum Pressure | State Theatre | 8pm | $10 | Rock | |
| Sat 5/10 | The Dead Science, The Buddy System, Giddy-Up, Helicopter, Super Secret Best Friends, Travel Like Trains | Crowbar | 8pm | $8 | Rock | |
| Sat 5/10 | “Grayum Fest 6: In Spaaaaaace”: Safety, The CV, Rest Of Us, Virgins, Cutman, Cruiserweight, Arm The Poor, Dirty Money, TransFM, Architects | Transitions Art Gallery | 5pm | $10 | Punk | |
| Sat 5/10 | Bird Street Players, Aych, Win Win Winter, Rebekah Pulley & The Reluctant Prophets, November Foxtrot Whiskey, Blind Buddy Moody | Skipper's Smokehouse | 5pm | $5adv/$10dos | Rock | |
| Sat 5/10 | The Fall Of Troy, Foxy Shazam, The Dear Hunter, Tera Melos | The Social, Orlando | Rock | |||
| Sun 5/11 | Uh Huh Her | Orpheum | 7:30pm | $12/$15 | Rock | |
| Sun 5/11 | Thrash Unreal, Stages & Stereos, +guests | Crowbar | 7pm | $7 | Rock | |
| Sun 5/11 | "98 Rockfest": 3 Doors Down, Kid Rock, Serj Tankian, Shinedown, Filter, Theory Of A Deadman, Ashes Divide, Five Finger Death Punch, Skratch N Sniff | Raymond James Stadium Parking Lot 4 | 11am | $45adv/$60dos | Rock | |
| Sun 5/11 | Erin Tobey, Inerita!, David Vassalotti | Transitions Art Gallery | 7pm | $6 | Rock | |
| Sun 5/11 | Women's Blues Revue, Denise Moore, Liz Pennock & Dr. Blues | Skipper's Smokehouse | 5pm | $7adv/$10dos | Blues | Domestic Violence Shelters Benefit |
| Mon 5/12 | Spencer Davis Group | Largo Cultural Center | Jazz | |||
| Wed 5/14 | We Are The Union, The Pants, Half Mast, One Way | |||||