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Live music & shows

288 events across 7 days, refreshed daily. Tap a venue with a webcam to watch the room while you check the lineup.

Show:

Thu, May 21

  1. 9:30 AM Alfonse · Two Friends Patio Restaurant & Bar
  2. 10 AM Izzy Zaidman · Sloppy Joe's Bar
  3. 11 AM Mylo O'Maolain · Irish Kevin's
  4. 11 AM Trenton Chandler · Rick's Bar Key West
  5. 12 PM Brian Roberts · Pier House Resort & Spa
  6. 12 PM Dan Harvey · Hog's Breath Saloon
  7. 12 PM Ross Brown · Schooner Wharf Bar & Grill
  8. 12 PM Sid The Bayou Kid · Sloppy Joe's Bar
  9. 12:30 PM A Pirate Looks Back: Jimmy Buffett Tribute Show · Comedy Key West
  10. 1 PM The Shanty Hounds · Two Friends Patio Restaurant & Bar
  11. 1 PM Tony Baltimore · Hank's Hair of the Dog Saloon
  12. 2 PM Josh Kiser · Tipsy Rooster Liquor Store and Bar
  13. 2:30 PM Irish Kevin · Irish Kevin's
  14. 3 PM Channing Jazz Trio · Hemingway Social Club
  15. 3 PM Harley Ray · Old Sailor Bar
  16. 3 PM TBA · Rick's Bar Key West Other
  17. 4:30 PM Adam Lufkin Duo · Hog's Breath Saloon
  18. 5 PM Andrew Gordon · Mac's Place
  19. 5 PM Elle Haley · Hank's Hair of the Dog Saloon
  20. 5:30 PM Cayo Ritmo at 5:30, 8:30, & 10:30 · Green Parrot Bar
  21. 5:30 PM Pete & Larry "Sloppy 2nds" · Sloppy Joe's Bar
  22. 6 PM Gary Hempsey · Mangrove Mama's
  23. 6 PM Jackpot Trivia · Key West EmPOURium Trivia
  24. 6 PM Just George & Friends · Alamo Key West
  25. 6 PM Mac Calhoun · Key West EmPOURium
  26. 6 PM Singo · Boondocks Grille
  27. 6:30 PM Oren Polak · Irish Kevin's
  28. 7 PM Andy Westcott · Old Sailor Bar
  29. 7 PM DJ Marty · Rick's Bar Key West
  30. 7 PM Joe the Show · Rick's Bar Key West
  31. 7 PM Magic of Frank Everhart · Schooner Wharf Bar & Grill
  32. 7 PM Nick Brownwell · Schooner Wharf Bar & Grill
  33. 8 PM DJ Chaka · Rick's Bar Key West
  34. 8 PM Karaoke · Key West EmPOURium Karaoke
  35. 8 PM Kristen McNamara · La Te Da
  36. 8 PM Tbd · Tipsy Rooster Liquor Store and Bar Other
  37. 8 PM Tom Dustin · Comedy Key West
  38. 8:30 PM Durtbags · Durty Harry's bar
  39. 8:30 PM Ike · Hank's Hair of the Dog Saloon
  40. 8:30 PM Ike Kanakanui · Hank's Hair of the Dog Saloon
  41. 9 PM Elle Haley · General Horseplay
  42. 9 PM Funky Lampshades · Hog's Breath Saloon
  43. 9 PM Randy Roberts Live! · La Te Da
  44. 10 PM Dear Zoe · Sloppy Joe's Bar
  45. 10:30 PM Riptide Riot · Irish Kevin's
  46. 11:59 PM Karaoke w/ Jason · Rick's Bar Key West Karaoke

Fri, May 22

  1. 10 AM Rolando Rojas · Sloppy Joe's Bar
  2. 11 AM Jeff Harris · Irish Kevin's
  3. 12 PM Elle Haley · Hog's Breath Saloon
  4. 12 PM Jonathan Williams · Pier House Resort & Spa
  5. 12 PM Tim Hollohan · Sloppy Joe's Bar
  6. 12 PM Tony Baltimore · Schooner Wharf Bar & Grill
  7. 12 PM Wynn Tayor · Rick's Bar Key West
  8. 12:30 PM A Pirate Looks Back: Jimmy Buffett Tribute Show · Comedy Key West
  9. 1 PM Nick Norman · Hank's Hair of the Dog Saloon
  10. 2 PM Carson Lowe · Tipsy Rooster Liquor Store and Bar
  11. 2:30 PM Mylo O'Maolain · Irish Kevin's
  12. 3 PM Andy Westcott · Old Sailor Bar
  13. 4 PM Jess & Jill · Alamo Key West
  14. 4 PM Joe the Show · Rick's Bar Key West
  15. 4:30 PM Adam Lufkin Duo · Hog's Breath Saloon
  16. 5 PM Reggae Lou + The Kind Budz · Key West EmPOURium
  17. 5 PM Rochi & Prince · Hank's Hair of the Dog Saloon
  18. 5 PM Victoria Leigh · Mac's Place
  19. 5:30 PM Pete & Larry "Sloppy 2nds" · Sloppy Joe's Bar
  20. 5:30 PM The Resolvers at 5:30, 9:00 & 11:00 · Green Parrot Bar
  21. 6 PM Jack Fivecoate · Boondocks Grille
  22. 6 PM Curtis Jr. · Sunset Tiki Bar at Galleon Resort
  23. 6:30 PM NY Pauly · Irish Kevin's
  24. 7 PM DJ Marty · Rick's Bar Key West
  25. 7 PM Jesse Lee · Old Sailor Bar
  26. 7 PM Jonathan Williams · Schooner Wharf Bar & Grill
  27. 7 PM Larry Smith · ViV Wine Bistro
  28. 7 PM Magic of Frank Everhart · Schooner Wharf Bar & Grill
  29. 7 PM The Fabulous Spectrelles · Key West EmPOURium
  30. 7 PM Williams Brothers Band · Schooner Wharf Bar & Grill
  31. 7:30 PM The Lats Waltz Tribute · Alamo Key West
  32. 8 PM DJ Paul · Rick's Bar Key West
  33. 8 PM Elle Haley · Rick's Bar Key West
  34. 8 PM Karaoke · Key West EmPOURium Karaoke
  35. 8 PM Kristen McNamara · La Te Da
  36. 8 PM An Evening of Storytelling & Comedy with Stormy Daniels · Comedy Key West
  37. 8:30 PM Victoria Leigh · Hank's Hair of the Dog Saloon
  38. 9 PM Colton · Tipsy Rooster Liquor Store and Bar
  39. 9 PM Durtbags · Durty Harry's bar
  40. 9 PM Funky Lampshades · Hog's Breath Saloon
  41. 10 PM Dear Zoe · Sloppy Joe's Bar
  42. 10:30 PM Riptide Riot · Irish Kevin's
  43. 11:59 PM Karaoke w/ Jason · Rick's Bar Key West Karaoke

Sat, May 23

  1. 8 AM Alfonse · Two Friends Patio Restaurant & Bar
  2. 10 AM Joe the Show · Sloppy Joe's Bar
  3. 11 AM Jeff Harris · Irish Kevin's
  4. 11 AM The Shanty Hounds · Willie T's Restaurant & Bar
  5. 11:30 AM Victoria Leigh · Boondocks Grille
  6. 12 PM Harley Ray · Hog's Breath Saloon
  7. 12 PM Nick Brownwell · Schooner Wharf Bar & Grill
  8. 12 PM Ross Brown · Sloppy Joe's Bar
  9. 12 PM Zack Seemiller · Rick's Bar Key West
  10. 12:30 PM A Pirate Looks Back: Jimmy Buffett Tribute Show · Comedy Key West
  11. 1 PM Carson Lowe · Tipsy Rooster Liquor Store and Bar
  12. 1 PM Marjorie Lee · Hank's Hair of the Dog Saloon
  13. 2:30 PM NY Pauly · Irish Kevin's
  14. 3 PM Elle Haley · Old Sailor Bar
  15. 4 PM Bradd Shadduck · Rick's Bar Key West
  16. 4 PM Jess & Jill · Alamo Key West
  17. 4:30 PM Adam Lufkin Duo · Hog's Breath Saloon
  18. 4:30 PM Elle Haley · Tiki House
  19. 5 PM John Kiser · Tipsy Rooster Liquor Store and Bar
  20. 5 PM Kristen McNamara · Hank's Hair of the Dog Saloon
  21. 5 PM Marjory Lee · Mac's Place
  22. 5:30 PM Jerico Duo · Sloppy Joe's Bar
  23. 5:30 PM The Resolvers at 5:30, 9:00 & 11:00 · Green Parrot Bar
  24. 6 PM Joe the Show · Durty Harry's bar
  25. 6 PM Pierce August Band · Boondocks Grille
  26. 6 PM Toko Irie & New Beginnings · Key West EmPOURium
  27. 6:30 PM Irish Kevin · Irish Kevin's
  28. 7 PM DJ Marty · Rick's Bar Key West
  29. 7 PM Harley Ray · Old Sailor Bar
  30. 7 PM Jonathan Williams · Schooner Wharf Bar & Grill
  31. 7 PM Magic of Frank Everhart · Schooner Wharf Bar & Grill
  32. 7 PM The Sunset Blues with Andy Westcott · Sunset Pier
  33. 7 PM Williams Brothers Band · Schooner Wharf Bar & Grill
  34. 7:30 PM The Lats Waltz Tribute · Alamo Key West
  35. 8 PM DJ Chaka · Rick's Bar Key West
  36. 8 PM Duet Ronnie & Gregory · La Te Da
  37. 8 PM Karaoke · Key West EmPOURium Karaoke
  38. 8 PM Michael Corelto · Rick's Bar Key West
  39. 8:30 PM Victoria & Aaron · Hank's Hair of the Dog Saloon
  40. 9 PM Durtbags · Durty Harry's bar
  41. 9 PM Funky Lampshades · Hog's Breath Saloon
  42. 9 PM Randy Roberts Live! · La Te Da
  43. 10 PM Dear Zoe · Sloppy Joe's Bar
  44. 10 PM Tim Bradach · Tipsy Rooster Liquor Store and Bar
  45. 10:30 PM Jack and Jim Show · Irish Kevin's
  46. 11:59 PM Karaoke w/ Jason · Rick's Bar Key West Karaoke

Sun, May 24

  1. 8:30 AM Alfonse · Two Friends Patio Restaurant & Bar
  2. 10 AM Zack Seemiller · Sloppy Joe's Bar
  3. 11 AM Bradd Shadduck · Irish Kevin's
  4. 12 PM Aaron Blumer · Hog's Breath Saloon
  5. 12 PM Harley Ray · Rick's Bar Key West
  6. 12 PM Jeff Clark · Schooner Wharf Bar & Grill
  7. 12 PM John LaMere · Sloppy Joe's Bar
  8. 1 PM Cayman & Company at 1:00 & 3:00 · Green Parrot Bar
  9. 1 PM Legorie · Tipsy Rooster Liquor Store and Bar
  10. 1 PM Victoria Leigh · Hank's Hair of the Dog Saloon
  11. 2:30 PM Jeff Harris · Irish Kevin's
  12. 3 PM Curtis Jr. · Mangoes Key West
  13. 3 PM Marcy Kaelyn · Old Sailor Bar
  14. 4 PM Tbd · Hemingway Social Club Other
  15. 4 PM TEA DANCE! · La Te Da
  16. 4 PM Trenton Chandler · Rick's Bar Key West
  17. 4:30 PM Adam Lufkin Duo · Hog's Breath Saloon
  18. 5 PM Caleb Tyler · Tipsy Rooster Liquor Store and Bar
  19. 5 PM Jay Klein · Hank's Hair of the Dog Saloon
  20. 5 PM Pierce August · Mac's Place
  21. 5 PM The Shanty Hounds · Two Friends Patio Restaurant & Bar
  22. 5:30 PM Mojito · Sloppy Joe's Bar
  23. 5:30 PM The Happy Dog Do Dylan & Dead at 5:30 & 7:30 · Green Parrot Bar
  24. 6 PM Jerome & Wynn · Alamo Key West
  25. 6 PM Jonathan Williams · Boondocks Grille
  26. 6 PM Oren Polak · Irish Kevin's
  27. 6 PM The Newtons · Key West EmPOURium
  28. 7 PM DJ Marty · Rick's Bar Key West
  29. 7 PM Jesse & Jillian · Schooner Wharf Bar & Grill
  30. 7 PM Jesse Lee · Old Sailor Bar
  31. 7 PM Robert Albury Band · Sunset Pier
  32. 8 PM Aaron Hudgins · Rick's Bar Key West
  33. 8 PM DJ Marty · Rick's Bar Key West
  34. 8 PM Elle Haley · Tiki House
  35. 8 PM Karaoke · Key West EmPOURium Karaoke
  36. 8 PM Magic of Frank Everhart · Schooner Wharf Bar & Grill
  37. 8:30 PM Durtbags · Durty Harry's bar
  38. 8:30 PM Pierce August · Hank's Hair of the Dog Saloon
  39. 9 PM Funky Lampshades · Hog's Breath Saloon
  40. 10 PM Dear Zoe · Sloppy Joe's Bar
  41. 10 PM Mylo O'Maolain · Irish Kevin's
  42. 11:59 PM Karaoke w/ Jason · Rick's Bar Key West Karaoke

Mon, May 25

  1. 10 AM Justin Angelo · Sloppy Joe's Bar
  2. 11 AM Bradd Shadduck · Irish Kevin's
  3. 11 AM The Shanty Hounds · Willie T's Restaurant & Bar
  4. 12 PM Brian Roberts · Pier House Resort & Spa
  5. 12 PM Jay Klein · Schooner Wharf Bar & Grill
  6. 12 PM Tim Hollohan · Sloppy Joe's Bar
  7. 12 PM Webb Dillard · Rick's Bar Key West
  8. 12 PM Zack Seemiller · Hog's Breath Saloon
  9. 1 PM Shastina Chiles · Hank's Hair of the Dog Saloon
  10. 2 PM Marci Place · Tipsy Rooster Liquor Store and Bar
  11. 2:30 PM Jeff Harris · Irish Kevin's
  12. 3 PM Jay Whipple · Old Sailor Bar
  13. 3 PM Just George · Rick's Bar Key West
  14. 4:30 PM Ross Brown Duo · Hog's Breath Saloon
  15. 5 PM Jonathan Williams · First Flight Island Restaurant and Brewery
  16. 5 PM Rochi & Prince · Mac's Place
  17. 5 PM Scott Morlock · Hank's Hair of the Dog Saloon
  18. 5:30 PM Preacher Pete Presents · Sloppy Joe's Bar
  19. 6 PM Barrett Thomas · Alamo Key West
  20. 6 PM Colton Gleghorn · Key West EmPOURium
  21. 6 PM NY Pauly · Irish Kevin's
  22. 6 PM Victoria Leigh – Memorial Day · Boondocks Grille
  23. 7 PM Bingo for Queer Keys · Green Parrot Bar Bingo
  24. 7 PM Charles Miller · Rick's Bar Key West
  25. 7 PM DJ Marty · Rick's Bar Key West
  26. 7 PM Joe the Show · Schooner Wharf Bar & Grill
  27. 7 PM Ken Fairbrother · Old Sailor Bar
  28. 7 PM Tom Curtis Jr · Old Sailor Bar
  29. 8 PM Collette Campbell · Tipsy Rooster Liquor Store and Bar
  30. 8 PM DJ Jorge · Rick's Bar Key West
  31. 8 PM Gerd Rube · Bull & Whistle Bar
  32. 8 PM Karaoke · Key West EmPOURium Karaoke
  33. 8:30 PM Aaron Hudgins · Hank's Hair of the Dog Saloon
  34. 8:30 PM HYPER DRIVE · Durty Harry's bar
  35. 9 PM Reggie Sullivan Band · Hog's Breath Saloon
  36. 10 PM Dear Zoe · Sloppy Joe's Bar
  37. 10 PM Mylo O'Maolain · Irish Kevin's
  38. 11 PM Karaoke w/ Chris · Rick's Bar Key West Karaoke

Tue, May 26

  1. 9:30 AM Jonathan Williams · Two Friends Patio Restaurant & Bar
  2. 10 AM Collette Campbell · Sloppy Joe's Bar
  3. 11 AM Bradd Shadduck · Irish Kevin's
  4. 12 PM Brian Roberts · Sloppy Joe's Bar
  5. 12 PM Harley Ray · Hog's Breath Saloon
  6. 12 PM Oren Polak · Schooner Wharf Bar & Grill
  7. 12 PM Shanty Hounds · Rick's Bar Key West
  8. 12 PM The Shanty Hounds · Rick's Bar Key West
  9. 1 PM Sam Carlson · Sunset Pier
  10. 1 PM Tony Baltimore · Hank's Hair of the Dog Saloon
  11. 2 PM Carson Lowe · Tipsy Rooster Liquor Store and Bar
  12. 2:30 PM Irish Kevin · Irish Kevin's
  13. 3 PM Jesse Lee · Rick's Bar Key West
  14. 3 PM Josh Kiser · Old Sailor Bar
  15. 4:30 PM Ross Brown Duo · Hog's Breath Saloon
  16. 5 PM Colton Greghorn · Mac's Place
  17. 5 PM Jay Klein · Hank's Hair of the Dog Saloon
  18. 5:30 PM Burning Bridges · Sloppy Joe's Bar
  19. 6 PM Aaron & Rogue · Key West EmPOURium
  20. 6 PM ERICA SUNSHINE LEE · Boondocks Grille
  21. 6 PM Jess & Jill · Alamo Key West
  22. 6 PM NY Pauly · Irish Kevin's
  23. 7 PM DJ Todd · Rick's Bar Key West
  24. 7 PM Gary Hempsey · Schooner Wharf Bar & Grill
  25. 7 PM Joe the Show · Rick's Bar Key West
  26. 7 PM Ken Fairbrother · Old Sailor Bar
  27. 8 PM Andy Sands · Tipsy Rooster Liquor Store and Bar
  28. 8 PM DJ Chaka · Rick's Bar Key West
  29. 8 PM Duet Ronnie & Gregory · La Te Da
  30. 8 PM Karaoke · Key West EmPOURium Karaoke
  31. 8:30 PM Kari Wolf · Hank's Hair of the Dog Saloon
  32. 8:30 PM LUVBOM · Durty Harry's bar
  33. 9 PM Reggie Sullivan Band · Hog's Breath Saloon
  34. 10 PM Dear Zoe · Sloppy Joe's Bar
  35. 10 PM Riptide Riot · Irish Kevin's
  36. 11 PM Karaoke w/ Jorge · Rick's Bar Key West Karaoke

Wed, May 27

  1. 10 AM Izzy Zaidman · Sloppy Joe's Bar
  2. 11 AM Carson Lowe · Rick's Bar Key West
  3. 11 AM Oren Polak · Irish Kevin's
  4. 12 PM Andy Mauerman · Hog's Breath Saloon
  5. 12 PM Brian Roberts · Sloppy Joe's Bar
  6. 12 PM Jonathan Williams · Pier House Resort & Spa
  7. 12 PM Tony Baltimore · Schooner Wharf Bar & Grill
  8. 1 PM Shastina Chiles · Hank's Hair of the Dog Saloon
  9. 2 PM Marci Place · Tipsy Rooster Liquor Store and Bar
  10. 2:30 PM Bradd Shadduck · Irish Kevin's
  11. 3 PM Harley Ray · Rick's Bar Key West
  12. 3 PM Jonathan Williams · Two Friends Patio Restaurant & Bar
  13. 3 PM Just George · Old Sailor Bar
  14. 4:30 PM Ross Brown Duo · Hog's Breath Saloon
  15. 5 PM James Whitehead · Mac's Place
  16. 5 PM Josh Kiser · Hank's Hair of the Dog Saloon
  17. 5:30 PM Komorebi Kollective at 5:30, 8:30 & 10:30 · Green Parrot Bar
  18. 5:30 PM Victoria Leigh · Sloppy Joe's Bar
  19. 6 PM Fried Newt – Family Night · Boondocks Grille
  20. 6 PM Irish Kevin · Irish Kevin's
  21. 6 PM Jess & Jill · Alamo Key West
  22. 6:30 PM Free Line Dancing Class · Key West EmPOURium
  23. 7 PM Andrew B. · Rick's Bar Key West
  24. 7 PM DJ Todd · Rick's Bar Key West
  25. 7 PM Jeff Clark · Schooner Wharf Bar & Grill
  26. 7 PM Magic of Frank Everhart · Schooner Wharf Bar & Grill
  27. 7 PM TBA · Old Sailor Bar Other
  28. 8 PM Caleb Tyler · Tipsy Rooster Liquor Store and Bar
  29. 8 PM DJ Jorge · Rick's Bar Key West
  30. 8 PM Duet Ronnie & Gregory · La Te Da
  31. 8:30 PM CRANK SINATRA · Durty Harry's bar
  32. 8:30 PM Rochi & Prince · Hank's Hair of the Dog Saloon
  33. 9 PM Karaoke · Key West EmPOURium Karaoke
  34. 9 PM Reggie Sullivan Band · Hog's Breath Saloon
  35. 10 PM It's All Good · Sloppy Joe's Bar
  36. 10 PM Kari Wolf · Irish Kevin's
  37. 11 PM Karaoke w/ Davis · Rick's Bar Key West Karaoke

Curated from keywesttourist.com. Times and lineups are subject to change.