| Tuesday, April 20, 2021 at Noon Details
Pineapple Pool
at Southernmost Hotel Beach Resort |  |
| | | 1400 Duval Street | | | | | Chicago Mike acoustic |
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| Tuesday, April 20, 2021 at 6:00 pm Details
Mangrove Mama's | |
| | | MM20 - 19991 Overseas Highway | | | | | Chicago Mike acoustic |
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| Wednesday, April 21, 2021 at 5:00 pm Details
Wahlburgers | |
| | | 700 Front St. | | | | | Chicago Mike acoustic |
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| Saturday, April 24, 2021 at 6:00 pm Details
Overseas Pub & Grill | |
| | | 3574 Overseas Highway | | | | | Chicago Mike acoustic |
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| Sunday, April 25, 2021 at 5:00 pm Details
Looe Key Tiki Bar | |
| | | 27340 Overseas Highway | | | | | Chicago Mike acoustic |
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| Tuesday, April 27, 2021 at Noon Details
Pineapple Pool
at Southernmost Hotel Beach Resort | |
| | | 1400 Duval Street | | | | | Chicago Mike acoustic |
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| Tuesday, April 27, 2021 at 6:00 pm Details
Mangrove Mama's | |
| | | MM20 - 19991 Overseas Highway | | | | | Chicago Mike acoustic |
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| Wednesday, April 28, 2021 at 5:00 pm Details
Wahlburgers | |
| | | 700 Front St. | | | | | Chicago Mike acoustic |
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| Sunday, May 2, 2021 at 5:00 pm Details
Looe Key Tiki Bar | |
| | | 27340 Overseas Highway | | | | | Chicago Mike acoustic |
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| Tuesday, May 4, 2021 at Noon Details
Pineapple Pool
at Southernmost Hotel Beach Resort | |
| | | 1400 Duval Street | | | | | Chicago Mike acoustic |
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| Wednesday, May 5, 2021 at 5:00 pm Details
Wahlburgers | |
| | | 700 Front Street | | | | | Chicago Mike acoustic |
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| Wednesday, 5 May, 2021 at 21:00 Details
POSTPONED - Date TBA
Bevrijdingsdag at Scooter'S |  |
| | | Ruiterskwartier 61 | | | | | Chicago Mike's InterGalactic Brother & Sisterhood of Big Eyed Beans From Dinges | | | | with special guests Rahel 'n Beck |
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| Thursday, May 6, 2021 at 3:00 pm Details
Dockside Boot Key Harbor | |
| | | 35 Sombrero Boulevard | | | | | Chicago Mike acoustic |
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| Friday, May 7, 2021 at 5:00 pm Details
Lost Boy Creations | |
| | | 417 Southard Street | | | | | Songwriter Circle and Jam Session hosted by Baeder & Beck, with Larry Baeder and Chicago Mike. |
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| Sunday, May 9, 2021 at 5:00 pm Details
Looe Key Tiki Bar | |
| | | 27340 Overseas Highway | | | | | Chicago Mike acoustic |
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| Tuesday, May 11, 2021 at Noon Details
Pineapple Pool
at Southernmost Hotel Beach Resort | |
| | | 1400 Duval Street | | | | | Chicago Mike acoustic |
|
| Wednesday, May 12, 2021 at 5:00 pm Details
Wahlburgers | |
| | | 700 Front Street | | | | | Chicago Mike acoustic |
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| Tuesday, May 18, 2021 at Noon Details
Pineapple Pool
at Southernmost Hotel Beach Resort | |
| | | 1400 Duval Street | | | | | Chicago Mike acoustic |
|
| Wednesday, May 19, 2021 at 5:00 pm Details
Wahlburgers | |
| | | 700 Front Street | | | | | Chicago Mike acoustic |
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| Friday, July 16, 2021 at 10:00 pm Details
Morgan's Bar & Grill | |
| | | 532 N. Milwaukee Ave. | | | | | Chicago Mike with the BCB Band and special guests! |
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| Saturday, July 17, 2021 at 3:00 pm Details
HOOTENANNY! | |
| | | 823 Valley Park Drive | | | | | Join Heather & Mike and host Mike Gregory for the Hootenanny! All are welcome! Bring your acoustic axe, a song to share, something to nibble or your favorite libation! Music, food, friendship provided. |
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| Saturday, 2 April, 2022 at 19:00 Details
Song Camp Italy Closing Concert |  |
| | | San Felice Resort | | | | | Rahel n Beck, featuring Chicago Mike on guitar and Rahel-Liis Aasrand on violin. |
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