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Wed
20
May
Spotlight
Live Music
Hunter McDaniel
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Sugar Shack Downtown
Wed
20
May
Spotlight
Live Music
Hunter McDaniel
6:00 PM – 9:00 PM
Sugar Shack Downtown
Sugar Shack Downtown
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Hertz Arena
Paradise Coast Sports Complex
Rooftop at Riverside
Sugar Shack Downtown
The Center Bar
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Wed
20
May
Live Music
Hunter McDaniel
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Wed
20
May
Live Music
Hunter McDaniel
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Wed
20
May
Live Music
Wooftop Fest
6:00 PM – 8:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Wed
20
May
Live Music
Wooftop Fest
6:00 PM – 8:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Wed
20
May
Live Music
Josh live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Wed
20
May
Live Music
Josh live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Thu
21
May
Live Music
Eric Whitener
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Thu
21
May
Live Music
Eric Whitener
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Thu
21
May
Live Music
Ross Brown
6:00 PM – 8:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Thu
21
May
Live Music
Ross Brown
6:00 PM – 8:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Thu
21
May
Live Music
The Earworms live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Thu
21
May
Live Music
The Earworms live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Fri
22
May
Live Music
Juice
7:00 PM – 10:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Fri
22
May
Live Music
Juice
7:00 PM – 10:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Fri
22
May
Live Music
Even Keel Band
6:00 PM – 9:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Fri
22
May
Live Music
Even Keel Band
6:00 PM – 9:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Fri
22
May
Live Music
Limited Edition live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Fri
22
May
Live Music
Limited Edition live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Fri
22
May
Live Music
DJ Honeybee (Copy)
9:00 PM – 11:59 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Fri
22
May
Live Music
DJ Honeybee (Copy)
9:00 PM – 11:59 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Fri
22
May
Live Music
DJ Honeybee
9:00 PM – 11:59 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Fri
22
May
Live Music
DJ Honeybee
9:00 PM – 11:59 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Sat
23
May
Live Music
Matty Jollie
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sat
23
May
Live Music
Matty Jollie
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sat
23
May
Live Music
TI Jentgens
7:00 PM – 10:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sat
23
May
Live Music
TI Jentgens
7:00 PM – 10:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sat
23
May
Live Music
Phenominal Animal
6:00 PM – 9:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Sat
23
May
Live Music
Phenominal Animal
6:00 PM – 9:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Sat
23
May
Live Music
Unfinished Business live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sat
23
May
Live Music
Unfinished Business live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sat
23
May
Live Music
Joey Fiato live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sat
23
May
Live Music
Joey Fiato live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sun
24
May
Live Music
The Yacht Rockers
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sun
24
May
Live Music
The Yacht Rockers
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sun
24
May
Live Music
Sprout
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sun
24
May
Live Music
Sprout
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sun
24
May
Live Music
Sunday Yoga
12:00 PM – 1:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Sun
24
May
Live Music
Sunday Yoga
12:00 PM – 1:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Sun
24
May
Live Music
Joel Fry Band
5:00 PM – 8:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Sun
24
May
Live Music
Joel Fry Band
5:00 PM – 8:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Sun
24
May
Live Music
Grand Slam live at The Center Bar
5:00 PM – 8:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sun
24
May
Live Music
Grand Slam live at The Center Bar
5:00 PM – 8:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Mon
25
May
Live Music
Driftstone Duo
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Mon
25
May
Live Music
Driftstone Duo
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Mon
25
May
Live Music
Jacobs Ladder live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Mon
25
May
Live Music
Jacobs Ladder live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Tue
26
May
Live Music
Battle of the Bands
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Tue
26
May
Live Music
Battle of the Bands
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Tue
26
May
Live Music
Acoustic Fire live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Tue
26
May
Live Music
Acoustic Fire live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Wed
27
May
Concert
"Weird Al" Yankovic: Bigger & Weirder 2026 Tour
7:30 PM – 10:30 PM
·
Hertz Arena
Estero
Hertz Arena
Wed
27
May
Concert
"Weird Al" Yankovic: Bigger & Weirder 2026 Tour
7:30 PM – 10:30 PM
·
Hertz Arena
Estero
Hertz Arena
Wed
27
May
Live Music
Sweendog
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Wed
27
May
Live Music
Sweendog
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Wed
27
May
Live Music
Josh live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Wed
27
May
Live Music
Josh live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Wed
27
May
Arts & Culture
Art After Hours
6:00 PM – 8:30 PM
·
Artis—Naples
Midtown Naples
Artis—Naples
Wed
27
May
Arts & Culture
Art After Hours
6:00 PM – 8:30 PM
·
Artis—Naples
Midtown Naples
Artis—Naples
Thu
28
May
Live Music
Moonstone Riders
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Thu
28
May
Live Music
Moonstone Riders
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Thu
28
May
Live Music
Ross Brown
6:00 PM – 8:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Thu
28
May
Live Music
Ross Brown
6:00 PM – 8:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Thu
28
May
Live Music
Bruce Teller live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Thu
28
May
Live Music
Bruce Teller live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Fri
29
May
Live Music
Slim Gillian
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Fri
29
May
Live Music
Slim Gillian
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Fri
29
May
Live Music
Lola Jane
6:00 PM – 9:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Fri
29
May
Live Music
Lola Jane
6:00 PM – 9:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Fri
29
May
Live Music
Coral Stone Band (Greg) live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Fri
29
May
Live Music
Coral Stone Band (Greg) live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sat
30
May
Live Music
Phenomenal Animal
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sat
30
May
Live Music
Phenomenal Animal
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sat
30
May
Live Music
West Wave
7:00 PM – 10:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sat
30
May
Live Music
West Wave
7:00 PM – 10:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sat
30
May
Live Music
Live @ The Cove: Rockin' Pirate Palooza
5:00 PM – 10:00 PM
·
The Cove, 3940 City Gate Blvd N., Naples, FL, 34117, United States
East Naples
Paradise Coast Sports Complex
Sat
30
May
Live Music
Live @ The Cove: Rockin' Pirate Palooza
5:00 PM – 10:00 PM
·
The Cove, 3940 City Gate Blvd N., Naples, FL, 34117, United States
East Naples
Paradise Coast Sports Complex
Sat
30
May
–
Sun
31
May
Live Music
Skyline Sessions
1:00 AM – 2:00 AM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Sat
30
May
–
Sun
31
May
Live Music
Skyline Sessions
1:00 AM – 2:00 AM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Sat
30
May
Live Music
Jacobs Ladder live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sat
30
May
Live Music
Jacobs Ladder live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sun
31
May
Live Music
Hat Trick
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sun
31
May
Live Music
Hat Trick
1:00 PM – 4:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sun
31
May
Live Music
Soul System Revival
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sun
31
May
Live Music
Soul System Revival
6:00 PM – 9:00 PM
·
Sugar Shack Downtown
Bonita Springs
Sugar Shack Downtown
Sun
31
May
Live Music
Sunday Yoga
12:00 PM – 1:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Sun
31
May
Live Music
Sunday Yoga
12:00 PM – 1:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Sun
31
May
Live Music
Ri Trus Yutes
5:00 PM – 8:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Sun
31
May
Live Music
Ri Trus Yutes
5:00 PM – 8:00 PM
·
Rooftop at Riverside
Bonita Springs
Rooftop at Riverside
Sun
31
May
Live Music
Robin Hawkins live at The Center Bar
5:00 PM – 8:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sun
31
May
Live Music
Robin Hawkins live at The Center Bar
5:00 PM – 8:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Thu
4
Jun
Live Music
Ross Brown
6:00 PM – 8:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Thu
4
Jun
Live Music
Ross Brown
6:00 PM – 8:00 PM
·
Rooftop at Riverside
Multiple Dates
Bonita Springs
Rooftop at Riverside
Thu
4
Jun
Live Music
The Earworms Live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Thu
4
Jun
Live Music
The Earworms Live at The Center Bar
6:00 PM – 9:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sat
6
Jun
Live Music
Grand Slam Live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
Sat
6
Jun
Live Music
Grand Slam Live at The Center Bar
7:00 PM – 10:00 PM
·
The Center Bar
Bonita Springs
The Center Bar
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