Find your next night out
Looking for live music in Naples or Bonita Springs? Start with the kind of evening you want: seafood before a late set, an outdoor show, or cocktails with a band. These five stops give you a few different ways to plan it.
This is Jack’s Seafood Bar & Grill’s own local shortlist, starting with our home stage in North Naples. We checked venue and local tourism information on October 26, 2026. Confirm the performer, start time, admission, and seating arrangements directly before heading out.
1. Jack’s Seafood Bar & Grill — seafood and a late-night live band
At 975 Imperial Golf Course Boulevard, Jack’s brings dinner and live music together in a casual North Naples bar-and-grill setting. Start with seafood, wings, or a grouper sandwich, then stay for the band. It’s an easy choice when your group wants a meal and a night out in the same place.
Live bands are typically scheduled Thursday through Saturday from 9 PM to 1 AM; use our events calendar to confirm the specific night. Band events are free to attend. Sunday Blues & Brews takes a break during football season and resumes afterward, so check the calendar before planning around it.
The kitchen stays open until 1:45 AM and the bar until 2 AM daily. If you’re coming specifically for a performance, call (239) 594-3460 with seating questions. A dinner reservation request is not a ticket or a guarantee of seating for a later set.
2. Sugarshack Downtown — a music-focused stop in Bonita Springs
Sugarshack Downtown brings the team behind Sugarshack Sessions into a live music venue and restaurant in downtown Bonita Springs. It’s a natural pick if you enjoy discovering performers and want the show to be the centerpiece of the outing.
Its official site lists live music alongside special ticketed concerts. Check the listing for your chosen date rather than assuming every performance has the same admission or seating setup. Build your evening around that show’s details, then look at the restaurant menu before you go.
3. Dylan’s Drafthouse — beer, food, and live music in Naples
Dylan’s Drafthouse at 1258 Airport Pulling Road North in Naples combines food and a beer menu with live music and events. Consider it when your group wants to grab a bite, explore the beer selection, and make a band part of the evening.
Its official website links to an entertainment calendar. Check the listing for your date and confirm the performer, start time, seating, and any admission requirements directly with Dylan’s before heading out.
4. Dogtooth Sports & Music Bar — local bands on Shirley Street
Dogtooth Sports & Music Bar at 5310 Shirley Street in Naples pairs food and drinks with sports screens and live entertainment. Its official website advertises live music six nights a week, featuring a mix of local entertainers and bands.
It’s a useful option when your group wants a casual meal and a music night in the same place. Check Dogtooth’s upcoming events and confirm the performer, start time, seating, and any admission requirements for your chosen date.
5. The Center Bar — outdoor music at the Promenade
The Center Bar at the Promenade at Bonita Bay pairs an outdoor bar and patio with cocktails and live entertainment. Located at 26811 South Bay Drive, Unit 128, in Bonita Springs, it gives this list an option for an open-air evening.
Its website publishes entertainment hours and an events calendar. Check the current performer and time before leaving, especially when you’re coordinating dinner elsewhere before the music. For an outdoor evening, check the weather and ask the venue about any changes to the show.
Plan around the show you want to hear
Pick a date first, then compare the actual lineups. A venue that works perfectly for an early evening may have a different atmosphere during a late set. Check whether you need a ticket, whether dining reservations apply to the music area, and when food service ends.
For a North Naples night at Jack’s, start with our calendar and menu. You can arrive for dinner, stay for a band, and order a late bite while the kitchen is open. Our dedicated Jack’s live-music guide has more details on planning your visit.