Events

This weekend has a little bit of everything Southwest Florida does best. If you have been meaning to catch Beautiful: The Carole King Musical at Gulfshore Playhouse, Sunday is your last chance. It is a genuinely moving show, and the tickets are going fast. Saturday night, Duane Betts brings the Allman Brothers legacy to Arts Bonita in Bonita Springs — blues-driven Southern rock with real improvisation and real craft.

On the lighter side, the Reckless Saints play the Piazza at Mercato Saturday from 6 to 8 p.m. — free, outdoors, and one of the more reliably good early-evening spots in Naples right now. Farmers markets are running strong Saturday morning from Third Street South to Vanderbilt to Bonita Springs. And if you are near Cape Coral, Tropicana Park opens Friday morning at 10 a.m. — a brand new waterfront public space with kayak launches, beach areas, and fitness trails. A big deal for that part of our community.

As always, the full list of live music, comedy, theater, and weekend events is below. Enjoy every minute of it.

Now, here's what is going on...

What's Happening in Naples and Southwest Florida This …

May 29, 2026

If you have been curious about what life actually looks like in Southwest Florida on a typical weekend, this one is a good example. From free outdoor concerts to world-class theater to live music across the region, there is no shortage of reasons to be out and enjoying it. Here is what is going on. The Final Weekend of Beautiful: The Carole…

Weekend Things to Do in Naples

May 22, 2026

Friday, May 22nd Miromar OutletsNo Limit Pub Poker Tour 6-8p FriDogtooth Sports Bar, NaplesRADIO ROAD 7p FriThe Center Bar at The Promenade at Bonita BayMemorial Day Weekend Sale 10a-6p FriLimited Edition live 7-10p FriThe Beer Bar, Naples | Seed to Table, NaplesLive Music Friday 4-7p FriFriday Night Dance Party 8p-10p FriJack’s Seafood Bar & GrillAVYA Live 9p FriWhiskey Park NaplesHappy Hour…

Weekend Things to Do in Naples

May 15, 2026

Friday, May 15th Miromar OutletsNo Limit Pub Poker Tour 6-8p FriDogtooth Sports Bar, NaplesBIG BUCK & THE BISCUIT BOYS 7p FriThe Center Bar at The Promenade at Bonita BaySimply-Fi live 7-10p FriThe Beer Bar, Naples | Seed to Table, NaplesLive Music Friday 4-7p FriFabulous 80s 8p-2a FriJack’s Seafood Bar & GrillSoapy Tuna LIVE 9p FriWhiskey Park NaplesHappy Hour 3-6p Fri-SunThe Stage…