Events

This weekend has it all. Friday evening, Billy Currington brings his hit-filled tour to Hertz Arena. And if you prefer something a little more intimate, Derrick Dove & The Peacekeepers are delivering high-energy Southern blues rock at Arts Bonita Friday night— one of those shows that reminds you this coast has serious music happening year-round. Also Friday: a guided Tuscan wine tasting at Ambrosi & Sons, live music up and down the River District in Fort Myers.

Sunday is Father's Day, and Southwest Florida does it right. The Naples Botanical Garden is offering free admission for dads and grandfathers all morning. Cool Cruisers brings their Father's Day Car Show to Miromar Outlets from 11 a.m. to 2 p.m. — muscle cars, classics, free for everyone. Over at Mercato, Cars & Coffee 239 runs from 9 to 11 a.m. with live music and complimentary drinks for Dad at The Pub. If you want to make a full afternoon of it, the Murder Mystery Dinner Train is running a Father's Day Special with prime rib and a sunset ride. And Saturday night, the Summer Kick Off party at Sea Salt on Third Street brings live music from the Robert Williamson Band with summer cocktails on tap. Full list below — there is no shortage of ways to enjoy this place.

Enjoy your weekend, Southwest Florida!

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

Things to Do in Naples and Southwest Florida …

June 19, 2026

If you have ever wondered what weekends look like in Southwest Florida, this one is a good example. Father's Day, Juneteenth, live music in multiple cities, outdoor events, wine tastings, and enough variety that you could fill three days without repeating yourself. Here is what is happening June 19–21 across Naples, Bonita Springs, Estero, Marco Island, and Fort Myers. Friday, June…

What's Happening in Naples and Southwest Florida This …

June 12, 2026

If you have been wondering what there is to do in Naples, Florida in the summer, this weekend answers that question beautifully. One of the things that surprises people most when they visit or move to Southwest Florida is how much is always happening. Live music, farmers markets, world-class arts, outdoor experiences, comedy, theater. Summer here is not a quiet season.…

What's Happening in Southwest Florida This Weekend: June …

June 5, 2026

Summer is officially here in Southwest Florida, and the calendar did not get the memo that things are supposed to slow down. This weekend — June 6 through 8 — is packed with live music, theater, community events, and more. Whether you live here year-round, you are visiting, or you are starting to think seriously about making this your home, here…