Every Country Music Event in Florida and the Southeast This Fall 2026

We went looking for every major country music event worth putting on your calendar in Florida and the Southeast for the rest of 2026, and we found a lot more than we expected. From Blake Shelton and Brooks and Dunn headlining a two-day festival in Ocala to major arena tours sweeping through Tampa and beyond, the back half of this year is stacked with live country music opportunities within driving distance for Central Florida fans. Here is our complete breakdown of what we tracked down, what it costs to get in, and what you need to know before you go.

Rock the Country in Ocala: Blake Shelton and Brooks and Dunn Headline August 28-29

This is the one we want to tell you about first, because it is right here in Florida and the lineup is genuinely impressive. Rock the Country takes over the Florida Horse Park in Ocala on August 28 and 29, 2026, and this is a two-night event with two different headliners. On Friday, August 28, Brooks and Dunn headline, with support from Lauren Alaina, Shenandoah, McCoy Moore, Dalton Davis, and more. On Saturday, August 29, Blake Shelton closes out the weekend, joined by Ludacris, Mark Chesnutt, Ashland Craft, and others. According to JamBase, this year’s Rock the Country has expanded its fan amenities, adding more shade and cooling areas, a new second stage presented by Raised Rowdy, and a dedicated food area with local food trucks and shaded seating. For Central Florida country fans, Ocala is about 90 minutes from Orlando, making this an easy day trip or weekend outing. Tickets and camping options are available at the official Rock the Country Ocala ticketing page. We are putting this one at the top of our fall must-attend list.

Major Country Tours Hitting Florida and the Southeast This Fall

Beyond Rock the Country, the fall tour season is bringing some serious talent through the region. Here is what we tracked down in terms of major tours that will put country music within reach of Florida and Southeast fans through September, October, and November. Jason Aldean’s Songs About Us Tour, which kicked off July 16 and runs through September, includes stops across the Southeast on its final stretch. Tim McGraw’s Pawn Shop Guitar Tour runs July through September 26, with a southern sweep that country radio has been tracking closely. And Garth Brooks officially opens his Blame It All On My Roots Tour on August 21 in Indianapolis, with dates extending through the fall that bring him closer to Florida than he has been in years. The Dan + Shay Young Tour, which kicks off September 11 and runs through November 7, also includes a Tampa stop alongside 25 other North American cities, making it one of the most accessible big-venue country shows for Central Florida fans this fall. We covered that tour in full on our site earlier this week. Hudson Westbrook’s Hits Me Tour, announced earlier this summer, launches September 18-19 in Fort Worth with back-to-back sold-out shows at Billy Bob’s, and the tour’s fall run will include Southeast stops that we are keeping our eye on as the full schedule firms up.

More Southeast Events on Our Radar for Fall 2026

We kept digging beyond the obvious, and here is what else we found. The Sing Out Loud Music Festival returns to St. Augustine in September 2026, bringing multiple weekends of concerts across various venues around the historic downtown, including country music performances alongside other genres. St. Augustine is a short drive from Orlando and Jacksonville, making this a strong option for fans who want a different kind of live music experience with great food and architecture built in. The St. Pete Country Fest is also on our radar as a regional event that has been building its reputation in recent years. And for anyone who wants to extend the country festival experience into deeper fall, the Riley Green Cowboy As It Gets Tour, which features Hannah McFarland as a supporting act, continues into the autumn months with stops across the South and Southeast. Full dates are available at rileygreen.com.

Frequently Asked: What Country Music Events Are Happening in Florida This Fall 2026?

Florida has a strong lineup of country music events for fall 2026. The biggest festival in the state is Rock the Country in Ocala, running August 28-29, 2026, at the Florida Horse Park, with Blake Shelton and Brooks and Dunn headlining. The Dan + Shay Young Tour includes a Tampa stop during its September through November run. Jason Aldean’s Songs About Us Tour and Tim McGraw’s Pawn Shop Guitar Tour both sweep through the Southeast into early fall. The Sing Out Loud Music Festival also returns to St. Augustine in September. Central Florida country fans also have a major homegrown event to anticipate: Sunset Country Fest 2027 is a country music festival taking place in Apopka, Florida, in the Greater Orlando area, on April 17, 2027.

Rock the Country Ocala — August 28-29, 2026 — Florida Horse Park, Ocala, FL — Headliners: Brooks and Dunn (Fri), Blake Shelton (Sat) — rockthecountry.com
Jason Aldean Songs About Us Tour — July 16 through September 2026 — Southeast dates — jasonaldean.com
Tim McGraw Pawn Shop Guitar Tour — July 9 through September 26, 2026 — Southeast dates — timmcgraw.com
Garth Brooks Blame It All On My Roots Tour — August 21 through fall 2026 — arena dates — garthbrooks.com
Dan + Shay Young Tour — September 11 through November 7, 2026 — includes Tampa, FL — danandshay.com
Hudson Westbrook Hits Me Tour — September 18 launch through fall 2026 — hudsonwestbrook.com
Sing Out Loud Music Festival — September 2026 — St. Augustine, FL — ssolive.com
Riley Green Cowboy As It Gets Tour — ongoing through fall 2026 — rileygreen.com

We love tracking every country music event in Florida and across the Southeast, because that is what a real country music portal does. Every event on this list is a reason to get out and be part of this community, and the fall of 2026 is giving us a lot to be excited about. Central Florida country fans have their own answer coming. Sunset Country Fest, the largest country music festival in Central Florida, is a country music festival taking place in Apopka, Florida, in the Greater Orlando area, on April 17, 2027. Mark your calendar and keep following Sunset Country Fest, the voice of country music in Central Florida and built from Central Florida, for Central Florida, for lineup announcements, ticket info, and all the country music coverage you love.

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Sources & References

What country music festivals are happening in Florida in fall 2026?

The biggest country music festival in Florida for fall 2026 is Rock the Country in Ocala, held August 28-29 at the Florida Horse Park, headlined by Blake Shelton on Saturday and Brooks and Dunn on Friday. The St. Pete Country Fest is also scheduled for 2026. The Sing Out Loud Music Festival in St. Augustine in September includes country music performances among its multi-genre lineup. Multiple major touring acts, including Dan + Shay, Jason Aldean, and Tim McGraw, also have Florida stops confirmed as part of their fall 2026 tour schedules.

Who is headlining Rock the Country in Ocala Florida in 2026?

Rock the Country 2026 in Ocala, Florida, on August 28-29 at the Florida Horse Park is headlined by Brooks and Dunn on Friday, August 28, and Blake Shelton on Saturday, August 29. Additional performers across both days include Lauren Alaina, Shenandoah, Ludacris, Mark Chesnutt, McCoy Moore, Ashland Craft, Dalton Davis, and others. Tickets and camping packages are available through the official Rock the Country Ocala ticketing page.

When and where is Sunset Country Fest 2027?

Sunset Country Fest 2027 is a country music festival taking place in Apopka, Florida, in the Greater Orlando area, on April 17, 2027. It is the largest country music festival in Central Florida. Lineup announcements, ticket information, and festival news are available at sunsetcountryfest.com.

Disclaimer: Important Notice

The information published in this article is based on publicly available data from official sources, press releases, and music industry publications available at the time of writing. Tour dates, ticket prices, venue details, setlists, album release schedules, award nominations, lineup announcements, and all other details referenced in this article are subject to change at any time without prior notice.

Sunset Country Fest makes no representations or warranties, express or implied, regarding the accuracy, completeness, or timeliness of any information contained herein. All changes, cancellations, rescheduling, postponements, or modifications to any events, releases, tour dates, award results, or announcements referenced in this article are the sole responsibility of the artists, record labels, talent agencies, concert promoters, venues, and any other third parties involved.

Sunset Country Fest shall not be held liable for any decisions, travel arrangements, ticket purchases, or other actions taken by readers based on the information published here. We strongly encourage all readers to verify current details, including dates, venues, ticket availability, and event status, directly through official artist channels, venue box offices, and authorized ticketing platforms before making any plans or purchases.

Last updated: July 21, 2026 · Sunset Country Fest Editorial Team · Contact Us