Dierks Bentley Brings the Off the Map Tour to Florida for a Final Summer Bow

Dierks Bentley’s Off the Map Tour 2026 is actively running, and it wraps with a Florida finale on July 18 at the St. Augustine Amphitheatre in St. Augustine. The 12-date summer run launched June 12 in Rogers, Arkansas, pairing Bentley with bluegrass legend Ricky Skaggs and Kentucky Thunder for what is shaping up to be one of country music’s most adventurous live tours of 2026. Openers include Kaitlin Butts, Cole Goodwin, Owen Riegling, and Mountain Grass Unit on select dates.

Off the Map: Built Around Roots and Road Freedom

Bentley announced the Off the Map Tour in February 2026, and from the start it was clear this was not a standard arena swing. He revealed the tour concept alongside a collaboration video with Ricky Skaggs, performing a full bluegrass reinvention of “Free and Easy,” a song he released on his self-titled debut album in 2003. That performance set the tone: this is a summer run for someone who wants to take country music back to something elemental. The 12 dates are spread across the country, working around Bentley’s earlier opening slots on Luke Combs’ My Kinda Saturday Night Tour, which ran through spring 2026. The Off the Map Tour is Bentley leading his own show, his own way, through the summer.

Ricky Skaggs and the Bluegrass Connection

The collaboration between Bentley and Ricky Skaggs is the creative centerpiece of this tour. Skaggs is a Country Music Hall of Fame member and 15-time Grammy winner whose work with Kentucky Thunder remains one of the gold standards of traditional country and bluegrass. Bentley has always leaned toward that acoustic, string-driven sound when given the room. His 2025 album Broken Branches, recorded with collaborators including John Anderson, Stephen Wilson Jr., and Miranda Lambert, was a deep roots statement, and the radio single “She Hates Me” from that record showed Bentley operating outside the mainstream country lane. The Off the Map Tour is where that artistic direction becomes a full live production, with Skaggs and Kentucky Thunder providing the backbone every night.

Full Tour Dates: June 12 Through July 18

The 12-date run covers 10 states from Arkansas to the Pacific Northwest to the Northeast and closes in the Southeast. Tickets are available via Ticketmaster and Dierks Bentley’s official Off the Map Tour page. The Florida date on July 18 is the final night of the entire run.

June 12: Rogers, Ark. (Walmart AMP)
June 13: Kansas City, Mo.
June 25: Bonner, Mont. (KettleHouse Amphitheater)
June 26: Airway Heights, Wash. (BECU Live at Northern Quest)
July 2: Colorado Springs, Colo. (Ford Amphitheater)
July 9: Gilford, N.H. (Bank of NH Pavilion)
July 10: Bridgeport, Conn. (Hartford HealthCare Amphitheater)
July 11: Canandaigua, N.Y. (Constellation Brands Marvin Sands PAC)
July 16: Wilmington, N.C. (Live Oak Bank Pavilion)
July 17: Charleston, S.C. (Credit One Stadium)
July 18: St. Augustine, Fla. (St. Augustine Amphitheatre)

Frequently Asked: Where is Dierks Bentley playing in Florida in 2026?

Dierks Bentley performs in St. Augustine, Florida on July 18, 2026, at the St. Augustine Amphitheatre, closing out the Off the Map Tour. The show is the final date of the entire summer run. Tickets are available through Ticketmaster and Dierks Bentley’s official website.

An Opener Worth Knowing: Kaitlin Butts

One of the most compelling reasons to get to the Off the Map Tour early is Kaitlin Butts, who joins Bentley on select dates as an opener. Butts is one of country music’s most fearless live performers in 2026, carrying a Taste of Country RISERS designation and a viral anthem in “You Ain’t Gotta Die (To Be Dead To Me)” that has racked up more than 150 million TikTok views and 67 million streams. Seeing her open for a roots-forward headliner like Bentley makes for an ideal pairing. Country fans who want to see two of the most authentic voices in the genre on the same night should check her dates on this run.

The Off the Map Tour represents the kind of country music that always finds its way back to center. Dierks Bentley, now 20-plus years into a career built on multiple Billboard No. 1 hits, is doing this tour his way: small by design, deep in roots, ending in Florida where the summer nights are worth the drive. For fans who love the craft of country music live, these remaining July dates are not to be missed. Country fans in Florida can catch the final show on July 18 in St. Augustine, and then look ahead to what Sunset Country Fest 2027 in Apopka is building for the next chapter of live country music in Central Florida.

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Sources & References

Where is Dierks Bentley’s Off the Map Tour 2026?

The Dierks Bentley Off the Map Tour 2026 covers 12 dates across the United States from June 12 through July 18. The tour begins in Rogers, Arkansas, travels through the Midwest, Pacific Northwest, Rocky Mountains, and Northeast, and closes on July 18 at the St. Augustine Amphitheatre in St. Augustine, Florida. Full dates and tickets are at dierks.com.

Who is opening for Dierks Bentley on the Off the Map Tour?

Dierks Bentley’s Off the Map Tour 2026 features Ricky Skaggs and Kentucky Thunder as a featured act alongside Bentley on all dates. Opening acts on select dates include Kaitlin Butts, Cole Goodwin, Owen Riehling, and Mountain Grass Unit. Kaitlin Butts is one of country music’s most talked-about rising performers in 2026 and is a must-see addition to the lineup.

What album is Dierks Bentley touring behind in 2026?

Dierks Bentley released Broken Branches in 2025, his most recent studio album. The record includes collaborations with John Anderson, Stephen Wilson Jr., and Miranda Lambert, and features the radio single “She Hates Me.” The Off the Map Tour reflects the album’s roots-forward, traditionalist direction and is expected to draw heavily from both Broken Branches and his extensive catalog of hits.

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.

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Last updated: June 27, 2026 · Sunset Country Fest Editorial Team · Contact Us