This Saturday, July 16, Thomas Rhett will headline Boston’s iconic Fenway Park for the very first time, a career milestone he’s been chasing for years. Ahead of the big night, he shared that this show is the final major box left to check off on his current bucket list.
“I think my managers would kill me for saying this, but it’s like I don’t have anything left on my bucket list. Legit. I’m serious,” Rhett told Apple Music’s Kelleigh Bannen via FaceTime from his tour bus.
He revealed that back in 2015, he set two very clear goals for himself as an artist – win Entertainer of the Year and headline a baseball stadium. In 2020, he and Carrie Underwood made history as the first two artists to ever tie for the ACM Entertainer of the Year award and this weekend, he will finally fulfill his other major goal.

Thomas Rhett was originally set to cross off both of these bucket list items in the same year. However, when live music shut down along with the rest of the world in 2020, he was forced to cancel his debut at Fenway Park during his Center Point Road Tour. Luckily, the Georgia born, Tennessee raised artist is getting a second chance.
This time around he’s bringing along “Somethin’ ‘Bout A Womna” collaborator, Teddy Swims, as well as rising stars Tucker Wetmore and The Castellows.
“Getting to headline Fenway and to do it with Teddy Swims, who has just become one of my dear friends in life, a guy that I wish I had met 15 years ago, is just so special,” he marveled.
While he admits he’s nervous for the upcoming performance, Rhett is also overwhelmed with gratitude for all his family who will be in attendance as well as all the fans who bought tickets and sold out the show.
“I’ve got my family coming, there’s so many of my friends and family coming out to this show. I’m extremely nervous about it, but I’m trying my best to treat it just like another show, but knowing full well that it’s not, it’s just the biggest thing in my career,” he acknowledged.
Rhett expressed nothing but joy and excitement when he first announced the milestone news on the morning of January 13. At the time, he thought back to his 21-year-old self who had dreamed of one day getting the chance to headline a baseball stadium, especially one located in a city that has been such a big part of his career.
“I remember way early in my career playing shows in Boston. House of blues, TD Garden, Gillette with Kenny Chesney, Fenway with Jason Aldean. You get the picture. Boston has always been sooo good to us,” the multi-platinum entertainer gushed.
Fast forward to today, Thomas Rhett once again referenced that same 21-year-old dreamer. This time, he further proved the full-circle moment with a photo of himself standing in front of Boston’s Fenway Park.
The caption read, “Hearing the words “officially sold out” about a place I’ve always dreamed of playing in is absolutely mind blowing. That 21-year-old kid here would never believe me. See y’all Saturday @fenwaypark.”
The “After All The Bars Are Closed” singer went on to tell Kelleigh Bannen that he’s sure once the show is complete, he will find more dreams to add to his bucket list, but for now, he’s living in the moment and soaking it all up.
“I can’t believe at 35, I get to check off my couple bucket list goals as an artist,” Rhett added.
After an unforgettable night at the home of the Boston Red Sox, Thomas Rhett will return to his Better in Boots tour with a stop at the Coastal Credit Union Music Park in Raleigh, NC on July 31.
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