DIERKS BENTLEY
HIS SEA RAY SPORT BOAT

After Dierks Bentley opened for Kenny Chesney on his tour last year, Chesney gave Bentley a first-rate thank you—an 18-ft. Sea Ray sport boat worth approximately $38,000. "It blew my mind," says Bentley, 32. "I hugged him and crawled all over it." Now, whenever Bentley gets the chance he'll call up friends to join him on J. Percy Priest Lake in Nashville. "I love being on the water," he says. "I just want to sit, feel the sun, listen to loud music and drink beer."

LITTLE BIG TOWN
THEIR HARLEYS

When Little Big Town's Jimi Westbrook started riding a Harley-Davidson several years ago, his bandmates Phillip Sweet, Kimberly Roads and Karen Fairchild (who's also Westbrook's wife) quickly caught hog fever. "We've done a lot of rides. It's something we all enjoy," says Westbrook, who shares his Heritage Softail with Fairchild. (Roads also has a Heritage Softail, and Sweet is on the hunt for one of his own.) "I always loved the freedom you feel when you ride," says Westbrook. " I like to take it slow and enjoy the scenery."

JOHN RICH
HIS BENTLEY CONTINENTAL GT

When you think of a typical Bentley driver, Rich might not instantly come to mind. But "it's my drive-around-town car, it's J. Money, baby!" he says, citing the moniker he uses when producing rap albums. And when he gets to hit the streets of Nashville listening to Frank Sinatra or Little John in his "black on black" GT (estimated base price $170,000), Rich makes no apologies about living large. "I know it's an extravagant thing, but if you're working damn hard, it's okay to go off the charts once in a while."

BUCKY COVINGTON
HIS TRICKED-OUT JEEP

Bucky Covington's 1994 blue Jeep was going to be a cheap ride before he spent thousands of dollars customizing it with chrome side steps, a new front grate, white neon lights that glow under the chassis at night and 20-in. wheels. "I've always loved sitting up high off the road," says Covington, 30, who developed a fondness for cars as a kid hanging around his family's body shop in Hamlet, N.C. "The Jeep is for having fun. I'm gonna start bringing it out with the band while we're on the road. It's not like you can take the bus everywhere."

RODNEY ATKINS
HIS HONDA 4x4

For Atkins, hitting the trails on his Honda Foreman 4x4 provides the perfect bonding time with his son Elijah, 6. "As soon as I pick him up from school, he says, 'Can we go to the creek?'" says Atkins. "He sits in front of me with his helmet on. We start off real slow, go down the hills and then ride the creek." When they find an ideal spot to park, Elijah takes his shoes off to play in the water. Says Atkins: "It's better than Splash Mountain! We laugh and holler and get soaking wet. Some of the best days of my life have been spent four-wheeling with Elijah."

BLAKE SHELTON
HIS TRACTOR

For Shelton, going on a tractor run is more than just about cleaning up the land on his 12,000-acre ranch just outside Tishomingo, Okla."It's a good thing to do to clear my mind and take out a lot of aggression," says Shelton, 31, who made his tractor-selling dad proud when he bought his Kubota just over a year ago. But he is not afraid to admit it's also about the horsepower. "You always look forward to your neighbor getting his tractor stuck so you can go pull him out with your bigger tractor."