"I haven't really got a chance to spend a lot of time with my family," the artist, 42, told PEOPLE at Saturday's Las Vegas premiere of Kenny Chesney: Summer in 3D. "I've been gone for 17 years. I'm going to try and write a few songs and see how my boat fits again and kind of going from there."
Where will that boat take him? "I'll probably go somewhere in the Caribbean with it. I don't really know yet."
Joining Chesney for his movie premiere were his parents, as well as friends Matthew McConaughey, Tim McGraw, Reba McEntire, Morgan Freeman and Faith Hill.
"I can't wait to see him in 3D," McGraw, 42, said. "He's ugly enough in 2D." Then, putting the kidding aside, McGraw added: "No, we're really proud of him. He's been a friend of ours for a long time and he's worked really, really hard."
The movie, having been shot over six nights in five locations during his Sun City Carnival Tour, totally consumed him, Chesney said. "Now that the film is ready to be behind me, I'm going to sit around and just try to get away from being me for a second," he said.
While in Vegas, Chesney will also be performing at Sunday's Academy of Country Music Awards at the MGM Grand. He's also nominated for four ACM awards, including Entertainer of the Year, an honor he's already received four times.