
95 Miles to Go 2006
"1000 Miles. 8 Days. 7 Cities. 2 Friends. 1 Car. Never Again."
In *95 Miles to Go (2006)*, comedy legend Ray Romano embarks on an eight-day road trip through the American South, turning a stand-up tour into an unexpected voyage of self-discovery.
Director: Tom Caltabiano
Cast


Frequently Asked Questions
What is *95 Miles to Go* (2006) about?
*95 Miles to Go* follows Ray Romano as he embarks on a comedy tour that doubles as a personal reckoning. Alongside his friend Tom Caltabiano and a film student documenting the trip, Romano confronts his quirks, fears, and the realities of fame—all while navigating a spontaneous eight-day, 1,000-mile road trip through the South.
Who directed *95 Miles to Go*?
The film was directed by Tom Caltabiano, who also stars as Romano's friend and opening act on the comedy tour.
Who stars in *95 Miles to Go*?
The documentary stars Ray Romano, Tom Caltabiano, Roger Lay Jr., and Jearlyn Steele, capturing their chemistry on and off the road.
Is *95 Miles to Go* (2006) worth watching?
For fans of Ray Romano or unscripted documentaries, *95 Miles to Go* offers a delightfully candid look at celebrity life and friendship. Its blend of humor and introspection makes it a charming, if uneven, watch—perfect for those who enjoy behind-the-scenes glimpses of performers at work.
How long is *95 Miles to Go*?
The runtime for *95 Miles to Go* is 81 minutes.
About 95 Miles to Go (2006) — Ray Romano's Raw Road Trip Comedy Documentary
In *95 Miles to Go (2006)*, comedy legend Ray Romano embarks on an eight-day road trip through the American South, turning a stand-up tour into an unexpected voyage of self-discovery. Directed by Tom Caltabiano, the documentary captures Romano's journey alongside his longtime friend and opening act—who also happens to bring along a film student documenting their 1,000-mile adventure. What begins as a lighthearted comedy gig quickly evolves into a raw, unscripted exploration of fame, friendship, and the insecurities lurking beneath the surface. With deadpan humor and heartfelt moments, the film blends documentary realism with the chaotic energy of a road trip gone slightly off the rails.
This isn't just a comedy special—it's a candid look at the pressures of celebrity, the quirks of friendship, and the absurdities of life on the road. Shot in a fly-on-the-wall style, *95 Miles to Go* reveals the uneasy balance between performance and vulnerability, all while navigating detours, breakdowns, and the quiet moments that define the journey.