95 Miles to Go Poster

95 Miles to Go 2006

★ 10.01 votes81 min📅 2006-04-07

"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

Ray Romano
Ray Romano
Himself
Tom Caltabiano
Himself
Roger Lay, Jr.
Himself
Jearlyn Steele
Jearlyn Steele
Herself

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.