Following a realization that his life has become monotonous after his divorce, Spencer, a lawyer, joins a free-spirited conservationist, Calleigh, on a spur-of-the-moment 3000 mile car trip to an environmental conference in Oregon. Within moments of hitting the road, Spencer's cynical views on life immediately clash with Calleigh's upbeat personality. Add Calleigh's perky Pembroke Welsh Corgi and a cast of eccentric characters including a "soul-serving" diner owner and the insufferable Count Stiltsula, and soon they are in for a journey that just might drive them all crazy.