Errores

When they were stopped in the snowstorm, the back window was clean in the long shots, but full of snow when shown from inside the car.

At the beginning of the movie, the font used on the Copacabana entrance canopy (a variant of Futura) and the font on the poster announcing that the club would be closed for two months (Arial) did not exist in 1962 and would not exist for at least twenty years thereafter.

Viggo Mortensen's wrist tattoo is visible when Tony salutes Dolores as he's setting off on the trip. It is covered in other scenes where his wrists are exposed.

When Tony throws out paper cup from the car, the background is an open farm land and white enclosure goes on forever. In the next scene when Tony pulls back the car to pick it up by the order of Dr. Shirley, the left side is green forest.

After Doc Shirley was beat up at the bar, his face was full of cuts. The next scene...nothing was visible.

When Tony takes the milk bottle from the refrigerator there is a McCormick spice container with a bar code in the door.

The bar in Kentucky where Dr. Shirley was getting roughed up in had a digital cash register.

In the scene with a wrong piano - not a Steinway - provided for the concert, the piano lid is opened the wrong way. The correct way would be to flip the front part first, and then to raise the lid on the stick. But maybe it was done deliberately to illustrate the stupidity of the stage hand.

The deep brown liquid that Don drinks every night could not be Cutty Sark, which is a light amber color, almost beer-yellow in hue.

The movie takes place in 1962; the young sons are clearly elementary school age, at least. The older son, Nick, was born in 1959 and Frank in 1962 so, in reality, were actually three years old and an infant when the story takes place.

Tony criticizes Don for not being familiar with several black musicians whose music they hear on the radio while traveling, one of the artists being Aretha Franklin. The original poster doubted that Tony would know Aretha Franklin because by the fall of 1962 Aretha had had only six chart hits, none of which reached higher than #37. However, although we think of Aretha today as a soul singer, in the early 1960s she was signed with Columbia Records. Her label failed to recognize her gospel roots and didn't know how to market her. Her early songs were pop/jazz and not the soul music she's remembered for today. Even though her early songs weren't big hits on the Billboard Hot 100, her songs were in the Top 10 on the Rhythm and Blues charts. Given Tony's love for black music, it is not implausible that he would have have been familiar with her.

Tony talks to the stage manager in Indiana and complains about the piano not being a Steinway. Tony mentions Dr. Shirley's name and tells him he is the performer. The stage manager says "who is that?" and then makes a racial slur a few seconds later, but no one told him Dr. Shirley was black.

This does seem to be an error, but it's possible the stage manager didn't know the name of the person performing, but DID know that it was a black man. So, saying, "Who's that?" but using a racial slur moments later is entirely feasible.

At the restaurant where Dr. Shirley is denied service, Oleg orders three shots of vodka and says, "Cold War over. Time for truce." The Cold War wouldn't end for another twenty-nine years in 1991.

Indeed, the Cold War between the USA and the USSR was not over but the cold war between Oleg and Tony is, and this is what they drink to.

As Tony is walking to the pawn shop, there is a woman on the right side of the outside wall using what appears to be a cell phone,

On the trip back to NY the windshield wipers are going and the snow isn't on the windshield, it was added after the filming and the wipers actually pass "under" the snow.

There was a nice crystal chess set in Don's flat. All the figures were white.

The film is set in the early 60s. In one scene, Tony and Don eat extra crispy Kentucky Fried Chicken which wasn't introduced until 1972.

When highway dotted lines are visible, they are yellow (as they are now), but in the 1960s, the dotted line in the middle of the road would have been white, with only the solid "do not pass" lines being yellow.

The version of "Lucille" that plays in the car is not the original 1957 recording, but a rerecording Little Richard made for K-Tel in 1976... 14 years after the film is set.

The time-line in the early part of the movie reads 1962 as a 1964 Chevrolet drives through.

Lawrence de Arabia (1962) was released in New York City on 16th December 1962. It would still have been a marquee movie at Christmas time.

When headed into Kentucky from Indiana, they would have had to cross the Ohio River. In the movie, they are driving across a state line on a flat road with no river.

In the year this film takes place, Seventh Ave was one way heading south. The cars are parked facing north. Additionally, background buildings across the street are incorrect; the buildings that were there in that year are still in place.

After Tony picks up Dr. Shirley they are seen crossing the George Washington Bridge into New Jersey. However, later on in the movie the map shows that the trip went south through Staten Island.

Tony expresses enthusiasm about eating Kentucky Fried Chicken in Kentucky, but they eat it while driving a long stretch of country road. If they were traveling from Cedar Rapids, Iowa to Louisville, they would enter Kentucky by crossing from Indiana into Louisville and would only have driven city roads, and would not have time to stop and eat before reaching the hotel.

I find the issue of Tony's gun a puzzle. It was a surprise that he had a gun towards the end of the film when he used it to scare potential muggers away. Though it makes a funny scene, the fact that he had a gun should have been investigated in the hiring stage since he was responsible for Don's safety. Surely, it would have been discovered during their arrest and incarceration in the cells. If it had been hidden in the car, why would it have remained a secret from Don over the weeks on the road, and why would we the audience be unaware of it and, indeed, would the car have not have been searched as well?

When Gio Loscudo tells Tony to call him by his first name "Gio", he pronounces it with the "i" instead of the correct Italian way, where the "i" is silent.

Doc did not adjust the placing and height of the piano stool when he plays a classical piece at the Orange Bird. Any professional pianist would make sure that the seat perfectly fits the right position.