Trips
Final
Drinks
Songs
Vehicles
50

This Australian highway is the longest national road in the world, looping around the entire continent.

What is Highway 1?

50

“My Way” became closely associated with this singer, whose final concert took place in 1995.

Who is Frank Sinatra?

50

Ireland lays claim to inventing this coffee‑based cocktail topped with cream.

What is Irish coffee?

50

This Tracy Chapman song follows a planned escape fueled by hope, dreams, and a...

What is “Fast Car”?

50

Known for transporting millions daily, this underground rail system is nicknamed “The Tube.”

What is the London Underground?

100

Nicknamed the “Mother Road,” this historic U.S. highway once ran from Chicago to Santa Monica.

What is Route 66?

100

This rapper released the album Life After Death in 1997, just weeks after being killed.

Who is The Notorious B.I.G.?

100

This iconic Cuban cocktail mixes rum, mint, sugar, lime juice, and soda water.

What is a mojito?

100

This AC/DC song names a highway connecting Perth and Sydney and became a rock road‑trip staple.

What is “Highway to Hell”?

100

Capable of vertical take‑off and landing, this aircraft is commonly used for medical emergencies and news reporting.

What is a helicopter?

200

Covering much of Asia, Africa, and Europe, this historic trade network connected East and West.

What is the Silk Road?

200

This actor made his final on‑screen appearance in the 2009 film The Imaginarium of Doctor Parnassus.

Who is Heath Ledger?

200

This anise‑flavoured spirit turns cloudy when water is added and is popular in Greece.

What is ouzo?

200

This Willie Nelson classic about life on tour became one of the most famous road‑song anthems ever.

What is “On the Road Again”?

200

Often called the world’s fastest commercial aircraft, this supersonic jet carried passengers from 1976 to 2003.

What is Concorde?

400

This European route traces an ancient Roman road, running from England all the way to southern Italy.

What is the Via Francigena?

400

Famous for marathon performances, this rock band wrapped up its final tour appropriately titled The End of the Road Tour.

Who is Kiss?

400

This Brazilian cocktail combines cachaça, lime, sugar, and ice.

What is a caipirinha?

400

This Green Day song became an emotional farewell anthem after being used in the series finale of Seinfeld.

What is “Good Riddance (Time of Your Life)” ?

400

This Australian long‑distance passenger train runs between Sydney and Perth.

What is The Indian Pacific?