Full list of all 23 Race with Ryan achievements worth 1,000 gamerscore. It takes around 3-4 hours to unlock all of the achievements on Xbox One.
Win the Royal Race Cup (Hard)
Race for 3 hours in total in any mode
Win the Hook Prize Cup (Hard)
Drift for 30 minutes in total
Win the Royal Race Cup (Medium)
Win the Royal Race Cup (Easy)
Race for 2 hours in total in any mode
Win the Hot Dog Cup (Medium)
Win the Hook Prize Cup (Medium)
Win the Hook Prize Cup (Easy)
Win the Formula Fruit Cup (Hard)
Win the Formula Fruit Cup (Medium)
Race for 1 hour in total in any mode
Win the Formula Fruit Cup (Easy)
Drift for 10 minutes in total
Win the Toys Master Cup (Easy)
Win the Pizza Cup (Hard)
Win 10 races in any mode
Win the Pizza Cup (Medium)
Win the Pizza Cup (Easy)
Win 2 Races
Win your first race!
Win a race in Split Screen