Luna Rossa Prada Pirelli, originally named Prada Challenge, then Luna Rossa Challenge, is an Italian sailboat racing syndicate first created to compete for the 2000 America's Cup. It won the Louis Vuitton Cup on its first attempt in 2000, but then lost the America's Cup match against the defending champion team, Team New Zealand.

The Louis Vuitton Cup was the name of the Challenger Selection Series sailing competition from 1983, named after its sponsor, Louis Vuitton. The winner of the competition became the challenger to compete with the defender of the America's Cup. The competition for the 2017 America's Cup changed format and name to the Louis Vuitton Challenger’s Trophy. The following series, in 2021, was named the Prada Cup after its new sponsor. In 2024 the challenger selection series will again be named after Louis Vuitton. Five out of the nine winners of the Louis Vuitton Cup competitions subsequently won the America's Cup itself.