The Luna Rossa Challenge Jacket
In 1997, Prada CEO and avid sailor Patrizio Bertelli met with famed naval architect Germán Frers to discuss designing his personal cruising yacht. What began as a conversation about leisure soon evolved into something far more ambitious: the founding of a new America’s Cup syndicate—Prada Challenge, now known as Luna Rossa Prada Pirelli.
Italy has long been one of the best-dressed presences in America’s Cup history, with teams like Azzurra and Il Moro di Venezia setting a high bar. Prada, true to form, elevated that tradition with its entrance—bringing unmistakable Italian style and precision to the sport’s highest stage. In its debut at the 30th America’s Cup in 2000, Luna Rossa won the Louis Vuitton Cup on its first attempt, earning the right to challenge Team New Zealand for the Auld Mug.
With Prada at the helm, the team’s gear set a new standard—integrating advanced materials, minimalist design, and technical tailoring. The result was a uniform kit that mirrored the Cup’s cutting-edge ethos while defining a new aesthetic benchmark in performance sailing. Over the years, these designs have influenced the fashion house’s acclaimed Linea Rossa sport line. Today, the 2000s items are highly-coveted collector pieces.
This early-aughts Luna Rossa jacket features the burgee of Yacht Club Italiano, one of the oldest yacht clubs on the Mediterranean, based in Genoa. Prada Luna Rossa sailed on behalf of the club from 2003-2007. With signature team colors, contrast ribbing, and luxury construction, the jacket stands as both a product of its era and a timeless example of offshore elegance.
In 1997, Prada CEO and avid sailor Patrizio Bertelli met with famed naval architect Germán Frers to discuss designing his personal cruising yacht. What began as a conversation about leisure soon evolved into something far more ambitious: the founding of a new America’s Cup syndicate—Prada Challenge, now known as Luna Rossa Prada Pirelli.
Italy has long been one of the best-dressed presences in America’s Cup history, with teams like Azzurra and Il Moro di Venezia setting a high bar. Prada, true to form, elevated that tradition with its entrance—bringing unmistakable Italian style and precision to the sport’s highest stage. In its debut at the 30th America’s Cup in 2000, Luna Rossa won the Louis Vuitton Cup on its first attempt, earning the right to challenge Team New Zealand for the Auld Mug.
With Prada at the helm, the team’s gear set a new standard—integrating advanced materials, minimalist design, and technical tailoring. The result was a uniform kit that mirrored the Cup’s cutting-edge ethos while defining a new aesthetic benchmark in performance sailing. Over the years, these designs have influenced the fashion house’s acclaimed Linea Rossa sport line. Today, the 2000s items are highly-coveted collector pieces.
This early-aughts Luna Rossa jacket features the burgee of Yacht Club Italiano, one of the oldest yacht clubs on the Mediterranean, based in Genoa. Prada Luna Rossa sailed on behalf of the club from 2003-2007. With signature team colors, contrast ribbing, and luxury construction, the jacket stands as both a product of its era and a timeless example of offshore elegance.
In 1997, Prada CEO and avid sailor Patrizio Bertelli met with famed naval architect Germán Frers to discuss designing his personal cruising yacht. What began as a conversation about leisure soon evolved into something far more ambitious: the founding of a new America’s Cup syndicate—Prada Challenge, now known as Luna Rossa Prada Pirelli.
Italy has long been one of the best-dressed presences in America’s Cup history, with teams like Azzurra and Il Moro di Venezia setting a high bar. Prada, true to form, elevated that tradition with its entrance—bringing unmistakable Italian style and precision to the sport’s highest stage. In its debut at the 30th America’s Cup in 2000, Luna Rossa won the Louis Vuitton Cup on its first attempt, earning the right to challenge Team New Zealand for the Auld Mug.
With Prada at the helm, the team’s gear set a new standard—integrating advanced materials, minimalist design, and technical tailoring. The result was a uniform kit that mirrored the Cup’s cutting-edge ethos while defining a new aesthetic benchmark in performance sailing. Over the years, these designs have influenced the fashion house’s acclaimed Linea Rossa sport line. Today, the 2000s items are highly-coveted collector pieces.
This early-aughts Luna Rossa jacket features the burgee of Yacht Club Italiano, one of the oldest yacht clubs on the Mediterranean, based in Genoa. Prada Luna Rossa sailed on behalf of the club from 2003-2007. With signature team colors, contrast ribbing, and luxury construction, the jacket stands as both a product of its era and a timeless example of offshore elegance.
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Mesh lined. Very good condition. Small flaws may exist. Consider them footnotes in a well-lived life.
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Label Size: Men’s EU 52. Equivalent to a Men’s US 42. Runs small.
Measurements (Flat):
Length: 26.7 inches
Pit to Pit: 22.4 inches
Sleeve Length: 22.8 inches