
Within the exclusive sphere where luxury converges with unbridled performance, few automotive collectibles capture the imagination quite like a rare 1960s Italian sports car—machines that stand as iconic embodiments of a golden era in automotive craftsmanship and heart-pounding driving dynamics.
For those with discerning eyes and the means to pursue automotive perfection, collecting these vintage Italian thoroughbreds transcends mere acquisition; it becomes a passion, a deep appreciation for heritage, and an investment in rolling sculptures. Unlike the fleeting trends of modern supercars, the appeal of a 1960s Ferrari, Maserati, or Alfa Romeo is timeless, offering a direct link to a period of audacious innovation and uncompromising artistry. These are not merely cars; they are artifacts, encapsulating stories of speed, design, and an unyielding pursuit of beauty.
While many celebrities flaunt their latest acquisitions, a select few quietly curate collections that speak volumes about their profound connoisseurship. These individuals understand the intrinsic value of rarity and provenance, often seeking out models whose limited production and historical significance elevate them far beyond mere transportation. We invite you now on an exclusive journey into the garages of five such luminaries, exploring their esteemed collections of rare 1960s Italian sports cars—vehicles that remain coveted symbols of luxury, sophistication, and an enduring automotive legacy.

1. **Ralph Lauren: A Symphony of Ferrari Legends**Ralph Lauren, a name synonymous with sartorial elegance and a distinctly American vision of luxury, extends his impeccable taste far beyond the realm of fashion into the rarefied world of classic automobiles. His collection is not just vast; it is a meticulously curated gallery of automotive masterpieces, many of which are Italian sports cars from the illustrious 1960s. Lauren’s discerning eye has assembled a stable that includes some of the most coveted Ferraris ever produced, reflecting a profound appreciation for design, engineering, and the sheer exhilaration these vehicles offer.
The centerpiece of any serious Ferrari collection, and certainly a jewel in Lauren’s crown, is the Ferrari 250 GTO. This mythical machine, produced between 1962 and 1964, is arguably the holy grail of rare cars. With only 36 units ever crafted, the 250 GTO was purpose-built for racing, boasting a powerful V12 engine and an aerodynamic design that was revolutionary for its time. Its extraordinary rarity and unparalleled status have cemented its position as one of the most valuable collector cars, with recent sales reaching figures well over $70 million, making it a true symbol of automotive excellence and exclusivity.
Lauren’s collection boasts iconic Ferraris, including the formidable 1958 250 Testa Rossa with its striking pontoon fenders and racing pedigree, alongside the celebrated Ferrari 250 SWB, a perfect blend of track prowess and road sophistication.
Further cementing his collection’s unparalleled depth is the Ferrari 250 LM. This mid-engined racing prototype, produced between 1964 and 1966, represented a significant evolutionary step in Ferrari’s design philosophy. Its innovative layout and stunning lines underscore a pivotal moment in automotive history. Ralph Lauren’s ownership of not just one, but multiple such singular vehicles, including a ’58 250 Testa Rossa, a 250 SWB, a 250 LM, and a 250 GTO, unequivocally positions him as a collector of unparalleled taste and historical appreciation, a true custodian of automotive artistry.
His collection showcases cars that are more than just transportation; they are cultural touchstones, each Ferrari whispering tales of innovation, heritage, and the relentless pursuit of perfection, reflecting a life dedicated to beauty and quality.

2.Pink Floyd’s legendary drummer, Nick Mason, is not just a rhythm master but also a pioneering car collector, with a profound appreciation for classic and high-performance vehicles, especially the iconic Ferrari marque.
Central to Mason’s impressive collection is the legendary Ferrari 250 GTO, a rare and immensely valuable car from the early to mid-1960s, symbolizing his deep connection to automotive history and his eye for unparalleled rarity and performance.
The Ferrari 250 GTO in Mason’s possession is more than just a car; it is a piece of living history, a tangible link to an era when racing cars were exquisitely beautiful works of art as well as formidable machines. The context specifically notes that the 250 GTO in his garage has been valued at “about $38 million.” This figure highlights not only the car’s immense financial worth but also its status as a highly coveted and virtually irreplaceable artifact within the global collector community, appealing to connoisseurs who understand its true historical significance.
Mason’s approach to collecting is characterized by a deep knowledge and an active engagement with his vehicles. Unlike some collectors who might keep their treasures hidden away, he is known to drive and enjoy his cars, even participating in historic racing events. This commitment to experiencing the engineering and performance of his classic Ferraris adds another layer of appreciation for his collection, demonstrating a genuine passion that goes beyond mere ownership.
His role as a custodian of such a significant piece of automotive heritage elevates him from a collector to a patron of motoring history. The Ferrari 250 GTO embodies the pinnacle of 1960s Italian sports car design and engineering, combining a powerful V12 engine with a sleek, timeless body. Nick Mason’s dedication to preserving and cherishing this magnificent machine ensures its legacy continues for generations, making his collection a beacon of exclusivity and rarity for enthusiasts worldwide.
Through his ownership, Mason shares the spirit of these magnificent vehicles, allowing glimpses into the golden age of sports car development. His discerning choices in collecting reflect an authoritative understanding of what makes a car truly exceptional, solidifying his reputation as a connoisseur whose passion for the finest automobiles is as profound as his musical genius.
Car Model Information: 2022 Lincoln Aviator Reserve AWD
Name: Ferrari 250 GTO
Caption: 1963 Ferrari 250 GTO (chassis 4153GT)
Manufacturer: Ferrari
Production: 1962–1964,(36 produced)
Designer: Giotto Bizzarrini,Scaglietti
Class: Sports car
BodyStyle: berlinetta
Related: Ferrari 330#330 LMB,Ferrari P#250 LM
Layout: FR layout
Engine: 2,953 cc,Ferrari Colombo engine#250,Overhead camshaft#Single Overhead camshatf,Weber carburetor,Compression ratio
Powerout: 300 PS
Abbr: on
Order: flip @ 5500 rpm
Transmission: Manual transmission
Wheelbase: 2400 mm
Length: 4325 mm
Width: 1600 mm
Height: 1210 mm
Weight: convert
Predecessor: Ferrari 250 GT SWB
Successor: Ferrari 250 LM,Ferrari 288 GTO
Categories: All articles lacking reliable references, All articles needing additional references, All articles with bare URLs for citations, All articles with unsourced statements, Articles lacking reliable references from March 2022
Summary: The Ferrari 250 GTO is a grand tourer produced by Ferrari from 1962 to 1964 for homologation into the FIA’s Group 3 Grand Touring Car category. It was powered by Ferrari’s Tipo 168/62 Colombo V12 engine. The “250” in its name denotes the displacement in cubic centimeters of each of its cylinders; “GTO” stands for Gran Turismo Omologato, Italian for “Grand Touring Homologated”.
Just 36 of the 250 GTOs were manufactured between 1962 and 1964. This includes 33 cars with 1962–63 bodywork (Series I) and three with 1964 (Series II) bodywork similar to the Ferrari 250 LM. Four of the older 1962–1963 (Series I) cars were updated in 1964 with Series II bodies.
When new, the 250 GTO cost $18,000 in the United States, with buyers personally approved by Enzo Ferrari and his dealer for North America, Luigi Chinetti. This model has since become highly desired by automobile collectors and sales have repeatedly set price records. The current record for world’s most expensive Ferrari was set in June 2018 when a 1963 250 GTO (chassis 4153GT) was sold in a private sale for $70 million.
In 2004, Sports Car International placed the 250 GTO eighth on their list of Top Sports Cars of the 1960s, and nominated it the top sports car of all time. Similarly, Motor Trend Classic placed the 250 GTO first on a list of the “Greatest Ferraris of All Time”. Popular Mechanics named it the “Hottest Car of All Time”.
Get more information about: Ferrari 250 GTO
Buying a high-performing used car >>>
Brand: Ferrari Model: 250 GTO
Price: $39,000 Mileage: 66,933 mi.

3.The Who’s electrifying drummer, Keith Moon, also harbored a legendary, if wild, passion for cars, building a foundation in the 1970s with opulent acquisitions like a Mercedes 600 and a Rolls Royce Phantom, reflecting his flamboyant genius.
These early, opulent acquisitions, while impressive, merely set the stage for Moon’s evolving and more spirited appreciation for distinctive machinery. His discerning eye soon honed in on vehicles that echoed his unique, individualistic spirit, culminating in a pronounced penchant for custom hot rods that blended audacious flair with raw power. Yet, amidst this eclectic array of bespoke creations, a particular Italian gem from the late 1960s profoundly distinguished his collection: the Ferrari 246 Dino. This isn’t merely a car; it’s a pivotal masterpiece from Maranello, a testament to innovation, born with a Ferrari-derived V6 engine and clothed in breathtaking Pininfarina coachwork. Its inclusion unequivocally demonstrated a connoisseurship that valued not only pure performance but also profound historical significance and artistic merit from one of the automotive world’s most celebrated decades.
The Ferrari 246 Dino, with its perfectly balanced mid-engine layout and exquisitely sculpted lines, represented a visionary departure for Ferrari, a homage to Enzo Ferrari’s son, Alfredo “Dino” Ferrari. Its compact yet potent V6 engine, producing an intoxicating symphony of mechanical artistry, coupled with its agile handling characteristics, offered a driving experience that was at once sophisticated, deeply engaging, and viscerally thrilling. For a character as dynamic and high-octane as Moon, this Italian sports car was far more than a mode of transport; it was a potent extension of his artistic persona, a rolling sculpture embodying a daring blend of elegance and an unmistakable sporting pedigree that perfectly aligned with his own audacious spirit and the era’s relentless pursuit of automotive perfection.
Perhaps the most enduring, and certainly the most famously recounted, anecdote involving Moon’s Ferrari 246 Dino perfectly encapsulates his larger-than-life persona and his truly unconventional, rock-star approach to precious possessions. In a moment that could only be described as a spontaneous act of legendary generosity, or perhaps sheer, magnificent irreverence, Moon famously entrusted this coveted Italian sports car to a group of unsuspecting teenagers outside a pub one fateful night. The inevitable outcome—the vehicle being tragically totaled—didn’t merely mark an unfortunate incident; it transformed the car into an indelible legend, an almost mythical artifact imbued with the wild, unbridled spirit of its extraordinary owner, forever cementing its unique, exclusive provenance within the illustrious, sometimes scandalous, annals of celebrity automotive history.
Moon’s bold personality and discerning taste for Italian automotive engineering, especially with classics like the Ferrari 246 Dino, highlight his intuitive grasp of the value and legacy inherent in these rare 1960s sports cars.
Car Model Information: 2022 Lincoln Aviator Reserve AWD
CarName: Ferrari 246 F1
Caption: Mike Hawthorn
Category: Formula One
Constructor: Scuderia Ferrari
Designer: Vittorio Jano
Predecessor: Lancia D50,Ferrari Dino 156 F2
Successor: Ferrari 246 P,Ferrari 156
Team: Scuderia Ferrari
Drivers: flagicon,Peter Collins (racing driver),flagicon,Wolfgang von Trips,flagicon,Phil Hill,flagicon,Tony Brooks (racing driver)
Chassis: aluminium
FrontSuspension: Double wishbone suspension,Spring (device)
RearSuspension: Houdaille Industries,vane shock absorber
EngineName: Ferrari Dino engine
Capacity: 2417.33 cc
Abbr: on
Configuration: V6
EnginePosition: FR layout,longitudinal engine
GearboxName: Ferrari Type 523
Gears: 4-speed
Type: Manual transmission
Fuel: Royal Dutch Shell
Tyres: Dunlop Rubber
Weight: 560 kg
Debut: 1958 Argentine Grand Prix
Races: 25
Wins: 5
ConsChamp: 0
DriversChamp: 1
Poles: 7
FastestLaps: Scuderia Ferrari,racing car
Categories: 1958 Formula One season cars, 1959 Formula One season cars, 1960 Formula One season cars, Articles with short description, Ferrari Formula One cars
Summary: The Ferrari 246 F1 is a Ferrari racing car built for the Formula One World Championship of 1958.
Get more information about: Ferrari 246 F1
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Brand: Ferrari Model: 246 Dino
Price: $39,000 Mileage: 66,933 mi.

4. **Eric Bana: The Connoisseur’s Pursuit of Ferrari Grand Touring Perfection**Eric Bana, the distinguished Australian actor, presents a captivating study in contrasts: a public figure often noted for his understated grace and quiet intensity, yet a private individual consumed by an automotive passion of profound depth and unwavering commitment. This isn’t the fleeting interest of a celebrity; it is the enduring dedication of a true enthusiast who not only collects but actively engages with his extraordinary machines, frequently pushing their limits on the track. Bana’s approach to curation is thus rooted in an authentic reverence for exceptional engineering and an insatiable desire to experience these magnificent vehicles precisely as their creators intended—not as static displays, but as dynamic instruments of speed and artistry.
Eric Bana, the distinguished Australian actor, presents a captivating study in contrasts: a public figure often noted for his understated grace and quiet intensity, yet a private individual consumed by an automotive passion of profound depth and unwavering commitment. This isn’t the fleeting interest of a celebrity; it is the enduring dedication of a true enthusiast who not only collects but actively engages with his extraordinary machines, frequently pushing their limits on the track. Bana’s approach to curation is thus rooted in an authentic reverence for exceptional engineering and an insatiable desire to experience these magnificent vehicles precisely as their creators intended—not as static displays, but as dynamic instruments of speed and artistry.
While Bana’s esteemed garage is home to a varied assembly of revered classics, prominently featuring his beloved 1973 Falcon XOP Hardtop—affectionately christened “The Beast” and regularly campaigned in rigorous races—it is with his rare Italian sports cars that his collection truly ascends to the zenith of luxury, performance, and exclusivity. Within this pantheon of automotive greatness, two Ferraris from the unparalleled golden age of the 1960s shine brightly as irrefutable proof of his extraordinarily discerning palate: the iconic Ferrari 275 GTB/4 and the legendary Ferrari Daytona, known officially as the 365 GTB/4. These aren’t merely automobiles; they are meticulously handcrafted sculptural forms, each embodying a distinct, yet equally sublime, facet of Maranello’s peerless heritage, speaking directly to a collector who passionately pursues both an impeccable pedigree and an exhilarating prowess.
The Ferrari 275 GTB/4, produced from 1966 to 1968, is the quintessential 1960s Italian grand tourer, boasting a powerful 300-horsepower V12 engine and stunning Pininfarina design that perfectly marries aerodynamic function with timeless beauty.
As the epochal decade of the 1960s drew to its close, Ferrari unveiled yet another seminal masterpiece that would decisively redefine the grand tourer: the formidable Ferrari Daytona, officially christened the 365 GTB/4. Introduced with striking impact in 1968, this powerhouse machine asserted its dominance as a front-engined V12 supercar, making a bold, authoritative statement in an automotive landscape increasingly pivoting towards mid-engined configurations. Its overtly aggressive, yet undeniably alluring, wedge-shaped Pininfarina styling, harmoniously coupled with a brutally potent 4.4-liter V12 engine, was capable of propelling it to electrifying speeds exceeding 170 mph, instantly establishing its reputation as one of the fastest production cars of its time. The Daytona’s unadulterated raw power and distinctive aesthetic appeal immediately forged its legend, and its esteemed inclusion within Eric Bana’s collection unmistakably highlights his profound appreciation for vehicles that not only courageously pushed the very boundaries of performance but also maintained an undeniable, quintessential Italian flair that has resonated through the decades.
Eric Bana’s meticulously informed selection of these specific Ferrari models resonates deeply with his profound immersion in elite automotive culture and his unwavering reverence for the transcendent peak achievements of Italian engineering from the legendary 1960s. The Ferrari 275 GTB/4 offers a masterclass in elegant, high-performance touring, exuding an almost aristocratic grace, while the Daytona commands attention with a more muscular, supercar edge, yet both are inextricably woven into the fabric of innovation and artistic expression that defined that glorious decade. For a discerning collector who actively engages in racing, the ownership of such potent and historically rich vehicles from Ferrari’s golden age transcends mere acquisition; it represents an intimate, profound connection to the unparalleled legacy of speed, avant-garde design, and an uncompromising pursuit of automotive excellence. His collection stands as an eloquent, curated testament to an informed and passionate connoisseurship, showcasing rarity, provenance, and a timeless pedigree in equal, magnificent measure.

5. **Patrick Dempsey: The Racing Driver’s Tribute to the Iconic Ferrari Daytona**Patrick Dempsey, a luminary whose distinguished career has graced both the small and silver screens of Hollywood, harbors a profound and expansive passion that extends far beyond the realm of acting: a deeply ingrained, discerning love for classic automobiles. This isn’t the superficial dalliance of a transient celebrity; rather, Dempsey is a truly avid collector and, crucially, an accomplished racing driver, credentials that imbue his automotive choices with an authoritative gravitas and a connoisseur’s sensibility. His meticulously assembled collection profoundly reflects a deep-seated appreciation for the intricate heritage and superlative engineering prowess of vintage vehicles, unequivocally solidifying his esteemed status as a true automotive connoisseur rather than a mere fleeting enthusiast. For Dempsey, these magnificent machines represent far more than symbols of affluence; they are tangible, throbbing links to a bygone era of unparalleled craftsmanship, daring innovation, and breathtaking performance.
Patrick Dempsey’s curated garage features daily drivers like Mercedes-Benz and Jaguars, but the star is the magnificent Ferrari Daytona, an icon from the 1960s Italian sports car golden age, embodying breathtaking design and formidable performance.
The Ferrari Daytona, bearing its official designation as the 365 GTB/4, made its triumphant and much-anticipated grand debut in 1968, thereby marking its significant, albeit late-decade, entry into the illustrious lineage of 1960s Italian automotive masterpieces. It very quickly and decisively established itself as an utterly formidable force in the automotive world, proudly boasting an imposing, front-mounted 4.4-liter V12 engine that unleashed a potent 352 horsepower, a veritable torrent of power capable of propelling the car to electrifying, track-dominating speeds and ensuring its supremacy on both demanding race circuits and sweeping open roads. Its iconic, aggressive, yet undeniably elegant Pininfarina styling, with its long, muscular nose and sweeping fastback profile, boldly defied the then-burgeoning trend of mid-engined supercars, assertively affirming a classic, timeless silhouette that remains instantly recognizable and profoundly revered by automotive purists and enthusiasts across generations.
For a figure of Patrick Dempsey’s caliber, whose personal odyssey includes an unwavering, profound commitment to the demanding world of motorsport, the Ferrari Daytona transcends its role as a mere aesthetic marvel; it is, fundamentally, a machine meticulously engineered for exhilarating, uncompromised performance, standing as a resounding testament to Ferrari’s relentless and unwavering pursuit of ultimate speed and precision. Its impeccably balanced chassis, coupled with its powerful, responsive engine and an intensely direct driving feel, would resonate deeply and intimately with a seasoned driver who possesses an innate understanding of the subtle nuances and profound demands of competitive racing. Owning a Daytona thus connects Dempsey not just to its visual splendor but to a rich, visceral tapestry of racing heritage and pioneering engineering innovation, allowing him to appreciate the vehicle not solely for its breathtaking aesthetic grandeur but for its profound and exhilarating dynamic capabilities, thereby solidifying its status as a truly aspirational and singularly significant piece within his esteemed and meticulously curated collection.
The presence of the Ferrari Daytona within Patrick Dempsey’s discerning collection serves as a powerful testament to his refined taste and his profound, almost scholarly, appreciation for vehicles that embody both artistic excellence and engineering brilliance from one of motoring’s most celebrated and transformative decades. Its inherent exclusivity, combined with its universally acknowledged legendary status, renders it a supremely coveted asset, reflecting an owner who intrinsically recognizes and deeply cherishes the rare, intoxicating blend of sheer power, impeccable style, and monumental historical significance that only a select few 1960s Italian sports cars can genuinely offer. His collection stands as an eloquent, living testament to the enduring, almost magnetic, appeal of these iconic machines, meticulously curated by an individual who intimately understands their true, incalculable value as rolling works of art and thrilling, high-performance vehicles, preserving their legacy for generations to come.
Car Model Information: 2024 Ferrari 296 GTS
Name: Ferrari 365 GTB/4,and GTS/4 “Daytona”
Caption: 1973 Ferrari 365 GTB/4
Manufacturer: Ferrari
Production: GTB/4: 1968–1973 (1,284 produced),GTS/4: 1971–1973 (122 produced)
Assembly: Maranello
Designer: Leonardo Fioravanti (engineer)
Class: Grand tourer
BodyStyle: berlinetta,Roadster (automobile)
Layout: Front-engine, rear-wheel-drive layout
Engine: Ferrari Colombo engine,V12 engine
Transmission: Manual transmission
Wheelbase: 2400 mm
Abbr: on (GTB/4, dry)
Length: 4425 mm
Width: 1760 mm
Height: 1245 mm
Weight: 1200 kg
Predecessor: Ferrari 275#275 GTB/4,Ferrari 365#365 GTC/GTS
Successor: Ferrari Berlinetta Boxer,Ferrari 550 Maranello
Sp: uk
Categories: 1970s cars, All articles with unsourced statements, Articles with hAudio microformats, Articles with short description, Articles with unsourced statements from April 2021
Summary: The Ferrari Daytona is a two-seat grand tourer produced by Ferrari from 1968 to 1973. It was introduced at the Paris Auto Salon in 1968 to replace the 275 GTB/4, and featured the 275’s Colombo V12 with a larger cylinder bore for 4,390 cc (4.4 L; 267.9 cu in). It was offered in berlinetta and spyder forms. The car came in two variants: the 365 GTB/4 coupe, and the 365 GTS/4 convertible.
The Daytona was succeeded by the mid-engined 365 GT4 Berlinetta Boxer in 1973.
Get more information about: Ferrari Daytona
Buying a high-performing used car >>>
Brand: Ferrari Model: Daytona
Price: $529,970 Mileage: 275 mi.
Our exploration uncovers that the appeal of these rare 1960s Italian sports cars extends far beyond mere ownership—it stems from a profound appreciation for automotive history, pioneering design, and unrivaled performance. For collectors such as Moon, Bana, and Dempsey, these vehicles act as physical touchstones linking them to an era that represented the zenith of automotive craftsmanship.
