7 Classic cars that Boomers love and Millennials loathe

Odds are good you dig one of these rides if you’re in your senior years—and that you’re uninterested if you’re a young enthusiast

Boomers get a bad rap in almost every generational battle these days, and whether you buy into their economic and political vilification (or even give much credence to the concept of “generations” at all) there’s no doubt that when it comes to automotive interests, Boomers have different tastes than their younger Millennial counterparts.

Several years later, Hagerty’s John Wiley, director for valuation analytics, has noticed a clear shift in the cars that Boomers are pinging for insurance quotes as when contrasted to what Millennial enthusiasts are most interested in. Some old favourites are still in the mix, of course, but they’re joined by a completely different cast of more modern classics, as well as several outliers that are joining the cast of wish-it-were-mine motors for the first time.

Curious as to what sets Boomer hearts aflame but leaves Millennials completely cold? Here are seven classics that the older generation prizes and the younger kids could care less about.

7. 1991-1994 Alfa Romeo Spider S4

A 1994 Alfa Romeo Spider S4 Veloce auctioned on Cars and Bids in September 2024
A 1994 Alfa Romeo Spider S4 Veloce auctioned on Cars and Bids in September 2024Photo by Cars and Bids

6. 1968-1970 American Motors AMX

A 1968 American Motors AMX auctioned off by Broad Arrow Auctions in March 2023
A 1968 American Motors AMX auctioned off by Broad Arrow Auctions in March 2023Photo by Broad Arrow Auctions

Classic muscle cars aren’t getting any cheaper, but if you’re on a budget, you can always stretch your dollar by going weirder. That seems to be the case with Boomer’s newfound love for the AMC AMX, a two-seat V8-powered coupe that the cash-strapped company created by chopping the back bench out of a Javelin and shortening the wheelbase.

5. 1936-1938 Plymouth

A 1937 Plymouth P3 Business Coupe auctioned on Bring a Trailer in June 2021
A 1937 Plymouth P3 Business Coupe auctioned on Bring a Trailer in June 2021Photo by Bring a Trailer

4. 1965-1970 Shelby Mustang GT350

1965 Shelby Mustang GT350 from the Dare to Dream Collection of Miles Nadal
1965 Shelby Mustang GT350 from the Dare to Dream Collection of Miles NadalPhoto by Darin Schnabel /RM Sotheby’s

Boomers are often looked down on by the Millennial set for the relatively easy economic times they grew up in, and the fact the Shelby GT350 Mustang is a member of both this and the previous Hagerty list doesn’t do much to dispel the fact that some Boomers have more than a little disposable cash to throw around.

3. 1971-1974 Jaguar E-Type (XKE)

A 1974 Jaguar E-Type (XKE) Series III participating in the Queen's Platinum Jubilee in 2022
A 1974 Jaguar E-Type (XKE) Series III participating in the Queen’s Platinum Jubilee in 2022Photo by Jaguar

2. 1961-1967 Triumph TR4

A 1962 Triumph TR4 starts the classic car parade during the 2010 Toyota Automobile Museum Classic Car Festival in central Tokyo on November 27, 2010
A 1962 Triumph TR4 starts the classic car parade during the 2010 Toyota Automobile Museum Classic Car Festival in central Tokyo on November 27, 2010Photo by Toshifumi Kitamura /Getty

In an odd bit of synchronicity, the only other repeat brand in both Hagerty data sets (from 2019 and 2024, that is) is Triumph, with the TR4 replacing the older TR3. Boomer interest in little British sports cars makes a lot of sense, particularly if they have strong memories of the original invasion of these fun-to-drive two-seaters that could run laps around their clunkier American cousins. As with the Alfa Romeo we discussed above, however, it’s just as logical for Millennials to prefer the cheaper and more solidly-built Miata that was itself an attempt to clone the spirit, if not the Lucas electrics, of these sports cars.

1. 1999-2003 BMW Z8

Greg Norman of Australia and the Prince of Bavaria test the new 2000 BMW Z8 at the high-security BMW test track after the first round of the BMW International Open in Munich, Germany
Greg Norman of Australia and the Prince of Bavaria test the new 2000 BMW Z8 at the high-security BMW test track after the first round of the BMW International Open in Munich, GermanyPhoto by Paul Severn /Allsport via Getty

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