Skip to main content
  1. Home
  2. Fashion & Style
  3. News

JFK’s Hawaiian Shirt Sold at Auction for How Much Exactly?

Image used with permission by copyright holder

It’s no secret that John F. Kennedy, the 35th President of the United States of America, had impeccable style.

With his perfectly cut suits, sleek hair, and ability to nail the tuxedo look, JFK’s grooming and wardrobe not only helped him stand-out against the sartorial blandness of past presidents but also helped to elevate the position of president itself. Combine that with his wife’s beauty and brains and his picture-perfect children, and it’s no wonder the American people wound up referencing the Kennedy White House as a modern-day Camelot (all adultery aside).

Recommended Videos

This week, one of JFK’s own Hawaiian shirts went on the auction block at LiveAuctioneers, with the expectation that the highest bids would be somewhere in the $20,000 range. With its origins in the estate of Kennedy family financial advisor and friend, Thomas J. Walsh, this Hale Hawaii shirt actually and literally came to be into Mr. Walsh’s possession right off of JFK’s back.

Image used with permission by copyright holder

As LiveAuctioneers states, “The President asked Tom Walsh to have an informal meeting with him out by the pool in Palm Springs,” which is pretty badass in its own right, “however, Mr. Walsh did not bring any garments suitable for pool lounging. Due to his lack of appropriate pool attire, the President gave Mr. Walsh his Hawaiian shirt. It was during this December 1961 meeting on the pool deck in Palm Beach that Kennedy gave Walsh the Hawaiian-style shirt that is offered here.”

That whole situation just seems so JFK. Of course, he’d give you the Hawaiian shirt off his back, that’s just the type of cool-ass dude he was.

A closer look at the shirt reveals “John. F. Kennedy” in red on the inside tag, along with typical Hawaiian shirt details such as hula girls, flowers, fruits, and palm trees.

Image used with permission by copyright holder

So, the moment you’ve been waiting for: What was the final cost?

The auction for JFK’s Hawaiian shirt ended February 20, 2019, with the final winning bid coming in at a mere $5,500. While this might seem like a lot of money for a nearly 60-year-old shirt (even if it was owned by a former president), the winning bid was only a quarter the estimate and must have been a huge disappointment to Mr. Walsh’s estate. However, considering that JFK’s official Air Force bomber jacket sold in 2013 for $629,000, whoever bought this shirt may have just scored the memorabilia deal of the century.

For a closer look at JFK’s fashion and grooming life, learn more about his favorite cologne.

Chase McPeak
Former Former Digital Trends Contributor, The Manual
Chase McPeak is the former Lifestyle Editor. Chase regularly appeared on Beards, Booze, and Bacon: The Manual Podcast where… Read Full Bio
The 7 best Canada Goose jackets for men this winter
Canada Goose

For three quarters of a century, Canada Goose has been one of the go-to places for luxury snow gear. There are a lot of choices you can make when looking for the best coats or the things you need to survive the cold weather. Of course, there is also the dozens of brands that you can look for, and it can get relatively overwhelming. In an oversaturated industry, a brand born in the snowy plains of Canada is the best option. We took the time to do a deep dive for the best Canada Goose jackets for men to come up with a list of the top seven you need for the 2025.

Read more
The best casual watches for men (to upgrade your everyday style)
Work wear blues watch close up

Watches are more than a tool. They are more than an accessory. They are the kind of tool and accessory that make a statement. They are an expression. They are a statement. A man can look incredible: the right top, the right bottom, great shoes, great hat. The wrong watch can ruin a look, or even the whole essence. Here is the rub: the wrong watch can be subjective. For instance, most people will tell you that a Timex broken watch isn’t the right watch for a pinstripe power suit. However, it was my grandfather’s watch, and I wear it anytime I need him and his guidance. The point? That is never the wrong watch. Once you find a casual watch that works for you, it will be your everyday wear and will never be the wrong watch.

That is what I collected here: The best of the casual watches you can pick up today that will become your everyday wear.

Read more
Audemars Piguet launches pre-owned program to rival the titan of the second-hand watch market
Audemars Piguet

Rolex has dominated the watch world for nearly a century. The industry is a deep and complicated web of luxury houses and independent hopefuls. While brands like Patek Phillipe and Cartier vie for their place on the podium, Rolex holds a death grip on the chronophile’s aspirational collection checklist. But Audemars Piguet has decided to challenge them somewhere most other brands are deciding to ignore: the pre-owned market. Now, while something like the Royal Oak is an icon among enthusiasts, AP launching their own certified pre-owned marketplace to chase the reported $1 billion Rolex pie will certainly upset the market.

Like I said, it is a deep and complicated web, so I sat down with a horological expert and founder of WatchGuys, (317K on Instagram), Robertino Altieri, to have him walk me through what this means for watches and their passionate collectors.

Read more