CLIFF BOOTH LEGEND EDITION - Silver – 2026
The Legend Returns.
The 2026 reissue of the Cliff Booth Legend Edition is inspired by the iconic tobacco leather watch band featured in Once Upon a Time in Hollywood and worn by Cliff Booth, portrayed by Brad Pitt.
Originally designed and hand-built in the Red Monkey Los Angeles studio specifically for the film, the Cliff Booth band has become one of the most recognized leather watch bands ever created by Red Monkey.
Hand-built in Los Angeles using premium full-grain leather, the limited 2026 production run captures the effortless, sun-faded attitude of 1969 Hollywood — refined for modern wear.
Built in Los Angeles. Made to last.
2026 Cliff Booth Legend Edition
- Red Monkey signature full-grain leather
- Heavy-duty hardware
- Hand-finished edges
- Limited 2026 production run
- Lifetime leather band guarantee
- Hand-built in Los Angeles
This is a brand-new 2026 release. Pre-order secures your place in the first production run.
Inspired by Hollywood History
The original Cliff Booth leather watch band was created from scratch by Red Monkey for the production of Once Upon a Time in Hollywood. The goal was simple: build something that felt authentic to late-1960s Los Angeles while still carrying the rugged character associated with Cliff Booth.
The result became one of the most talked-about leather accessories in the film — understated, masculine, worn-in, and unmistakably Red Monkey.
The 2026 Legend Edition revisits that original spirit with updated construction, premium materials, and a limited modern production run for collectors, watch enthusiasts, and fans of the film.
Sizing & Fit
1 5/8" wide leather watch band
Fits 6.5" – 7 3/4" wrists
Special sizing available upon request.
Important Note for Vintage Bullhead Owners
The original timepiece featured in the film was a vintage Citizen Bullhead circa October 1977.
If you already own a Bullhead, prefer to mount your own watch face, or simply want the leather band by itself, use code:
BULLHEAD
for 20% off your order.
We will not include our timepiece with your order.
Watch Specifications
| Dial | Gold / Black |
| Base Width | 22.22mm |
| Leather Strap | Genuine Red Monkey signature leather |
| Strap Width | 22mm |
| Case Finish | Gold PVD on brushed and polished 316L stainless steel |
| Case Back | 316L stainless steel |
| Glass | Hardened mineral crystal |
| Water Resistance | 10ATM / 100 meters |
| Movement | Japanese Miyota chronograph quartz (Citizen Group) |
| Functions | Hours, minutes, seconds, chronograph, date indication, tachymeter |
| Case Diameter | 42mm |
| Strap Width at Timepiece | 22mm |
Why Red Monkey Watch Bands Are Different
Red Monkey leather watch bands are hand-built in Los Angeles using premium leather, real hardware, and construction methods designed for long-term wear. Unlike mass-produced fashion bands, each piece is built with character, structure, and durability in mind.
The Cliff Booth Legend Edition is more than a movie-inspired accessory. It is a continuation of one of the most iconic leather watch bands ever created by Red Monkey.
Good ain’t cheap. And cheap ain’t good.
If you don't see the leather/hardware color or combo you want, put your request into the CUSTOM NOTES section at checkout and we'll take it from there. (We'll email you if we have any questions)
All leather products Red Monkey makes are hand-built to order. On average, we ask for a 7-10day build time before shipping*. However, we generally ship items within' the same week they are ordered depending on our workload.
*We generally ask for 20-30 days to build our Leather Vests.
✔ Every item his hand-built to order in Los Angeles, CA
✔ All products damaged from normal wear will be repaired/replaced
✔ Free battery Replacement for LIFE on all watches (return shipping not covered)
✔ All watchbands are guaranteed for LIFE