Want To Build The Perfect Five-Watch Collection For Under $2,000? These Are Our Picks

by Karlton Miko Tyack  |  in Watches  |  This post may contain affiliate links. More info

We know that everyone’s budget differs. Maybe our watch collection under 5k wasn’t your cup of tea? Well, we’re back with a new assembly of the perfect 5 watch collection under $2,000.

Just like the $5k group, this collection was chosen based on ease of options for every situation, whether you’re at a networking event or box seats at a game at Madison Square Garden.

This time though, we did it at a fraction of an Omega Speedmaster’s price tag!

The Ultimate Five-Watch Collection

Here are our picks for the ideal collection of five watches, for a total price tag under $2,000. We made sure to cover all our bases here.

Ready?

Tag Heuer Aquaracer, WAY1110

Like 100 proof whiskey, Tag Heuer manages to embed as much of the good stuff into this financially moderate Aquaracer.

Tag Heuer Aquaracer, WAY1110

This Aquaracer puts its money where your wrist is: 300m water resistance, sapphire crystal, hand-applied faceted indices similar to an Omega Seamaster, and a rotating bezel with minute markers –one that actually rotates without requiring Hulk-like strength.

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Admittedly, Tag Heuer sometimes uses their legend status to overprice their budget pieces, treating them more like fashion watches. However, we weren’t just out to find the lowest priced watch for the sake of having Tag Heuer on this list.

This Aquaracer puts its money where your wrist is: 300m water resistance, sapphire crystal, hand-applied faceted indices similar to an Omega Seamaster, and a rotating bezel with minute markers — one that actually rotates without requiring Hulk-like strength.

Tag Heuer has been behind several innovations and played iconic roles in horological history. They’ve even been chosen as the official Olympics timekeeper multiple times because of their famous precision.

They actually created the world’s first waterproof pocket watch, so while the Carrera line is their flagship, they have real roots in the diving game. The Aquaracer isn’t just a second-string watch.

Style-wise, the polygonal bezel almost looks perfectly round straight on, but from other angles or different lighting, the ridges show themselves making for a dynamic visual experience. 

The bracelet is composed of Swiss-made stainless steel links, with the center link slightly raised and articulated. So not only does Tag Heuer stuff utilitarian quality into this lower-priced watch, but luxury artistry as well.

DETAILS of the Tag Heuer Aquaracer:

MovementQuartz
DisplayAnalog
Case Diameter41mm
Band Material TypeStainless Steel
Band Width18mm

Watch

It’s no surprise that Timex has been as popular for long as it has. Even the most high-end watch collectors respect the brand’s attention to design.

Timex x Todd Snyder Military-Inspired Wristwatch
$80.00

Of course, Snyder and Timex reimagined this style of watch for everyday wear and smoothed it out with a clean silhouette. No one would mistake it for a costume piece trying to pass as actual vintage.

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02/14/2023 11:13 am GMT

I consider this watch to be the best military-style watch in its price range. It also has the most design highlights in this collection (while avoiding being too much of a look-at-me device— classic Todd Snyder).

The artwork on the dial is pulled straight from Timex’s vintage archives. 

The bold Arabic hour markers on top of the cream dial look fun and nostalgic. The understated cream color adds to the vintage look more than a contrasting white dial would. 

There’s also an unobtrusive pop of color in the form of a red second hand and red second markers.

Of course, Snyder and Timex reimagined this style of watch for everyday wear and smoothed it out with a clean silhouette. No one would mistake it for a costume piece trying to pass as actual vintage. 

I’ve literally seen $1000 military style watches that, while using more expensive material, are comparable in meticulousness of design.

If you’re going to spend money on an expensive watch with expensive parts, I recommend saving it for a high-end sports watch

This Timex is the perfect balance of serious design and fun for less than $80.

DETAILS of the Timex x Todd Snyder Military Inspired Watch:

MovementQuartz
DisplayAnalog
Case Diameter40mm
Band Material TypeFabric
Band Width20mm

Raymond Weil Maestro Automatic

This elegant timepiece looks like it was knighted by the queen. If a black-tie night at the opera was a watch, it would be the Raymond Weil Maestro Automatic.

Raymond Weil Maestro Automatic
$1,325.00

This elegant watch features a stainless steel case with a black embossed calfskin leather strap. 

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02/14/2023 08:43 am GMT

I’m not just being poetic either. Raymond Weil was founded in 1976 and manufactures Swiss luxury watches inspired by music. 

The brand has launched lines influenced by Mozart and Beethoven. They’ve even had partnerships with The Beatles and Jimi Hendrix.

The sleek Roman numerals for every hour are reminiscent of a classic grandfather clock. However, the date window and sundial add a contemporary dimension that keeps this posh watch from looking stuffy. 

The calfskin leather strap paired with a high-gloss face are classically beautiful, but this is still a man’s watch: The case is stainless steel, the crystal is sapphire with an anti-glare treatment, and the case back is also sapphire allowing you to see the Swiss automatic movement.

It’s only water-resistant at 50m though, so definitely wear this fancy watch to your buddy’s wedding but not to the bachelor party on the lake. This Raymond Weil is classy, but not frilly. 

After all, the watch is appropriately named Maestro, for the cultured man who also happens to be a boss. 

DETAILS of the Raymond Weil Maestro Automatic:

MovementSwiss Automatic
DisplayAnalog
Case Diameter39.5mm
Band Material TypeLeather Calfskin
Band Width21mm

G-Shock Classic Analog-Digital

Anchoring the other side of the style spectrum from the Maestro is this Casio G-Shock. It features all the hallmarks of the classic tough guy watch.

G-Shock Classic Analog-Digital
$99.00 $64.30

The Casio G-Shock Analog-Digital is a bomb shelter of a timepiece, and is shock resistant and water resistant up to 200m. Casio actually tested the shock resistance of prototypes by throwing them out a 4-story building.

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02/14/2023 08:18 pm GMT

The Casio G-Shock Analog-Digital is a bomb shelter of a timepiece, and is shock resistant and water-resistant up to 200m. Casio actually tested the shock resistance of prototypes by throwing them out a 4-story building.

Other great practical features include a 1/100 second stopwatch, luminosity, a battery life of three years, and magnetic resistance. Managing to destroy this watch would be an olympic feat. 

Every aesthetic feature on the Classic G-Shock has a functional purpose. Ironically, the function-over-form design choices are now classic style hallmarks for rugged watches.

Adventurers love the strong bulky design of the face and the matching resin strap. 

The dual analog and digital face are there to make telling time easier, but also give the Casio G-Shock a unique utilitarian aesthetic unlike any other watch on this list.

There are several spin-offs of this Casio G-Shock that remix the original look, but the all-black, red accented classic will always be in style. That’s probably why the Classic Analog-Digital is the most popular affordable G-Shock watch on the market.

DETAILS of the G-Shock Classic Analog-Digital:

MovementQuartz
DisplayDual, Analog-Digital
Case Diameter49mm
Band Material TypeResin
Band Width21mm

The Mondaine Swiss Rails Evo2

The Official Swiss Railways Evo2 combines aesthetics that are casual and formal, as well as contemporary and classic. We’re rounding out this ideal 5-watch collection under $2,000 with an artsy wildcard to cover all the bases.

The Mondaine Swiss Rails Evo2

The dial is inspired by classical Swiss railway clocks, and combines black hands and markers with a stark white background. The red second hand with a circle at the tip instead of an arrow adds a playful pop of color and shape.

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The dial is inspired by classical Swiss railway clocks, and combines black hands and markers with a stark white background. The red second hand with a circle at the tip instead of an arrow adds a playful pop of color and shape.

While the case and lugs are equally as polygonal as the dial, their stainless steel form keeps the mesh bracelet from clashing with the face. 

I think that the shiny bracelet and case paired with the very matte dial make both components even bolder in comparison to each other. 

On the practical side, the Railway Evo2 has a slightly rounded case back for ergonomic wear. The crystal is a scratch-resistant sapphire, so its material is as serious as the design is playful.

This piece is similar to the Timex military style watch in that the homage design features are at the forefront of the watch’s strengths. However, the Evo2 leans into aesthetic contrasts making for a louder watch.

DETAILS of the Mondaine Swiss Rails Evo2:

MovementQuartz
DisplayAnalog
Case Diameter40mm
Band Material TypeStainless Steel
Band Width20mm

The Perfect 3 Watch Collection

We can respect a guy who thinks less is more. Pulling from our five-watch collector. 

Here’s all you need and why:

  • Tag Heuer Aquaracer. I always say to anchor any watch collection, big or small, with a versatile sports watch.
  • Raymond Weil Maestro. While the Tag Heuer is a perfectly nice watch, it’s important to have an unmistakable dress watch in the mix. Moreover, this rounds out the watch collection: Three watches with very different dials and straps.

Is this the Ultimate 5 Watch Collection for less than $2k?

I hope you found our roundup fun and helpful!

Sure, if you had Bruce Wayne’s budget, you’d have more options when building a watch collection. 

As this roundup proves though, with a little imagination, you can have a perfectly high-quality and versatile 5 watch collection that’s under $2000.

If you have any questions or comments, hit me up on Twitter. You can also find join other readers on Effortless Gent’s Facebook page, or DM me on Instagram!