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Esquire reports that Drake wore two Rolex watches around his 40th birthday: a custom sapphire-and-diamond Cosmograph Daytona and a rose-gold Day-Date 36 with a puzzle dial. The Daytona has been estimated at $2 million to $5 million and the Day-Date at about $250,000, but those figures are reported valuations, not confirmed prices paid.

Drake marked his 40th birthday by wearing two distinctive Rolex watches within roughly 24 hours, Esquire reported: a custom sapphire-and-diamond Cosmograph Daytona and a rose-gold Day-Date 36 with a colorful puzzle dial. Esquire cited estimated valuations of $2 million to $5 million for the Daytona and about $250,000 for the Day-Date, though neither figure is confirmed as a sale price.

The more elaborate piece is a one-of-a-kind Rolex Cosmograph Daytona. Esquire describes it as having a diamond-pavé dial, blue sapphire hour markers, and a bezel set with baguette-cut blue sapphires. Its bracelet features blue sapphires that gradually give way to diamonds. The report says the watch has been valued at $2 million to $5 million, while cautioning that its rarity makes an exact value difficult to establish.

Esquire says Drake wore the Daytona previously, debuting it in August, rather than commissioning or revealing it specifically for his birthday. The second watch was a rose-gold Day-Date 36, distinguished by a dial designed to resemble a jigsaw puzzle. Baguette-cut sapphires mark the hours, while the dial’s apertures display words and emojis in place of the conventional day and date indications.

The Day-Date was reported to be worth about $250,000. Esquire framed it as the less expensive of the pair, but the reported valuation does not establish what Drake paid, who made or customized the watches, or whether either was acquired at the quoted amount. The source identifies the watches and describes their features; it does not provide purchase documentation.

At a glance
reportWhen: Reported in connection with Drake’s 40t…
The developmentEsquire reported that Drake showed off two distinctive Rolex watches around his 40th birthday, including a custom Daytona and a Day-Date 36.

Two Watches, Two Reported Valuations

The report stands out because the watches differ both in design and in their reported values. The Daytona’s blue sapphires and diamonds make it a highly individualized version of a recognizable Rolex model, while the Day-Date’s puzzle dial replaces familiar calendar displays with colorful symbols and words. Together, they show how luxury watches can function as both timepieces and conspicuous personal accessories.

The figures also illustrate a limitation of reporting on rare watches: a valuation is not the same as a verified transaction. Esquire’s $2 million to $5 million estimate spans several million dollars, and the report says the unique Daytona is hard to price precisely. The roughly $250,000 estimate for the Day-Date is likewise a reported figure, not evidence of a purchase price or an independently confirmed appraisal.

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The Daytona Predates the Birthday

Although the watches were featured in coverage of Drake’s 40th birthday, Esquire says the sapphire-covered Daytona had already been seen in August. That timing matters: the reporting presents it as a repeat appearance from his collection, not as a birthday-specific unveiling. The article does not state when Drake obtained it or who commissioned the custom work.

Esquire’s account focuses on the watches’ visible design details and reported valuations. It describes the Day-Date’s puzzle-themed display as a departure from the model’s usual calendar presentation, and identifies the watch as a 36-millimeter Day-Date. The source does not provide a full account of either watch’s provenance, customization process, or current market appraisal.

“The Daytona is described as a “one-of-a-kind creation.””

— Esquire

Prices and Provenance Remain Unverified

Esquire does not identify the source of either watch valuation or provide an appraisal, sale record, or purchase price. The $2 million to $5 million range for the Daytona is especially broad, and the report says its one-off status makes an exact figure difficult to establish. The Day-Date’s roughly $250,000 valuation is also not presented as a confirmed transaction.

It is also unclear who designed or set the stones on the Daytona, who supplied the watches, and whether the Day-Date was customized specifically for Drake. The report describes the pieces and their appearances but does not establish when Drake acquired either one. The birthday coverage therefore confirms what Esquire says he wore, while the details behind the watches and their market values remain unconfirmed in the source.

Further Details Could Clarify Values

No follow-up appraisal, sale, or statement from Rolex is included in the report, and no additional development is specified. Without documentation from the owner, Rolex, a jeweler, or an independent watch appraiser, the quoted values should continue to be treated as reported estimates, not verified prices.

For now, the confirmed scope of the report is limited: Esquire says Drake wore the two Rolexes around his birthday and that the Daytona had appeared earlier in August. Further information about ownership, customization, and valuation would be needed to establish how the pieces were made and what they are worth in a verified transaction.

Key Questions

Which watches did Drake wear for his 40th birthday?

Esquire reported that he wore a custom Rolex Cosmograph Daytona with sapphires and diamonds, and a rose-gold Day-Date 36 with a puzzle-style dial.

How much is the custom Daytona reportedly worth?

Esquire cited a reported valuation of $2 million to $5 million. The report says the one-of-a-kind watch is difficult to price precisely; the range is not a confirmed sale price.

What is the reported value of the Day-Date?

The rose-gold Day-Date 36 was reported to be worth about $250,000. Esquire did not establish that Drake paid that amount.

Were the watches made specifically for Drake’s birthday?

Not according to the report. Esquire says Drake had already debuted the Daytona in August. It does not say whether the Day-Date was made or customized for his birthday.

Are the watches’ prices confirmed?

No. The figures are reported valuations. Esquire does not cite sale records or an independent appraisal confirming what either watch sold for or what Drake paid.

Source: esquire.com

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