In February 1946, Winston Churchill stepped off a plane in Havana for the second time in his life. Half a century had passed since his first visit, yet his affection for the city — and for its cigars — had never faded. It is to this enduring bond that Cuervo y Sobrinos dedicates the Sir Winston, the new limited edition of the Churchill collection: a Swiss automatic timepiece with a case in stainless steel and titanium, produced in just 282 individually numbered pieces. A restrained tribute, built on facts rather than adjectives — much like the man himself.
Within the Maison’s catalogue, the Churchill collection holds the territory of the stately timepiece: generous proportions, materials chosen to endure, and a declared vocation for those who govern their time rather than submit to it. The Sir Winston is today its most accomplished expression, standing alongside the Churchill 1895 GMT to portray, by different routes, the same man: on one side the traveller between two worlds, on the other the statesman in the fullness of his authority.

Churchill and Havana: A Lifelong Affection
The story begins in 1895, when a twenty-year-old officer of the 4th Hussars crossed the Atlantic to observe the Spanish campaign in Cuba. It was there, in the streets of Havana, that the young Churchill discovered the habano: a habit that would become as much a part of his public image as the hat and the oratory. Fifty years later, in 1946, the statesman returned to the island as a man who had just steered his country through war, and found once more the city that had captivated him as a young officer.
The chapter of the cigars, whenever Churchill and Cuba are mentioned together, simply cannot be avoided. It was during that first stay that the future Prime Minister grew acquainted with the island’s puros — the Romeo y Julieta would remain his favourites — and from then on the cigar followed him through photographs, portraits and dispatches, until it became almost a second signature. Small wonder that a collection bearing his name should come from a brand raised in the very streets where that tobacco culture was at home.
That world is the one in which the Maison has its roots. Founded in Havana in 1882 by Ramón Fernández Cuervo and his *sobrinos* — the nephews who would carry the name forward — the house flourished through Havana’s golden years, when the boutique on Calle San Rafael was an almost obligatory stop for anyone passing through the Pearl of the Caribbean. Caruso and Einstein walked through its doors, as did Hemingway and Neruda — and Churchill among them. Naming a collection after him is not a matter of displaying a trophy: it acknowledges a genuine acquaintance. The brand and its most celebrated client truly met, in the same salons and in the same years.
Sir Winston
A Design of Quiet Authority
The Sir Winston carries the proportions of a timepiece made for occasions of consequence: a 43 mm case, 12.45 mm in height, in stainless steel with titanium sides, sealed by a double curved sapphire crystal with anti-reflective coating. On the side of the case, an engraved nameplate bears the individual number of the piece — a discreet detail reminding the wearer that this is one of only 282.
The dial is where the design truly speaks. The “Clou de Paris” guilloché finish lends the surface a fine, regular texture that catches the light without ever glaring; applied indices and the CyS emblem with its red accent complete a composition of measured elegance. Three variants are available: the Sir Winston Silver, with a silver dial and gold-toned accents, the Sir Winston Black for those who favour a more austere register, and the Sir Winston Burgundy, the most personal of the three, its deep red recalling the leather armchair of an English study.
The hours, minutes and seconds hands echo the finish of the indices, the tip of the seconds hand picked out in red: a minimal chromatic accent, just enough to bring the dial to life without disturbing its balance. On the wrist, the 43 mm wear more naturally than the figure might suggest: the titanium sides lighten the case considerably, and well-drawn lugs allow the Sir Winston to settle on wrists of ordinary build — and to slip, when required, beneath a shirt cuff.
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Products by Category
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1895 GMT
4.600,00 CHF -
1895 GMT
4.600,00 CHF -
Sir Winston
4.400,00 CHF -
Sir Winston
4.400,00 CHF -
Sir Winston
4.400,00 CHF
The Movement: A Dependable Swiss Heart
Beneath the screwed see-through caseback works a self-winding Sellita SW240-1 calibre, with hours, minutes, central seconds and a day-date display. It offers a 38-hour power reserve, beats at 28,800 alternations per hour and runs on 26 jewels; the oscillating weight is finished and engraved, visible through the sapphire crystal of the caseback. Water resistance reaches 10 ATM — more than enough for the daily life of a timepiece conceived not for diving, but for the moments that matter.
The day-date display, moreover, is no affectation: for a watch designed around professional life it is the most genuinely useful complication there is, the one consulted ten times a day without a second thought. And the choice of a widely adopted Sellita calibre carries an advantage pragmatic collectors know well: straightforward servicing, readily available parts, decades of documented reliability.
A choice of substance, then, not a concession — and one consistent with the Swiss savoir-faire the Maison cultivates in its Capolago atelier, on the shores of Lake Lugano. Swiss precision, Latin soul: the formula that has accompanied the brand since 1882.
282 Pieces, Two Straps, One Humidor
Every Sir Winston comes with a dual strap solution: a high-gloss Louisiana alligator strap, matched to the colour of the dial, and a stainless steel and titanium bracelet closed by a folding buckle engraved with the CyS emblem. Two characters for the same timepiece — more formal in leather, more contemporary in metal — designed to follow the hours of the day, from the boardroom to the evening, without ever having to choose once and for all.

The presentation deserves a chapter of its own. The Sir Winston rests in the signature Cuervo y Sobrinos humidor box, with a dedicated housing for the additional strap: an object that openly cites the Cuban culture of the cigar — the very culture Churchill helped make legendary — and turns even the keeping of the watch into a small ritual. As for the size of the edition, it speaks for itself: 282 pieces, each individually numbered on the side nameplate, a run conceived to remain genuinely rare.
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Sir Winston
2 in stock
What a Numbered Edition Is Worth
A limited edition keeps its promises only if the run is credible and the numbering verifiable. The Sir Winston satisfies both conditions: production stops at 282 pieces, and each carries its own number engraved on the side nameplate of the case. For the collector this means something precise: the watch on the wrist will not return to the catalogue, and its rarity is not a marketing argument but a matter of fact.
Completing the picture are the assurances of a contemporary manufacture: every Cuervo y Sobrinos timepiece is covered by a five-year warranty, with free shipping and free returns on purchases made through the official shop, and can be admired in person through the worldwide network of authorised retailers. Practical details, admittedly — but it is also on such details that trust in a house with more than one hundred and forty years of history is built.
A Timepiece for Those Who Value Character
The Sir Winston does not chase effect. It builds its authority through materials, proportions and a story that can be verified. It is the timepiece of those who prefer substance to statement — who choose a limited edition not for exclusivity’s sake, but for the pleasure of owning an object that is considered, numbered and bound to a figure who shaped the twentieth century.
It sits well on very different paths: on the professional who pairs it with tailoring as on those who work in shirtsleeves; on the seasoned collector as on those seeking their first significant watch and wanting something worth telling behind the dial. Like the man who inspired it, it has no need to raise its voice to be heard.





