Best Watches For Men

By Tristan Ralston on 2nd November, 2020

Known as Cayman’s time keeper since 1972, Kirk Freeport offers one of the widest selections of luxury watches one could imagine. We pick the brains of Kirk Freeport’s Vice President of Operations Chris Kirkconnell and brother Daniel Kirkconnell, Vice President at Kirk Freeport, to see their individual choices as to the most impressive models for men and will be doing the same in the next post for women for 2020. Let the battle commence!

Chris’s best watches for men

Rolex - best watches for men

Rolex: The Watch Of The Open Seas: The Oyster Perpetual Yacht-master

This emblematic nautical watch embodies the privileged ties between Rolex and the world of sailing that stretch back to the 1950s. Launched in 1992, the Yacht-Master was designed specifically for navigators and skippers. Carrying the rich heritage that has bound Rolex and the world of sailing since the 1950s, this Professional watch provides a perfect blend of functionality and nautical style, making it equally at home on and off the water.

Best watches for men

Panerai: Submersible Chrono – Guillaume Néry Edition

This is a combination of performance, strength and reliability worthy of the remarkable champion who has inspired this amazing new creation of mechanical engineering. Guillaume Néry was twice a world champion and he broke four constant weight free-diving world records. This former professional athlete is now an ambassador of the sea, turning his astonishing underwater experiences into images and videos which amaze everyone who sees them. In his honour, Panerai has created a new watch combining technical performance and a remarkably powerful, sporty appearance.

Cartier: The New Santos-Dumont Watch

Understated, pared-down and fitted to an alligator leather strap, the new Santos- Dumont watch remains true to the elegance of the original 1904 model. Cased in gold, gold and steel or all steel, it features Roman numerals, visible screws, a beaded winding crown and blue cabochon, all elements which perpetuate the heritage of this major watchmaking classic. Its unchanged square shape – reminiscent of the geometry popular in Paris at the time – promotes pure and symmetrical design to mirror the four sharp corners of the Eiffel Tower.

Best watches for men

IWC: Pilot’s Watch Chronograph Spitfire

For the first time ever, IWC presents a Pilot’s Chronograph with a movement from the 69000-calibre family, housed in a reduced case size with a diameter of 41 millimetres. The IWC-manufactured 69380 calibre is a rugged chronograph movement with a classic column wheel design. This chronograph with a bronze case, an olivegreen dial and a brown calfskin strap has a unique character. Over time, the bronze develops an individual patina.

Patek Philippe: 5172G - best watches for men

Patek Philippe: 5172G

Patek Philippe has redesigned its chronograph of classic architecture for men with its column wheel, horizontal clutch and manual winding, endowing it with a new white gold case with round guilloched pushers and three-tier lugs. Its subtle vintage allure is underscored by a sapphire crystal ‘box’ glass. The dial also sports an all-new look with a blue background and contrast luminescent white gold applied Arabic numerals and hands.

Daniel’s Best Watches For Men

Tag Heuer: Aquaracer

Tag Heuer: Aquaracer

Ever since Tag Heuer patented their first water resistant case in 1895, they’ve been braving the high seas and sending divers lower and lower into the depths of the ocean, going deeper and darker from 100 to 1000m with the Aquagraph. The Aquaracer’s unique double security clasp and unidirectional turning bezel protect you so that you can take risks and count on the ultimate precision under pressure as you dive into life.

Patek Philippe: 5235/50R

Patek Philippe: 5235/50R

Patek Philippe revisits the unique style of its Annual Calendar Regulator by presenting it in rose gold, paired with a two-tone dial in graphite and ebony-black with a vertical satin finish. The calibre 31-260 REG QA self-winding movement, designed especially for this model, is notable for its high-tech regulator.

Tudor: Black Bay Bronze | Kirk Freeport Grand Cayman

Tudor: Black Bay Bronze

The Black Bay family is growing with the arrival of the new Black Bay Bronze, a 43 mm divers’ watch inspired by the brand’s history. It has a 43 mm bronze case with bronze-coloured PVD-treated steel case back and satin finish, manufacture calibre MT5601 (COSC) with self-winding mechanical movement with bidirectional rotor system, a power reserve of approximately 70 hours and a bronze screwdown winding crown adorned with an engraved TUDOR rose.


Breitling: Aviator 8 B01 Chronograph 43 Mosquito Steel – Black

The Aviator 8 B01 Chronograph 43 Mosquito honors the De Havilland Mosquito, a British aircraft whose lightweight wooden construction made it one of the fastest planes in the skies during World War II. The Aviator 8 B01 Chronograph 43 Mosquito is powered by the in-house Breitling Manufacture Caliber 01 movement and features a brushed DLC-coated stainless-steel bezel with white numerals and a black dial with contrasting silver chronograph counters. The eye-catching red and orange accents recall the military roundels and markings featured on the fuselage of the De Havilland Mosquito and add to the watch’s allure.

Omega: Diver 300m Co-axial Master Chronometer 42 Mm Seamaster

Omega: Diver 300m Co-axial Master Chronometer 42 mm Seamaster

This latest model from Omega offers self-winding movement with Co-Axial escapement. It’s a Certified Master Chronometer, approved by METAS, resistant to magnetic fields reaching 15,000 gauss, with free sprung-balance with silicon balance spring, automatic winding in both directions. It has a rhodium plated finish with Geneva waves in arabesque.

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