The Journey · Regattas

Sailing and Regatta Gifts for Men

Gear for race day, on the water and at the club.

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Regattas

Yacht-Master 40

Rolex

Rolex's sailing watch, from the title sponsor of the Fastnet Race and other great offshore races. This reference is in 18k Everose gold on the Oysterflex strap.

$27,600 Typical pre-owned price on Chrono24 (ref. 126655); $37,700 at a Rolex boutique Shop at Chrono24
Regattas

Seamaster Diver 300M America's Cup

Omega

From the official timekeeper of the 2027 America's Cup: a blue ceramic bezel with a 10-minute regatta countdown and a seconds hand weighted with the shape of the trophy.

$6,200 On strap; $6,500 on bracelet. Sold new by an authorized Omega dealer Shop at Exquisite Timepieces
Regattas

Crew Midlayer Sailing Jacket 2.0

Helly Hansen

The cult-classic sailing jacket you'll see on docks from Newport to Porto Cervo, updated with feedback from professional sailors. Waterproof and smart enough for the spectator boat or the yacht club bar.

See price On retailer's site Shop at Helly Hansen
Regattas

Ægir Race Jacket 2.0

Helly Hansen

For the man who races, not just watches: Helly Hansen's offshore jacket with a best-in-class hood. Yacht magazine called it 'an oilskin that makes no compromises.' Too warm for summer coastal sailing.

See price About €800 in Europe Shop at Helly Hansen
Regattas

Commander 7x50 Marine Binoculars with Compass

Steiner

German marine binoculars with a built-in compass, waterproof to 10 meters and fog-proof, with a 30-year warranty. Follow every tack from the spectator boat.

$1,815.99 Approx. retail Shop at Steiner
Regattas

Docksides Portland Boat Shoes

Sebago

The original leather boat shoe, with non-marking soles for the deck and rawhide laces. Rated 4.4 stars by owners, and right at home at any yacht club.

$194.95 Approx. retail Shop at Sebago

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