As anyone who has ever seen The Lonely Island’s “I’m On A Boat” video knows, being aboard a nautical vessel is something worth bragging about. But if you really want to look the part, it’s going to take more than some swim trunks and flippie-floppies. Boat people have their own culture and style and can smell a landlubber from a mile away.
Still, there is nothing that can compare to a day on the water. It doesn’t matter if you prefer to let nature do the work aboard a sailboat or want to throw down the hammer on a speedboat, the feeling you get when you return to shore is always awesome.
So even if you don’t know the difference between port and starboard, you should do everything in your power to get on a boat this summer. And the gear in our latest Lookbook will help you sail in style.
1. RAY-BAN NEW WAYFARER CLASSIC SUNGLASSES
The Ray-Ban Wayfarer is one of the most iconic sunglasses ever made. Bob Dylan, also a sailor, wore them. Ditto for James Dean. Usually when you tinker with a classic you’re asking for trouble, but Ray-Ban’s new Wayfarer model hits the mark. The frames are slightly smaller and a little less angular than the originals, which is great for guys with smaller faces.
2. OMEGA SEAMASTER PLANET OCEAN CO-AXIAL CHRONOGRAPH
Prices vary, omegawatches.com
The Omega Speedmaster may get most of the attention, but its cousin the Seamaster is an equally worthy timepiece. The orange bezel on this version contrasts perfectly with the black dial and it is water resistant to 600 meters if you want to use it to go diving.
3. SAILOR BAGS TRI-SAIL TOTE
Every boat needs a boat bag. Whether you’re carrying towels, life jackets or rum, you need a sturdy tote that can lug your gear and protect it from the elements. This bag is made from sailcloth and uses marine-grade zippers, so it is up to just about any task, even if that just means carrying a magazine and sunblock to the beach.
4. HELLY HANSEN SALT JACKET
Sailors call it foul weather gear. Everyone else calls it a rain jacket. But regardless of your terminology, it’s always a good idea to have one when you’re heading out on a boat. Helly Hansen’s jackets have proven themselves in the most treacherous boat races and their Salt Jacket has the added benefit of looking great on land as well.
5. MOUNT GAY REGATTA HAT
Prices vary, ebay.com
The design is pretty much your standard baseball cap, but it’s what you have to do get one that makes these hats so prized. The only way to obtain one of these hats is to actually race in a Mount Gay sponsored regatta. Or go on eBay. Look for one of the older versions from before the rum brand changed its logo. But make sure you have your story straight before wearing it, lest some drunken sailor start quizzing you.
6. PATAGONIA SQUEAKY CLEAN POLO
With its nautical stripe pattern, this is the perfect polo shirt for boat life. It is made from organic cotton and has the soft feel of a T-shirt but the polished look of a polo. It’s the kind of shirt that looks as appropriate for a day on the water as it does for an evening drinking Dark N’ Stormys.
7. SPERRY 2-EYE BOAT SHOE
Invented in 1935, the original Top-Sider now comes in a bunch of different colors and fabrics, but you can’t go wrong with the traditional brown leather and white sole combination. The water resistant leather stands up well to the elements and breaks in nicely over time and the non-marking outsole provides secure traction when you’re walking around on deck.
8. MURRAY’S NANTUCKET REDS SHORTS
Murray’s Toggery Shop has been a Nantucket institution since 1945. The store made its name selling the famous Nantucket Reds pants and shorts, which are a preppy staple. The salmon-colored canvas fades over time and takes on a well-earned patina that is the unofficial color of New England summers.