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How to Dress for Nantucket

We stand on the cusp of another Nantucket summer. Which means a lot of sailing, yachting, partying and bonfire-ing. It also means you’ll need clothes. Behold, our favorite pieces to bring with you to ACK.

Bonfire-Worthy Outerwear from England
THE JACKET

Bonfire-Worthy Outerwear from England

What: A Baracuta jacket from an English brand, Harrington, that’s been pumping out these lightweight, plaid-lined cotton classics for over 70 years.
Why You Want It: Elvis, Steve McQueen and Frank Sinatra were huge fans of this very coat.

When to Wear It:
At the post-party bonfire, or any time you’re recreating key scenes from Bullitt.

Seersucker Shorts from a Classic Brand
THE SHORTS

Seersucker Shorts from a Classic Brand

What: Super-comfy, blue seersucker shorts.
Why You Want Them: They hail from the same family-run, Nantucket-based clan that trademarked and created the original Nantucket Reds.

When to Wear Them:
Those mornings spent sailing your 40-footer on shimmering seas, or later that afternoon back at the beach club.

Needlepoint Belts from Vietnam
THE BELT

Needlepoint Belts from Vietnam

What: Handsome needlepoint belts from two guys from Maine.
Why You Want Them: Hand-stitched by artisan needle workers in Vietnam, they’re strong enough for any activity.

When to Wear Them:
That Sunday brunch with her stodgy but wine-loving grandparents. Be sure to thank them for using their house.

Classic Button-Downs from California
THE SHIRT

Classic Button-Downs from California

What: Limited-run button-down shirts that Prince William would be comfortable wearing.
Why You Want Them: They work great with a Windsor-knotted tie, or two buttons open during midday imbibing.

When to Wear Them:
Pretty much whenever you want. They work dressy as well as super-casual. We’re guessing windsurfing is out, though.

Taylor Stitch Shirt, $125, Ball and Buck, 3 Lewis St, North End, 617-742-1776

Sunglasses Fit for a Pilot
THE SHADES

Sunglasses Fit for a Pilot

What: Randolph Engineering aviators that Maverick and Iceman would give a toothy smile and a serious thumbs-up to.
Why You Want Them:
They’ve been providing the US Air Force and even NASA with similar shades for nearly 20 years.
When to Wear Them:
Whenever the sun is out, or when your bloodshot eyes are best kept hidden.

RE Aviators, $109, Ball and Buck, 3 Lewis St, North End, 617-742-1776

All-Day Loafers for Your Feet
THE SHOES

All-Day Loafers for Your Feet

What: Tretorn leather loafers that come with Top-Sider levels of easy comfort and style.
Why You Want Them: They’re new for the season, and a stylish spin on the classic boat shoe.

When to Wear Them:
Anyplace on the island where shoes are mandatory—or in the face of treacherous cobblestone streets.

Tretorn Smogensson Leather Loafers, $110, Louis, 60 Northern Ave, Fan Pier, 617-262-6100

Elsewhere on the Daddy

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