Pop That Collar: Find East Coast Prep In San Francisco

May 14, 2013 1:09 PM

We feel you, Muffy. Life can be tough for a prep in San Francisco. Fortunately, there are a few select spots throughout the Bay Area where you can wave your Wayfayers. Iron out the madras and get ready to take the city, east-meets-west style, with these ideas to keep 80’s prep alive in SF:

Bella Boutique
1947 Union Street
Bella Boutique

Rugby by Ralph Lauren
2071 Union Street
Rugby by Ralph Lauren

The sun may not be dependable in San Francisco, but the pink and green wrapped lampposts on Union Street will always remain as a beacon for Biff and Buffy. Mainstream shops, such as Ralph Lauren’s Rugby, give preps comfort with familiar brands; small, charming boutiques give the street its vibe. Looking for a broche for that blazer? New favorite shop is Bella Boutique, with an array of handmade jewelry to modernize that old sweater you stole from Mummy’s closet back east.

3115 Fillmore Street
Tacko SF

2175 Chestnut Street

When you’re ready for a quick bite, be sure to stick around Cow Hollow and duck into the recently opened Tacko. A Nantucket-inspired Mexican restaurant, Tacko boasts not only great tacos and guac, but offers a fully-stocked lobster roll that will have any New England seafood fan swimming in bliss. Staff members in Nantucket red aprons and white polos zip past a giant map of the island. With all of this, you just might think that the Bay, a few blocks away, is filled with Atlantic water.

Before you head out of the ‘hood, swing by Delarosa on Chestnut Street for a brew. The restaurant sells bottles of Allagash, Maine’s best beer to enjoy on a sunny Sunday afternoon.

493 Sanchez Street

Looking for prep with a bit of a modern edge? Head toward the Mission for Unionmade, where products known for quality and durability are sewn seamlessly with style. The shop, located on a quiet Sanchez Street block, stocks solid brands, many with Made in the USA product lines. Dress your feet by grabbing the latest New Balance lace-ups and Quoddy kicks, or fancy up your wardrobe with some killer Alden wingtips. Great customer service and beautiful merchandising completes the Unionmade experience.

SF Yacht Sailing
SF Yacht Sailing

Slip into your boat shoes for a quick sail around the bay. Make your friends back east jealous as you cruise beneath the Golden Gate Bridge with an old Kennedy favorite pastime. Pack your foul weather gear, though – the nautical stripe that looked so good getting on the ship may have to hide underneath a navy slicker during the sail – it gets mighty windy out there. For charters, chat with local favorite, Captain John, of SF Yacht Sailing.

Once you’re back on solid ground, pop your collar and head to Huntington Park. This Nob Hill hideaway is a sunny spot to enjoy a quick end-of-day snack among a sea of small dogs and pearls (quite possibly on both the dogs and the owners).

There you have it; a full preppy San Francisco day without depending on Daddy’s Club membership. Mummy would be proud.

Rhode Island native and prepster Tighe Flatley knows how to pop a collar and rock a boat-shoe. He enjoys coffee, conversation, and any excuse to enjoy San Francisco. Follow him on Twitter, @tflatley.

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