Getting fitted for your wedding suit is probably not something you’re particularly excited about. Now multiply that feeling by your number of groomsmen. While obviously important, fittings aren’t really known for being the most exciting part of the wedding process. But that doesn’t have to always be the case. Instead of making it a chore that you just check off your wedding to-do list, you’ve got the power and the foresight to make a day of it. Think of it as a chance to hang out with your groomsmen (a Bachelor Party pregame perhaps), try something new, and come out looking your finest at the end of the day.
10 a.m. Look SharpHaircut and a shave at Peoples Barber 1259 Polk Street, San Francisco, CA, USA
Have your boys meet you at Peoples Barber, located at 1259 Polk Street. (There are three locations, so make sure everyone knows you’re meeting at the one on Polk.) This classic barbershop offers stylish haircuts and old school straight razor shaves for the closest, smoothest shave there is. After getting trimmed, don’t miss out on their hot towel treatment for the full experience. Oh, and did we mention they offer free IPAs during your cut? So go ahead, let the getting buzzed begin!
12 p.m. Chow DownLunch at the Ferry Building Ferry Building, One, San Francisco, CA 94111
Last one out of the barber calls the Uber! Point them in the direction of that tall, pointy building with a massive clock on its front. That’s the Ferry Building—and that’s where you’re going for lunch. The Ferry Building is famous not only for being the place you go to grab a ferry to other locations around the Bay (not just a clever name) but also for its amazing local food offerings. Like San Francisco herself, the Ferry Building offers food from around the world. You’ll find Japanese, Argentine, oysters, classic American, Mexican, and Vietnamese food, to name just a delicious few. Pick a spot to all eat together or send each man out on his own and meet back up at Humphry Slocombe for dessert. Pro tip: Ask for their Secret Breakfast ice cream. It’s made with bourbon and cornflakes.
2 p.m. Get FittedSuit fittings at Indochino 61 Post Street, San Francisco, CA, USA
Next stop: Indochino for your fittings. It’s only a block away so you won’t be able to walk off that lunch. There your expert team will make sure every seam is straight and every shoulder fits perfectly. They’ll explain everything you need to know about fabrics, measurements, and customizations, and give you enough options that you might all have to take a vote on what the team uniform is going to look like. You probably won’t even recognize your groomsmen once your Indochino Style Guide has done their job. Seriously—you thought they looked slick at prom? This is 10x better. Also, score some extra points by testing some pics to the bride.
4 p.m. Ride OnMagic Tour Bus 280 Geary St, San Francisco, CA 94108, USA
For a truly San Francisco experience, book an afternoon tour on the Magic Tour Bus. Led by a “hippie hostess,” this tour takes people back in time to the free love era, complete with bubbles, “psychedelics,” and hippie music. The bus travels through the city to areas that are famous for being part of the hippie movement, like North Beach, the Fillmore, and (of course) Haight Ashbury, and projects images and movies on the windows when you’re going through the less interesting parts of town. Even SF locals will see their city in a whole new light on the Magic Tour Bus.
7 p.m. Drink UpCocktails at LiPo 916 Grant Ave, San Francisco, CA 94108, USA
After that trip through time, you’re probably all feeling a little thirsty. Head into Chinatown to Li Po, an old school Chinese dive bar that’s been around since 1937. The bar claims to have invented the Chinese Mai Tai and brags that Anthony Bourdain stopped there for an episode of The Layover. Watch their appropriately surly bartenders whip up one of their signature boozy frozen drinks or grab a local beer if sweet isn’t your thing. Either way, Li Po is a classic that shouldn’t be missed.
9 p.m. Close The TownDinner at Mister Jiu’s 28 Waverly Place, San Francisco, CA 94108, USA
While Chinatown is packed with delicious greasy spoons, why not cap off the day with something fancy? Mister Jiu’s is a Michelin-starred restaurant that combines flavors from owner Brandon Jew’s own Cantonese-San Franciscan childhood with high-end California ingredients and sensibilities. It’s also best enjoyed family-style, making it the perfect place to cap off the day with your squad. This place is popular, so be sure to make a reservation. Also, one note: They’re not open on Mondays and Sundays.