Make it a Weekend: A Pittsburgh Black-Owned Itinerary

Make it a Weekend: A Pittsburgh Black-Owned Itinerary

Support Black-owned Businesses, Explore Historic Neighborhoods and Celebrate Black Art

Whether you're in town for Juneteenth celebrations, Black Music Festival or Only in Pittsburgh events, it can be tough to fit in everything. That's why we developed this three-day itinerary with a huge focus on Black-owned businesses, walks through historic neighborhoods and other things to do which celebrate Black artists, athletes and more.

Please note, there are dozens of Black-owned businesses to support in Pittsburgh, and this itinerary features just a few. Feel free to modify any part of this itinerary to add restaurants, shopping and stops that better fit your likes and activity level.

Day One: Waffles, Writers and Walters

Breakfast

Roll out of bed and enjoy a sweet breakfast Downtown at Waffles, INCaffeinated. Conveniently located near many hotels, this restaurant opens at 8 a.m. Vegan options available as well as gluten, dairy and soy-free waffles.

Morning

Explore Pittsburgh’s newest permanent cultural exhibit, August Wilson: The Writer’s Landscape, at the August Wilson African American Cultural Center. This immersive exhibition, dedicated to the life and works of Pulitzer Prize-winning playwright August Wilson, just opened in April 2022. While the exhibit is free, visitors must request a timed ticket.

View this post on Instagram
A post shared by August Wilson AA Cultural Cntr (@augustwilsonculturalcenter)
Lunch

Snag the lunch special from Black-owned 2 Sisters 2 Sons in Sharpsburg for an authentic taste of Caribbean and Jamaican cuisine. Generous portions of your pick of curry, brown stew or jerk chicken/tofu comes with one side. Adding on the fried plantains is a must.

View this post on Instagram
A post shared by 2sisters2sons (@2sisters2sons)
Afternoon

From your lunch spot, it’s just a short walk to James Sharp Landing for the best way to see Pittsburgh – via kayak. Rent from Venture Outdoors (reservations must be made in advance) and see the city via the majestic Allegheny River, or rent fishing equipment for a more relaxed afternoon.

Dinner

Black-owned Walters Southern Kitchen has one of the coolest vibes in the Lawrenceville neighborhood. Dine outdoors on picnic tables in a bustling part of the city as you enjoy finger-licking BBQ brisket, candied bacon and smoked wings.

View this post on Instagram
A post shared by Walter's BBQ Southern Kitchen (@walters_pgh)
Evening

Ready for a nightcap? Explore historic Lawrenceville for some of the trendiest spots in the city, including:

Day Two: Clemente, Cafés and the Clipper

Breakfast

Take public transit to the historic Homewood neighborhood and fuel up at Black-owned Everyday Café, including their fresh-made scones, paired with local coffee.

Morning

While in Homewood, begin a self-guided Artwalk, an arts & culture tour which boasts Black pride and excellence through murals, installations and cultural landmarks.

View this post on Instagram
A post shared by Camerin “Camo” Nesbit🦋 (@camocustomz)
Lunch

Your Artwalk ends just in time for lunch one block away at Black-owned Showcase BBQ for ribs, wings and their famous sauce.

Afternoon

Even if you’re not a sports fan, The Clemente Museum will leave you inspired by Roberto Clemente and how he overcame racial and language barriers to become one of the greatest ballplayers of all time. Timed tickets are required, so be sure to book this tour in advance.

View this post on Instagram
A post shared by The Clemente Museum (@theclementemuseum)
Dinner

Con Alma is one of Downtown's musts. Named one of Esquire Magazine's Best 27 Bars in America in 2021, enjoy live jazz, a Latin-inspired menu and prohibition-era cocktails with soul. Reservations highly recommended

Evening

Walk off your dinner to the Gateway Clipper for a Three Rivers Sightseeing Cruise & Tour at 8 p.m. to see the beauty of the city at sunset from a grand riverboat. Advanced tickets required

Day Three:  Biking, Burgers and Bridges

Breakfast

After two days of great food and drink, you might need a cleanse. Start today at Black-owned Live Fresh for cold-pressed juices, acaí bowls, smoothies and more.

Morning

Immerse yourself in the exhibit From Slavery to Freedom at the Senator John Heinz History Center with a recreated slave ship, interactive exhibits and original artifacts exploring 250 years of African American history and the quest for human rights in Pittsburgh. 

View this post on Instagram
A post shared by Heinz History Center (@historycenter)
Lunch

Dine and learn about Pittsburgh's happening South Side neighborhood on the go during the popular ‘Burgh Bits & Bites Food Tour. This walking tour is loaded with fantastic food at each stop as you explore the “Great American Main Street” of Pittsburgh. Advanced tickets required

Afternoon

Rent a bike from a POGOH station in the South Side and hop on the Three Rivers Heritage Trail for an afternoon ride. We recommend riding over the Smithfield Street bridge, riding through scenic Point Park, then over the Fort Duquesne Bridge to see PNC Park and Acrisure Stadium.

Dinner

Your bike ride ends back in the South Side at Black-owned Back to the Foodture, home to inspired burger and hot dog creations like the sweetie pie, a burger piled high with mozzarella, sweet potato fries and maple bacon sauce served on a pretzel bun.

View this post on Instagram
A post shared by BACK TO THE FOODTURE (@back2thefoodture)
Evening

Looking for more great views of the city? After dinner, finish your trip to Pittsburgh with a walk to the Monongahela Incline. Ride to the top of Mt. Washington, where you can bask in the beauty of the city from spectacular lookout platforms.