Walking Tours in Pittsburgh

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Downtown Pittsburgh Hidden Gems Food Tour with 5 Food TastingsFrom USD 98
4.8 3 h

Downtown Pittsburgh Hidden Gems Food Tour with 5 Food Tastings

Your Steel City adventure starts where the city itself began: Point State Park, at the tip of the Golden Triangle, where the Monongahela and Allegheny Rivers meet to form the Ohio. From there we wander into Downtown Pittsburgh, past glass skyscrapers rising beside century-old facades, into the Cultural District, once industrial and now alive with theaters and galleries, hearing the story behind the Three Sisters bridges along the way. Hunger sets in fast. We start with the city's most famous sandwich, piled high with all the fixings, and pierogies, the local favorite. Later, a Greek sampler from a Mediterranean spot with over 45 years of history, once known for feeding pier workers and the Kennedy family. We close with a thumbprint cookie, a classic Pittsburgh treat and a true must have for locals, and our Secret Dish, revealed only when it lands on your plate.

Black & Ghost TourFrom USD 33
4.8 2 h

Black & Ghost Tour

Join us on this walking history tour with a spooky twist! Experience the spookiest of Pittsburgh’s Downtown! Get to see outstanding historic landmarks (often beautifully lit up in the darker and colder months) during the quiet evening hours and learn about their history and which spirits lurk in them. Ready to get chills and be scared by some obscure ghost stories? - ***Please note: This is NOT a haunted house tour, but rather a tour focusing on true-life ghost stories from Pittsburgh's past and present!*** - Our tour guides are locals who truly love their city, they are very knowledgeable and willing to go the extra mile for you if you are particularly interested in something. Children under the age of 6 and doggies are welcome with advance notice and proper supervision.

Best of the Burgh Walking Tour of PittsburghFrom USD 33
4.9 2 h

Best of the Burgh Walking Tour of Pittsburgh

Join us in this urban adventure where we'll show you some memorable sites, accompanied by a great narrative that will give you a profound understanding of this city. Learn all about the outstanding architecture, fascinating history, the lives of former titans of industry as well as fun hidden public art pieces of the Steel City. Get to see the main sites but also discover gems off the beaten paths. - Our tour guides are locals who truly love their city, they are very knowledgeable and willing to go the extra mile for you if you are particularly interested in something. Groups are kept small to provide a personal experience. Kids and dogs are welcome as well!

Pittsburgh Sweet Treats Food Tour: Donuts, Pastries, & MoreFrom USD 70
5.0 2 h

Pittsburgh Sweet Treats Food Tour: Donuts, Pastries, & More

Explore Pittsburgh's rich history while tasting a delightful selection of sweet treats including almond torte donuts, French pastries, and Turkish baklava. The adventure kicks off at the historic Omni William Penn Hotel, where you’ll learn about its legacy before strolling through downtown's landmarks. Along the way, enjoy freshly brewed coffee at a century-old coffee shop and discover the city's transformation from a frontier town to an industrial hub. This tour promises a unique blend of culture, architecture, and delicious flavors, making it perfect for food lovers and history enthusiasts alike. - Sample a variety of local and international sweet treats - Visit iconic sites like the Omni William Penn Hotel and Market Square - Enjoy fresh coffee from a historic family-owned cafe - Discover Pittsburgh's fascinating history with an expert guide

Whiskey Rebellion & Prohibition TourFrom USD 49
4.9 2 h 30 min

Whiskey Rebellion & Prohibition Tour

Our cocktail tour! From the mill to the still, whiskey has been a cornerstone in Pittsburgh's history. Come downtown for our whiskey tour where you will discover how whiskey has fueled political, labor and social movements throughout the region. Begin and end your tour in style with a Prohibition cocktail at the Ritual House and an Old Fashioned at the Rebel Room. As we walk the streets of Downtown, along iconic architecture, you'll learn about the violent Whiskey Rebellion in Pittsburgh, hidden former (as well as existing!) speakeasies around the city, and how Prohibition affected the region. **Please note: This is NOT a bar crawl but a whiskey history tour that includes two handcrafted cocktails. This event is 21+ only, no minors please. ***For private/custom tour requests: please contact us.

Echoes from the Iron Forge: Pittsburgh Phantoms Ghost TourFrom USD 26
4.5 1 h

Echoes from the Iron Forge: Pittsburgh Phantoms Ghost Tour

Step into the shadowy streets of Pittsburgh with our walking ghost tour, where history meets haunting! Led by a seasoned local guide who excels in haunted history and storytelling, this tour will lead you to the city’s most iconic and eerie locations. As you wander through the historic district, you’ll hear spine-chilling tales of spectral residents haunting the Pittsburgh Playhouse, ghostly apparitions at the University of Pittsburgh, and unsettling stories from the Old Allegheny Jail Museum. This isn’t just a ghost tour; it’s a deep dive into Pittsburgh’s gritty past and its eerie legacy. Traverse a mile of haunted ground, where each stop reveals the darker side of the Steel City. The tales are well-researched and gripping, providing a mix of supernatural thrills and historical insight. While we can’t enter private buildings, the haunted atmosphere will captivate you with every step. Get ready for a night of spine-tingling stories and a closer look at Pittsburgh’s mysterious past!

Wigle Whiskey Rebellion Distillery TourFrom USD 22
4.7 1 h

Wigle Whiskey Rebellion Distillery Tour

Pittsburgh was the birthplace of American Whiskey! Landmark Distillery, Wigle Whiskey, re-ignited Pittsburgh's whiskey tradition. A twice nominated James Beard Semi-Finalist and 7 years as the most awarded craft whiskey distillery in the country by the American Craft Spirits Association, visiting Wigle is a Must-Do in Pittsburgh. Join the Distillery team Saturdays for a tour and tasting. They'll walk you through how they start with local grain to produce their award winning Rye and Bourbon Whiskey, Gin, Rum and other spirits. Throughout the tour they'll regale you with the true tale of the Pittsburgh’s Whiskey Rebellion, one of the country’s quirkiest and most pivotal events. The tour includes an explanation of our distillation process, a history of the Whiskey Rebellion told through the eyes of their namesake Philip Wigle, and a seated tasting of straight spirits. The total length of the tour is 1 hour and is limited in size to ensure a fun experience for everyone.

Pittsburgh's Downtown Smartphone Guided Audio Walking TourFrom USD 10
4.0 1 h

Pittsburgh's Downtown Smartphone Guided Audio Walking Tour

Pittsburgh is known for its rich industrial history, vibrant arts scene, and its transformation from a steel powerhouse to a hub for healthcare, education, and technology. The tour will take you from the August Wilson African American Cultural Center—a beacon of art and heritage in the heart of the Cultural District—all the way to the iconic Point State Park Fountain, where the city’s three rivers come together. Go at your own pace, anytime. The tour is GPS/location aware and plays as you walk.

Beers in the Burgh: Pittsburgh Brewery WalkFrom USD 69
4.9 3 h

Beers in the Burgh: Pittsburgh Brewery Walk

This is a great tour to make friends! Meet other beer lovers on this brewery tour while sampling a variety of locally crafted brews. Stroll through one of the most vibrant neighborhoods of Pittsburgh and learn all about the history of beer making in Pittsburgh and Western PA. Get to know the makers behind these craft beers and dive deep into the past and present of Lawrenceville - all while walking past some of its main landmarks and cultural highlights. Your tour will come with some great discoveries of local businesses as well as cool street art. Join our fun groups and have a wholehearted toast with some new friends! You will love our guide, too, he is a true beer enthusiast! *For private/custom tour requests: please contact us.

Pittsburgh Panorama: A Private Journey Through Iconic LandscapesFrom USD 349
5.0 2 h

Pittsburgh Panorama: A Private Journey Through Iconic Landscapes

Skip the crowds—this private tour is for your group only! Pittsburgh Panorama: A Journey Through Iconic Landscapes isn’t just a walk—it’s an immersive adventure through the city’s vibrant heart. Stroll past soaring skyscrapers and Art Deco gems, each echoing Pittsburgh’s spirit of innovation and ambition. Dive into cultural hubs celebrating art and history, and find peace in serene urban gardens tucked away from the downtown buzz. This curated experience transforms you into an explorer, revealing the city’s hidden jewels and diverse stories. Perfect for both first-time visitors and seasoned travelers, the tour offers a fresh, intimate perspective on Pittsburgh’s most iconic and lesser-known landmarks. Let every step spark curiosity, connection, and unforgettable discovery.

Walking Tours in Pittsburgh | Family City Life | Family City Life