Top Pittsburgh Cultural Tours

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!

Discover a mix of must-see sights and in-the-know local’s favorites during this guided, small-group bike tour of Pittsburgh. Listen to in-depth information and riveting stories as you traverse the city, covering public art projects, bustling squares, and iconic skylines, leaving the beaten track behind. Highlights include Point State Park, Mellon Square, and the Strip District.

Enjoy a private introduction to downtown Pittsburgh on this guided tour in and around the ‘Steel City.’ Begin with a trip to the top of Mount Washington via the iconic Duquesne Incline for a stellar, bird’s-eye view of Pittsburgh and the surrounding area. Then explore the popular North Shore, home to football’s Steelers, baseball’s Pirates and a variety of entertainment venues. Finally, cross the Allegany River toward downtown to see Pittsburgh’s Cultural District as well as the neighborhood of Oakland, home to the University of Pittsburgh. Hotel pickup and drop-off included.

See the Steel City from a segway during this unique tour of Pittsburgh. Zoom around on two wheels while learning about the history of the city. Great for small or large groups, this narrated tour passes by popular sites like PNC Park, Market Square, and across the Roberto Clemente Bridge. You’ll even take a short training course prior to the tour to learn how to ride safely.

Our tour for sports fans! Welcome to the City of Champions! Six Super Bowl Rings, 5 World Series Pennants, and 5 Stanley Cups are just part of the history of Pittsburgh Sports. On this tour, you’ll visit the sites that tell the stories of the icons and iconic events that have made die hard fans of locals and others across the country, and the world. You’ll learn fascinating and unique histories of team names and uniforms, crazy traditions of Pierogis Races, Terrible Towels, the glory days of the Negro Leagues, and Pittsburgh’s role in furthering player safety. Along the way, we will also see some notable landmarks that help tell the story of this city that grew from a frontier outpost to one responsible for creating the infrastructure of the United States in the mid 19th century, and heralding today’s achievements in AI, robotics, and biomedical research.

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.

See the historic districts and breweries surrounding Steel City during this small-group bicycle tour of Pittsburgh. Ride alongside a local guide as you discover watering holes in Lawrenceville, the Strip District, Millvale, and Deutschtown. Drink various beer samples from local breweries while learning about the history of these neighborhoods. Bring your own bike or use the bicycle and helmet provided.

Our evening tour in the summer! It’s our alternative Best of the Burgh Tour around Pittsburgh’s Golden Triangle during the golden hour when the sun sets! Beat the summer heat, grab your camera and explore the city for those fabulous photos. We set out along the river walks and out onto our iconic bridges to find the best views of Downtown, the North Shore and the Point, and the three rivers that frame it all up. (All these are areas our Best of the Burgh Tour does not cover.) Along the way, discover some stunning public art, the fascinating history and lore of Pittsburgh and its beautiful rivers. Important note: We cannot control the timing of the sunset and cannot guarantee the cooperation of the weather in setting up those perfect pictures. But we will do our best. :-) – 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 and dogs are welcome as well!

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.

Just about an hour's drive from Pittsburgh is an American architectural icon: Frank Lloyd Wright's Fallingwater. On this architecture tour from Pittsburgh, enjoy convenient travel to this impressive 20th century home, spanning a waterfall in Pennsylvania's Allegheny Mountains. After a ride by private vehicle, with commentary from your guide, tour the site (tickets at your own expense and booking), and enjoy views of Ohiopyle Falls on your return trip.

Lots of walking tours help you uncover historic Pittsburgh’s storied past, but few let you wander through one of the city’s most vibrant neighborhoods while sampling a range of craft beers. On this half-day small-group tour, head to the Lawrenceville district and explore several local breweries for behind-the-scenes insights and a taste of many different hoppy beverages.

Fallingwater and Kentuck Knob, two of Frank Lloyd Wright's most renowned architectural masterpieces, are both a must-see while in Pennsylvania. But getting there without your own transportation is tricky. This private guided tour takes you both and includes comprehensive insight into Fallingwater so that you don't need to pay extra for a tour.

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.