Top Pittsburgh Cultural Tours

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.

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.

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!

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.

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.

Get into the holiday spirit and enjoy an evening in Downtown Pittsburgh, learning about the history of the city, discovering beautiful squares and pieces of architecture, while getting to see all the festive holiday lights and decorations. Walk past many different and gorgeous Christmas trees, a unique gingerbread house display, a replica of the crèche from Vatican City, the central holiday market, and much more! The grand finale of the tour will be a very fun ice skating rink and Santas from all around the world! - 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 (with advance notice)!

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.

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.

This local, award-winning Burgh Bits and Bites food tour of the Strip District is a behind-the-counter look at a variety of eateries in Pittsburgh's historic market district. Taste iconic Pittsburgh specialties and meet the people who make it all happen. This tour blends local history with the diverse culinary scene. Along the way, enjoy delicious food from around the world, including Italian pastries, Mediterranean and Latin American specialties, European meats, and freshly baked cinnamon bread.

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.

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.

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.

Trace Pittsburgh's metamorphosis from a smoke-choked industrial engine to a modern pioneer of green architecture and adaptive reuse. On this self-guided walking journey along the rivers and through the downtown core, you will discover how rail yards became state parks, corporate glass cathedrals reframed the skyline, and historic produce market terminals and cork factories were transformed into thriving mixed-use hubs for the modern era. - A 5.8 km self-guided tour with 8 stops over 158 min - Ideal for travelers interested in Urbanism, Infrastructure & Innovation and History & Memory - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app

Pittsburgh made steel, but it also mastered the art of holding onto things. Join artist Clara and cultural historian Carlos on an eccentric walking exploration of the city's obsession with accumulation. Starting in the kaleidoscopic salvage garden of Randyland and winding through the dissident street poetry of City of Asylum, the cavernous rooms of the Mattress Factory, Andy Warhol's 610 Time Capsules, and the bustling fish counters of the Strip District, this journey tracks the razor-thin border where discarded refuse transforms into sacred civic memory. - A 4.6 km self-guided tour with 8 stops over 159 min - Ideal for travelers interested in Art, Design & Aesthetics and History & Memory - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app

A Journey Through Iconic Landscapes! Explore Pittsburgh’s stunning skyline, scenic riverfronts, historic landmarks, and picturesque city streets on a memorable private journey. From breathtaking views to charming urban scenery, every stop offers a new perspective on the city’s unique character and vibrant history. Perfect for first-time visitors, photography lovers, and curious explorers, this experience lets you take in Pittsburgh’s highlights at your own pace and capture unforgettable moments along the way. Come

Ascend the spectacular cliffs of Pittsburgh on historic cable cars and learn how the steelworkers of the 19th century mastered the city's extreme topography. This tour highlights the change from the smoky industrial mills on the riverbank to panoramic views on the cliffs and reveals the deep emotional history of Mount Washington. - A 6.9 km self-guided tour with 8 stops in 175 min. - Ideal for travelers interested in urban development, infrastructure & innovation, and sensory & emotional cities Told in an immersive podcast style by experts and locals - Suitable audio content, AI guide, and navigation via the app