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.

For those travelers who want to delve into the industrial history of Pittsburgh, this private tour offers a much deeper experience than you'll get on a typical sightseeing experience. In the company of your guide, the proud grandson of one of the leaders of the Amalgamated Association of Iron and Steelworkers, you'll visit such landmarks as the Bryce-Mesta Mansion Homestead, the 1892 Battle of Homestead Site and Braddock while learning all about Pittsburgh's Steel Valley.

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!

Whiskey fanatics visiting Pittsburgh can look no further than this guided tasting tour showcasing the history of this famed American spirit. As you explore Downtown Pittsburgh, you hear about whiskey's role in the city's politics and social movements, learn about prohibition, and sample one of the oldest American whiskeys. With whiskey tastings and discount cocktails included, this guided outing is a great way to kick off your Saturday.

Experience Pittsburgh through the eyes of a local on a private tour to the city’s top attractions and the hidden gems that most visitors miss. Set the start time and duration of the tour, then relax with provided round-trip transport from your hotel. Enjoy a walking tour of downtown Pittsburgh, visit the old Heinz Factory, discover the hippest neighborhoods, and much more. Then, take the Duquesne Incline up to Mt. Washington for the most impressive view of the city.

Discover a mix of must-see sights and in-the-know local’s favorites during this guided, small-group bike tour of Philadelphia. 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.

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. Don't worry about picking up any ghostly travelers; the entirety of the tour takes place outdoors! Ready to get chills and be scared by some obscure ghost stories? - 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. - ***Please note: This is NOT a haunted house tour but a history tour with a spooky twist!***

While Pittsburgh is commonly known as the "City of Bridges," it also tops the charts in the number of public city steps. ​​With over 800 stairways throughout many of its 90 neighborhoods, these "paper streets" can be a fun place to explore. Join us on a stairway adventure through Troy Hill and Spring Garden.You'll learn about the history of this special form of pedestrian travel and two neighborhoods that played essential roles in the city's early economic development. Comfortable and sturdy shoes are required. Please note that two flights on this tour require participants to climb up ~150 steps, go down two flights of ~100 steps, and occasionally navigate uneven terrain.

Just about an hour's drive from Pittsburgh is an American architectural icon: Frank Lloyd Wright's Fallingwater. On this architecture tour from Downtown Pittsburgh, enjoy convenient travel to this impressive 20th century home, spanning a waterfall in Pennsylvania's Allegheny Mountains. After a ride by private vehicle, tour the sight, and enjoy views of waterfalls on your return trip.

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. The grand finale of the tour will be a big Christmas tree surrounded by an ice rink, and last but not least: The central holiday market in town! - 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)!

Travel to a time before white Europeans "tamed" the wilderness of Western Pennsylvania, when Indians built mounds and walked trails. Be wary, though. It becomes the most dangerous place on Earth. We begin at the forts built at the Forks of the Ohio. We end at Logstown, the original Wild West town. Along the way, we'll be joined by howling wolves and dancing Indians. We'll visit an Indian burial mound that was carried away piece by piece until it is no more. Charles Dickens will reflect on his steamboat trip down the Ohio, and Grandmother will tell us why all the animals left Lenape land. This is a self-guided audio tour. Please download the tour using the VoiceMap app in a wifi zone to enjoy full offline accessibility.

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.

This self-guided GPS audio tour is Part 1 of a 4-part eastbound Pennsylvania Turnpike series that eliminates highway boredom. It tells the incredible prehistoric tales of ancient Indians who once walked this trail, and the compelling historic dramas from the time that the cultures of American Indians and Europeans clashed here. This segment of the tour begins at the Pittsburgh turnpike entrance at Monroeville, ascends into the Allegheny Mountains, and ends atop them at the Somerset Travel Plaza. Your understanding of life here centuries ago will also reach a new plateau, I guarantee that! Together we will learn how to track game; how to find a husband, and what to say if we encounter any Indians -- or even a Bigfoot -- on the trail. We will pass the battlefield that helped seal the fate of Indians in this region. We'll also be near the Flight 93 National Memorial if you wish to stop and make a pilgrimage to honor brave souls. If you enjoy this tour, check out parts 2, 3 and 4!

Together with the professional guide, you will visit the most charming places in the city. You will have a chance to explore the city while hearing fascinating facts and legends. Do you know how many bridges are in Pittsburgh? Pittsburgh is the “City of Bridges”. There are more than 445 bridges. You will be surprised how many stories are hidden in the streets, buildings, and corners of Pittsburgh. Your charming guide will tell you what is special and unique about living in this city. Perfect for those who are visiting the city for the first time and want to get the most of it!

This is a self-drive audio tour that covers the eastbound Pennsylvania Turnpike series and eliminates highway boredom. It tells the incredible prehistoric tales of ancient Indians who once walked this trail, and the compelling historic dramas from the time that the cultures of American Indians and Europeans clashed here. The tour begins at the Pittsburgh turnpike entrance at Monroeville, ascends into the Allegheny Mountains, and ends at the Valley Forge travel plaza. By the time you reach Valley Forge, you will have a new understanding about life and death here centuries ago. That's guaranteed! Along the way, you will learn how to track game; how to find a husband, what to say if we encounter any Indians and how to speak a little Seneca. We will pass the battlefield that helped seal the fate of Indians in this region. You'll hear Indian legends of the Underworld. You learn a bit about the tribal medical practices, and how to use signs of nature to forecast weather. And more...