Top Pittsburgh Historical Tours

Discover a mix of must-see sights and under-the-radar locations during this guided, small-group walking tour of Pittsburgh. Learn the fascinating history of Pennsylvania's dynamic Steel City as you cover stops like fortress-filled Point State Park, historic Duquesne Club, the art-covered alleyways of Strawberry Way, and downtown Mellon Square.

Discover Pittsburgh's historic landmarks—with a spooky twist. During this small-group, history-themed ghost tour, you'll explore the city by night listening to quirky and scary stories along the way. Highlights covered include Grant Street's parade route, Hollywood history at Allegheny County Juvenile Court, and the ghost of the Frick Building.

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.

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.

Explore Pittsburgh in a flexible, comprehensive way on a hop-on hop-off bus tour. Cover 21 stops that include all of the city's highlights, stepping off the bus to explore further on your own whenever you like. Listen to commentary on board the bus that addresses the architecture, history, art, and culture of Pittsburgh.

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.

Our walk is more than simply a food tour; it's an immersive look into the district's transformation, highlighted by a gorgeous mural that perfectly embodies the energy and resiliency of the local community. See how a neighborhood has developed into a vibrant, multifaceted hub of culture and cuisine. This food tour is an exploration into the essence of what makes the Strip District a rich source of culture, history, and cuisine rather than just a trip around the neighborhood. Come along on this incredible journey where every meal and every step reveals something new and delightful.

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.

Journey back in time to the days prior to European settlement of Western Pennsylvania. This self-guided audio guide takes you on a driving tour from Pittsburg, at the forts built at the Forks of the Ohio, to Logstown, the original Wild West town, and introduces you to the people that shaped the region's history.

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.

Tick off Pittsburgh’s top attractions from the top of an open-air, double-decker bus during this sightseeing tour. Pass by over two dozen sights, from bustling, bar-filled South Side and the trendy Strip District to the Andy Warhol Museum and the National Aviary. Listen to live commentary on the history of the city along the way.

This bike tour will lead you through some authentic Pittsburgh neighborhoods off the tourist paths. On this 8 mile bike ride, we will show you some cool art and community projects, while riding through more and less developed areas of our Steel City. Come and get nebby with us (as we say here in Pittsburgh)!

Our smartphone-guided tour brings the facts and stories behind Pittsburgh to life because we've taken the same stops and sights we share with our friends and families when they come to town and created an interactive web-based tour for you! Read the stories behind the city, answer questions to reveal fun facts, and experience what makes this city incredible! Purchase your tour and then navigate to our website to enter your access code and launch the tour. You can either start immediately or create an account and come back when you are ready to explore. Please note that you and your group read the tour aloud to one another - there is no audio functionality at this time.

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

The Steel City is your playground for this unique outdoor exploration game. Taking the fun challenge of an escape game and combining it with a scavenger hunt, you’ll roam around the city with your phone scouring for clues. Each clue you uncover unlocks a piece of a story, a tale charting your symbolic process as a tired butterfly awakening from chrysalis. The explorative game will take you to landmarks like the Strip District and Heinz Hall.

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!

Our most fun walk! Journey off the beaten path with us and discover hidden art that is tucked away in our downtown nooks, crannies, and alleys. Our expert guides will dive into the history of the city’s Cultural District that is filled with historic theaters and beautiful plazas, and learn about the famous artists, actors, and musicians from our beloved city. You’ll also see the best of Pittsburgh’s public art: captivating sculptures, light installations, and colorful murals. This is a great tour for photo-ops, and is a wonderful way for families with children to see and interact with the city. 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!

“Love in the City: Pittsburgh’s Enchanting Romantic Walk” invites you to become the hero of your own love story. This walking tour is an intimate journey through the heart of Pittsburgh, where each step uncovers the city’s romantic soul. Wander hand-in-hand through verdant parks, explore historic landmarks steeped in tales of yesteryear, and immerse yourselves in the magical ambiance of urban gardens and lively squares. This tour is not just about seeing the sights; it’s about creating moments that turn into lasting memories. Whether sharing a quiet moment by a majestic fountain or enjoying the lively atmosphere of Market Square, every experience is designed to deepen your connection and ignite your romance. Join us on this enchanting walk, and let Pittsburgh’s unique blend of history, nature, and urban elegance add a special spark to your romantic adventure. Rediscover love in the city where every corner promises beauty and togetherness.

Pittsburgh isn't always the first city that comes to mind when you think of "tour-worthy", but this tour is here to prove those thoughts wrong! On this "Pittsburgh 101" tour, your knowledgeable (and local) tour guide will take you to some of Steel City's iconic location, where you'll learn the history and interesting facts. Don't forget to stop in to Primanti Bros. after the tour for a bite to eat!

“Pittsburgh Panorama: A Journey Through Iconic Landscapes” is not just a walking tour; it’s an odyssey that transforms you into an explorer of the city’s heart and soul. Traverse the streets of Pittsburgh and discover a tapestry of architectural marvels, from soaring skyscrapers to Art Deco gems, each telling a story of innovation and ambition. Immerse yourself in cultural richness at centers celebrating art and history, offering a glimpse into the diverse fabric of the city. Find tranquility in lush urban gardens, a delightful contrast to the bustling downtown. This journey is designed to make you the hero of your adventure, uncovering Pittsburgh’s hidden jewels. Whether you’re a first-time visitor or a seasoned traveler, this tour offers a fresh perspective on the city’s landmarks, inviting you to marvel, learn, and connect with the spirit of Pittsburgh. Join us, and let the city’s panorama unfold before you, turning every step into a memorable discovery.

Another Insider Tour! Expand your knowledge of Pittsburgh beyond Downtown and immerse yourself into this second urban center with us. Learn about the historical importance of Oakland as a "city beautiful" with its remarkable buildings and dominating structures. They are now the core of the big museum complex of the Carnegie Museums, the University of Pittsburgh and the prestigious Carnegie-Mellon-University. We will explore majestic relics of the former heyday of this area. The heritage of important Pittsburgh figures will be our focus while walking down side streets along fabulous mansions and beautiful churches. - 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!

Embark on “Christmas Sparkle: A Festive Journey Through Pittsburgh,” a tour where you become the hero of your holiday story. This Christmas journey is more than a tour; it’s an enchanting exploration of Pittsburgh’s most festive sights. Stroll through twinkling market squares, be dazzled by the grandeur of beautifully decorated landmarks, and feel the warmth of the holiday spirit in every step. From breathtaking Christmas trees to serene winter park landscapes, each destination on this tour promises to fill your heart with the joy and magic of the season. Whether capturing memories in front of stunning light displays or enjoying the festive ambiance of cultural performances, this tour transforms your holiday experience into a cherished family tradition. Join us for this joyous adventure, and let the holiday cheer of Pittsburgh turn your Christmas into a memorable celebration of wonder and joy. Rediscover the magic of Christmas in the heart of the city with us!

Join us on “Pittsburgh’s Family Treasures: An Urban Exploring Adventure,” a journey to turn every family into city explorers and memory makers. This isn’t just a walking tour; it’s a voyage through Pittsburgh’s most captivating attractions, where each step brings a discovery. From the colorful realms of pop art to the historic grounds of iconic landmarks, this tour is a mosaic of experiences that cater to all ages. As you wander through the city’s vibrant squares, lush parks, and awe-inspiring architectural wonders, your family will bond over shared adventures and create stories to tell for years. This tour offers the sights and spirit of Pittsburgh, turning every moment into an opportunity for fun, learning, and togetherness. Embark on this family-friendly escapade where each member, from the youngest to the oldest, becomes a hero in their urban adventure. Rediscover the joy of exploring together with us in the heart of Pittsburgh.