Top Pittsburgh Tours, Sightseeing & Cruises

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.

There are lots of tours that help you discover Pittsburgh’s historic downtown neighborhood, but not many keep your belly full of local delicacies and tasty snacks as you explore. On this small-group half-day walking tour, indulge in everything from regional favorites inspired by the city’s working-class roots to modern fusion dishes as you navigate the bustling city streets.

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.

Explore spooky spots around Pittsburgh on a walking tour that brings you to fascinating places you wouldn’t know about on your own, as you listen to historic tales that will leave your spine tingling. Visit a haunted hotel, theater, jail, and more as your local guide shares eerie ghost stories, mysterious tales, and creepy historic details. Stops include the University of Pittsburgh, Frick Building, and Omni William Penn Hotel.

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.

We've turned Pittsburgh Cultural District into an incredible outdoor digital adventure. Your PokemonGo style app will take you to 9 iconic places around Pittsburgh Cultural District . At each location, you will need to solve a puzzle before advancing. It is part Scavenger Hunt and part Escape Room! You can play solo or in a group. Besides completing fun puzzles, you will learn fascinating details about different places like the August Wilson Cultural Center, Heinz Hall and Heinz History Center. You will walk around 1.8 miles as you find clues, solve puzzles and get closer to completing the adventure. You can go at your own pace, but it should take around 60 minutes to complete the adventure. Over 200,000 players have used your app to explore the world. We can't wait for you to play as well!

The Whiskey Rebellion was a bloody conflict in Western Pennsylvania during the 1790s in which the distillers rebelled against the new federal government’s whiskey tax. The Wigle Whiskey Rebellion Distillery Tour brings you to the most awarded craft whiskey distillery in the USA for a night of sipping and stories. You’ll tour the distillery to learn how their spirits are made before listening to the history of the rebellion.

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

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.

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.

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.

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.

Sample up to 12 beers on a 3 and a half group tour of four Pittsburgh breweries. Round trip transportation takes your group from the city center to the first bar. Choose from two start times and enjoy a complimentary pretzel snack with beer pairings. Sample the best beers at Strange Roots, The Couch, Penn Brew, and others. The tour also offers an in depth look at the beer making process.

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)!

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 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.

Pittsburgh's streets hold more than steel and history. They hold secrets. On this downtown ghost tour, an expert local storyteller leads you through the city's most haunted corners, serving up chilling true tales and sweet treats at every turn. Begin at the Omni William Penn Hotel with your first treat as you hear how steel baron Henry Clay Frick still roams the halls. Cross to the Allegheny County Courthouse to hear how a warden's wife helped a condemned killer escape, then meet the Lady in White of the Pittsburgh Playhouse. Stroll past the old Kaufmann's department store, where phantom soldiers still march, and learn how Market Square sheltered freedom seekers on the Underground Railroad. Near the Point, refuel with a taste of local flavor, uncover General Braddock's lost treasure and the British soldiers who still guard the Fort Pitt Blockhouse, and hear the eerie premonitions that foretold Roberto Clemente's fate before ending with one final treat.

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

An immersive clue-solving adventure around Pittsburgh's Deutschtown. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule anytime with no fees. It's a scavenger hunt, escape room, and urban crawl all-in-one. Follow the storyline around town as you find clues and use them to crack codes. Then enter solutions on the app to find out where to go next. Clues can be anywhere - murals, statues, landmarks, and more! Plan on about two hours of playtime, depending on your experience level and how much time you spend exploring along the way. Difficulty level is adjustable - take as many or as few hints as you’d like! Bookings made a week or more in advance receive their kit in the mail. Bookings made less than a week in advance will pick up their kit at the start point on the day of the adventure - exact pickup location is sent after booking.

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.

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Take your sightseeing tour of Pittsburgh to the next level with an exciting city-wide scavenger hunt. All you need is a smartphone and your wit to play this interactive game. Search the city for clues, complete challenges, and take wacky photos to earn points. This 2-hour adventure will walk you through many city sites, though you can use your own transportation if it’s more convenient.

Combine a scavenger hunt with a bar crawl to explore Pittsburgh in a new and interactive way. Download the app to your phone, grab your group and head out to the bars of Pittsburgh. Gain points by completing different photo and video challenges at different bars around town, and compete against other teams to see who will be the bar hunt champion.