Top Pittsburgh Private and Luxury

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.

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!

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? - 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 NOR a pure Ghost Tour but a history tour with a spooky twist!***

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

For people who like Think’n and Drink’n – this is the Ultimate Pour Tour. We are designed to give fascinating information about the area while visiting local wineries, breweries, distilleries, and favorite local drinking holes. Learning the history of the location can be a lot of fun with a nip, sip, snifter, shot, or a wee dram in hand. Sample up to 12 various libations on a 2 hour, 10 block walking tour in Pittsburgh’s Historic Strip District. This tour focuses on hand-crafted Rums, Beers, Whiskeys, and Wine. Meet the brewers, vintners, and business owners / experts. 2 hours (approx.) Mobile ticket Offered in: English by a Local Tour Guide

Our tour for movie buffs! Pittsburgh is known as the city where the three rivers meet - but it also features the convergence of some of the biggest moments in film history, from the earliest days of the moviemaking industry to groundbreaking independent films and big blockbusters. This history owes much to the city’s role as a hub of industry, its unique architecture and geography, and tax incentives that made location shooting in Pittsburgh an appealing prospect for Hollywood. This tour will take you through the historic Downtown and into the famous filming locations from some of your favorite movies! This is your opportunity to walk in the footsteps of zombies and Batman. Come and discover Pittsburgh’s important role in the film industry’s past and present - and get inspired for future movie nights! Flashdancing is optional, but recommended. Our tour guides are locals who truly love their city, very knowledgeable and willing to go the extra mile. Kids and dogs are welcome as well!

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.

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.