Top Pittsburgh Private and Luxury

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!

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.

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

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.

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)!

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.

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.

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.

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.

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.

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.

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.

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.

Celebrate the season in one of America's most festive holiday cities. This walking tour takes you through downtown Pittsburgh's twinkling lights, decorated landmarks and iconic Christmas displays while you taste your way through local favorites. Enjoy a seasonal donut from Prantl's, home of the famous Burnt Almond Torte, a French abricotine at La Gourmandine, a warming peppermint mocha at Nicholas Coffee and pistachio baklava at Sultan. Along the way, your guide shares stories of Pittsburgh's holiday traditions, its steel town past and the historic buildings that light up downtown each December. We also keep one sweet surprise stop a secret until you get there. Perfect for families, friends and anyone who loves the holidays.

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

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.

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.

This private architecture and culture tour lets you build the perfect downtown Pittsburgh experience. Start at the riverfront convention center and choose the landmarks that interest you most along a carefully planned walking route. Discover cultural institutions that celebrate artistic achievement and explore skyscrapers that shaped the city's identity. Admire Art Deco masterpieces and elegant historic hotels while learning how Pittsburgh evolved from an industrial powerhouse into a modern urban destination. Relax in a landmark public square or continue toward the city's historic marketplace where local stories come to life. A licensed private guide provides engaging commentary throughout the experience while the flexible format allows you to focus on the places that matter most. Itinerary order and stop durations may vary based on traveler preferences and operating conditions.

Skip the crowds and taste Pittsburgh on your own terms. This private food tour is just for your group, with a guide dedicated entirely to you, setting the pace and digging deeper into the stories and stops that matter most to you. Start with the city's most famous sandwich, piled high with all the fixings, and pierogies, the local favorite. Then a Greek sampler from a Mediterranean spot with over 45 years of history, once known for feeding pier workers and the Kennedy family. Along the way, wander through Point State Park, where the Monongahela and Allegheny Rivers meet to form the Ohio, and the Cultural District, once industrial and now alive with theaters, galleries, and the Three Sisters bridges. Close with a thumbprint cookie, a classic Pittsburgh treat and a true must have for locals, and our Secret Dish, revealed only when it lands on your plate.

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