Top Pittsburgh Private Sightseeing 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.

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.

The longest running private luxury boat tour in Pittsburgh that won't break your pocketbook. In business since 2008. You may also bring your own food, drink and music aboard. Our captains are very knowledgeable of the city and give an in depth tour of the city s highlights or you can just sit back cruise with your own bt music and enjoy the sights. We also allow BYOB and food onboard. We are great for couples on a romantic sunset cruise to a family friendly tour or just a friend get together to show off the city.

Skip the crowds—this private tour is for your group only! Pittsburgh Panorama: A Journey Through Iconic Landscapes isn’t just a walk—it’s an immersive adventure through the city’s vibrant heart. Stroll past soaring skyscrapers and Art Deco gems, each echoing Pittsburgh’s spirit of innovation and ambition. Dive into cultural hubs celebrating art and history, and find peace in serene urban gardens tucked away from the downtown buzz. This curated experience transforms you into an explorer, revealing the city’s hidden jewels and diverse stories. Perfect for both first-time visitors and seasoned travelers, the tour offers a fresh, intimate perspective on Pittsburgh’s most iconic and lesser-known landmarks. Let every step spark curiosity, connection, and unforgettable discovery.

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.

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.

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 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.

A famous travel blogger has been found dead during a ghost tour in Pittsburgh's Oakland neighborhood. The police have no leads. Can you crack the case? You'll gather clues and interrogate suspects across the cultural heart of Pittsburgh. Follow cryptic evidence from Forbes Avenue through the grand streets surrounding the Carnegie Museums, piecing together alibis and motives as the mystery deepens with every stop. Your investigation takes you past the Carnegie Museums of Pittsburgh, along tree-lined Bigelow Boulevard, through the university district on Bayard Street, and down historic Craig Street. You'll uncover hidden corners, striking architecture, and stories woven into this vibrant neighborhood. The adventure is entirely self-guided. Start anytime, pause whenever you like, and play at your own pace. Perfect for curious explorers, date nights, or anyone who loves a good whodunit. The case is yours to crack.