Pittsburgh Guided and Self-Guided Sightseeing Tours

The Gateway Clipper Fleet offers dozens of different types of cruises including brunch, lunch, dinner, dance, specialty entertainment, one-day vacations, private charters, stadium shuttles, sightseeing cruises and much more! Enjoy the beautiful sights of the Three Rivers of Pittsburgh aboard these restored riverboats. Sports shuttle service to Pirates and Steelers games is available from the Station Square dock on game days.

The PHLF offers a number of inexpensive, guided walking tours of Pittsburgh, including a 90-minute tour of the heart of Downtown Pittsburgh, including more than 25 architectural landmarks, spectacular interiors, and significant urban spaces.​

Guides to five free self-guided walking tours of downtown Pittsburgh are available for download from the Pittsburgh History & Landmarks Foundation. The free tours include Grant Street, the Market Square area, Penn-Liberty, Fourth Avenue, and Pittsburgh Bridges & River Shores. You can also visit the Old Allegheny County Jail Museum on Mondays (February - October) between 11:30 a.m. and 1:00 p.m. where you will generally find a PHLF docent on hand.

Experience Pittsburgh aboard a vintage 1920's style trolley with this fully guided 2-hour tour. The Molly's Trolleys sightseeing tour departs from Station Square and travels to popular areas of Pittsburgh including Downtown, the North Shore, Strip District, Oakland and the South Side where you'll learn about everything Pittsburgh from culture to Ketchup. It also includes a behind the scenes tour and a ride on the historic Duquesne Incline.

Ride aboard a colorfully restored WWII amphibious landing vehicle for a quacking good time on this land and water tour. A one-hour narrative takes you on a tour of the downtown streets of Pittsburgh and then 'splashes' down the Allegheny River for a fantastic view of the Golden Triangle. Tours depart daily from Station Square, April 1 through October 31, and weekends only in November. Wheelchair accessible.

Segway in Paradise offers three daily tours of downtown Pittsburgh, and 5 tours a day on weekends during June, July, and August. The two-hour tour is an 8-mile glide through downtown, stopping at popular sites throughout the city. Segways are easy to ride. Available only for ages 14 and up.

This free, downloadable guidebook from the Greater Pittsburgh Arts Council includes tours of three Downtown neighborhoods, plus the North Shore and the Northside, featuring remarkable artworks by locally, nationally, and internationally recognized artists. The tour includes photographs and descriptions of over 100 works of art, as well as notes about select buildings, landscapes, and bridges. Each tour takes 80 - 120 minutes. Visit the website to download the entire tour book, or each neighborhood separately.

The Pittsburgh Tour Company's Double Decker bus tour offers a fun hop on/hop off tour option in historic red Double Decker Tour Buses from London. The guided tour of Pittsburgh showcases some of Pittsburgh's favorite areas for shopping, live entertainment, stadiums, museums, restaurants, bars ​and architecture. If one of the tour's twenty-one places/stops sounds like something you might want to further explore, then hop off and explore on foot at your leisure. When you're done hop back on the next double-decker bus to come by and resume your tour.