Top 7 luxury & private things to do in Pittsburgh

1. Private vacation photoshoot in Pittsburgh

A two-hour private session with a local photographer capturing candid memories at iconic spots throughout Pittsburgh.

2. Private food tour in Downtown Pittsburgh

Two hours of walking through Downtown Pittsburgh — sample local favourites and iconic dishes, guided by an expert on the city’s culinary landscape.

3. Private 2-hour boat cruise on Pittsburgh's rivers

Two hours on a 34-foot cruiser yacht for up to six passengers, options include sightseeing narration, BYOB food and drink, or sunset views over the city.

“This experience was fantastic! Captain Bob was friendly and incredibly knowledgeable about Pittsburgh. My husband and I, lifelong residents of the Greater Pittsburgh area, learned a great deal. Observing the city from all three rivers was truly remarkable. I gifted this to my husband for his birthday, and it couldn't have been a better choice. We would gladly do it again and highly recommend it to others.”— Michelle_G

4. Private walking tour of Pittsburgh's iconic landscapes

Two to three hours of private walking through Pittsburgh, focusing on historic architecture, cultural sites, and urban gardens, tailored to your group's interests.

“I had a great time on the tour with Todd. He shared a lot of historical information throughout, which was well integrated into the walk. The time flew by. He was both friendly and professional.”— Enrique_S

5. Guided brewery tour in Pittsburgh

Three and a half hours visiting three top breweries with an expert guide — behind-the-scenes access, curated beer tastings, and a snack included.

“This was an informative and enjoyable experience. It was an excellent way to explore different parts of the city, and the beer was fantastic. I would definitely do it again.”— Jennifer_F

6. Whiskey history tour in Pittsburgh with cocktails

Two hours walking tour through Downtown Pittsburgh, featuring the origins of whiskey in politics and two crafted cocktails at local bars.

“John was an excellent tour guide, and our group had an amazing experience. We truly appreciated the rich history and stunning architecture of the city.”— Daniel_D

7. Pittsburgh Phantoms ghost tour — a walking tour of haunted history

Two-hour guided walking tour through Pittsburgh’s historic district — hear spine-chilling tales at notable sites like the Pittsburgh Playhouse and Old Allegheny Jail Museum.

“I just returned from the Pittsburgh Phantoms ghost tour at the Iron Forge, and it was incredible. Our guide, Shay, was both friendly and well-informed, sharing spooky tales with a touch of humor. I highly recommend this experience to anyone curious about Pittsburgh's haunted locations.”— R1943LSjohnk