Team Outing Pittsburgh
Skip the boardroom, take the team across the three rivers. Stand at the point where the Allegheny meets the Mon, ride the Duquesne Incline up Mount Washington for the skyline, share a Primanti Bros sandwich in the Strip District and toast at a North Side rooftop. A Pittsburgh team day that doubles as a tour of the city.
Stops on this hunt
The geo-tagged checkpoints that anchor this route. You can rearrange, replace or remove any stop after using the template.
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1
Boardroom: Point State Park
Today's boardroom is outdoors. Navigate to Point State Park at the western tip of downtown and check in at the central fountain.
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2
Offsite: Duquesne Incline
Cross the Fort Pitt Bridge to the South Side and check in at the lower station of the Duquesne Incline on Carson Street.
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3
Working lunch: Strip District
Walk or rideshare north along the Allegheny to the Strip District and check in around Penn Avenue between 17th and 22nd Streets.
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4
Offsite: Andy Warhol Museum
Cross the Allegheny to the North Side and check in at the Andy Warhol Museum on Sandusky Street.
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5
Town hall: Market Square
Cross back to downtown and check in at Market Square between Forbes and Fifth Avenue for the team town hall.
Challenges (20)
Pittsburgh team kick-off
The team outing begins! Find a classic Pittsburgh backdrop (a yellow bridge, a riverside cobblestone, a black-and-gold storefront) and take a squad photo with everyone in shot, jumping in the air at the same time. Time the jump well, otherwise the photo does not count.
Boardroom: Point State Park
Today's boardroom is outdoors. Navigate to Point State Park at the western tip of downtown and check in at the central fountain.
Three rivers squad shot
The fountain at Point State Park marks the spot where the Allegheny and Monongahela join to form the Ohio. Take a squad photo with the fountain behind the team and both rivers visible at the edges of the frame.
Trivia: Three rivers
Name the two rivers that meet at the Point and join to form the Ohio River. (One name is enough, separated by a comma if you want both.)
Answers: Allegheny / Monongahela / allegheny / monongahela / Allegheny and Monongahela / Monongahela and Allegheny / Allegheny, Monongahela / Monongahela, Allegheny
Offsite: Duquesne Incline
Cross the Fort Pitt Bridge to the South Side and check in at the lower station of the Duquesne Incline on Carson Street.
Mount Washington skyline shot
Ride (or drive up to) Mount Washington and find the Grandview Avenue overlooks. Take a squad photo with the full Pittsburgh skyline and the rivers spread out behind the team. This is the postcard shot of the city and the cover photo for your offsite recap.
Trivia: Duquesne Incline opened
The Duquesne Incline has been hauling passengers up Mount Washington in its wooden cable cars since the late 19th century. In what year did it first open?
Answer: 1877
Yellow bridge silhouette
Pittsburgh is famously the City of Bridges, and many are painted Aztec Gold. Find a great angle on a yellow bridge (the Smithfield Street, Roberto Clemente or one of the Three Sisters) and take a squad photo with the bridge silhouette filling the frame.
Trivia: Number of bridges
Pittsburgh is sometimes called the City of Bridges for its remarkable bridge count. Roughly how many bridges does the city have (within 20)?
Answers: 446 / 440 / 450 / 430 / 460
Trivia: Named for
Pittsburgh was named in 1758 by Scottish General John Forbes in honour of which British statesman (last name)?
Answers: Pitt / pitt / William Pitt
Working lunch: Strip District
Walk or rideshare north along the Allegheny to the Strip District and check in around Penn Avenue between 17th and 22nd Streets.
Primanti Bros squad lunch
The original Primanti Bros on 18th Street invented the Pittsburgh sandwich: meat, slaw and fries piled inside the bread. Order a round to share, take a squad photo with everyone taking the first bite at the same time, and remember which sandwich the loudest teammate ordered.
Strip District market shop
The Strip is full of family-run shops: Wholey's fish market, Pennsylvania Macaroni Co., Stamoolis Brothers. Step into one and take a squad photo with the team holding a Pittsburgh classic (pierogi, a tin of pasta, a smoked fish).
Offsite: Andy Warhol Museum
Cross the Allegheny to the North Side and check in at the Andy Warhol Museum on Sandusky Street.
Warhol team portrait
The Andy Warhol Museum is dedicated to Pittsburgh's most famous son. Find a pop-art backdrop (the museum facade, the Campbell's soup cans, the Marilyn prints inside) and take a squad photo where the team strikes a Warhol-style deadpan pose. This is the photo for the office wall.
Black and gold spirit
Show your Pittsburgh spirit. Find someone wearing Steelers, Penguins or Pirates gear (or grab a black-and-gold towel from a shop) and take a squad photo with the whole team waving the colours.
Town hall: Market Square
Cross back to downtown and check in at Market Square between Forbes and Fifth Avenue for the team town hall.
[Customize!] Team values check-in
Each squad picks one value or commitment they want the team to take away from this outing, writes it on a napkin or notecard, and the squad lead reads it aloud. Take a photo with all the napkins held up in the centre. (Organisers: replace this with a specific team-values prompt if you have one.)
Local Pittsburgher tip
Convince a local Pittsburgh resident to share a tip about the city. Take a photo with your impromptu guide and remember the tip. Bonus points if they say "yinz".
Pittsburgh team finale
Final challenge. Find a beautiful Pittsburgh spot (a yellow bridge at sunset, the skyline from Mount Washington, the rivers from the Strip) and take an amazing closing squad photo. Cheers from the Steel City, well done team!
Frequently asked questions
Half a working day. Four to five hours covers Point State Park, the Duquesne Incline (with a Mount Washington stop), a Strip District lunch and a North Side toast at a relaxed pace. The Incline detour adds about an hour. Most teams rideshare between the Incline and the Strip District since they sit on opposite sides of the city.
Best for teams of 8 to 50, split into squads of 4 to 8 that race each other through the same route. Larger groups can run two waves an hour apart to keep the Incline cabins and Primanti tables from filling up. For a 100-plus offsite, split into themed squads (North Side, South Side, Downtown) and converge at Market Square at the end.
Yes. Common add-ons are a private barge or duck-tour, a Bessemer foundry pour at the Carrie Furnaces site for a true Steel City moment, a private space at the Carnegie Science Center on the North Side, or a closing reception at one of the East Carson Street breweries on the South Side.
Point State Park is the natural starting point: the fountain at the confluence of the three rivers is the symbolic centre of the city, and you can rideshare to the Duquesne Incline in five minutes. Parking is easiest in the Liberty Center or Gateway garages. Distribute team t-shirts at the fountain so squads photograph well.
Mostly yes. Point State Park is flat and accessible, the Duquesne Incline has wheelchair access in the lower station only (Mount Washington overlooks are accessible via car), Market Square and the Cultural District are flat, and the Strip District has wide sidewalks. Skip the Mount Washington top platform challenge if mobility is a concern and substitute a riverfront photo from the Smithfield Bridge.