Sights

Duquesne Incline, South Side: Check site for fares. Cash-only; exact fare required. One of Pittsburgh's two inclines (the other being the Monongahela Incline). Observation deck on top looks onto Point State Park.

Phipps Conservatory & Botanical Gardens, Schenley Park: Victorian-style greenhouses. Guided tours available, approx. 90 minutes.

Carnegie Museums of Pittsburgh, which consists of: Carnegie Science Center, Andy Warhol Museum, Carnegie Museum of Art, and Carnegie Museum of Natural History.

The Mattress Factory: Museum of contemporary arts featuring room-scale art installations.

Point State Park, Downtown: Tiny state park at the point where the three rivers meet.

Cathedral of Learning, Oakland: 42-story Cathedral, which is part of the University of Pittsburgh's main campus.

Gateway Clippership: Multiple-times-a-day one-hour sightseeing cruise down the rivers of Pittsburgh.

Restaurants

Pamela's P&G, multiple locations: Diner · Breakfast, Lunch · Cash-only · Get their breakfast food (like the crepe hotcakes); check website for times, which vary by location.

Grand Concourse, Station Square: Seafood, American · Brunch, Lunch, Dinner · Reservation not necessary · Smart / business / elegant casual · Dine in what used to be the Pittsburgh & Lake Erie Railroad Terminal · I'd recommend the Sunday Brunch (10 AM–3 PM) buffet.

Point Brugge Café, Homewood: Belgian Bistro · Brunch, Lunch, Dinner · No reservations accepted · Expect to wait a bit in this quaint café's bar; when seated, order their mussels!

Mineo's Pizza, Squirrel Hill: "Pittsburgh's Best Pizza" for years by various awards · Dine-in or take-out · Relatively pricey for pizza · Too casual sometimes (read: people can be way underdressed).

Church Brew Works, Bloomfield: Microbrews, Steaks, Seafood, Pasta · Casual · Lunch, Dinner · A brewpub in a restored, former Roman Catholic church; ask for their beer menu.

Palate Bistro, Downtown: closed as of 2010 · country French, BYO wine · Casual or Business Casual · Lunch, Dinner · A relatively small French restaurant, with options of casual dining.

Isabela on Grandview, Mt Washington: Contemporary American Fusion · Dinner (closed Sundays) · A la carte (weekdays) and prix-fixe · Reservation not necessary, but tables are limited · Business casual · Walking distance from the top of the Duquesne Incline; ask for window seats and time your dining for the sunset, because the restaurant overlooks the three rivers and Point State Park fountain (where Ohio River forks into Monongahela and Allegheny rivers).

Nightlife

Bar-hopping: The south side and the strip district are popular.

Gay bars: 5∞01, Pegasus, SPIN, P-Town.

Martini bars: Olive or Twist, Tango Martini Bar.