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Travel AI

5 Days in Pittsburgh Pennsylvania Itinerary

Last updated: 2024 Jun 14

Exploring Downtown Pittsburgh

Morning

Start your day with a hearty breakfast at Pamela's Diner, known for its delicious hotcakes and classic American breakfast. Afterward, embark on the Pittsburgh Downtown History and Architecture Tour to get acquainted with the city's rich history and stunning architecture.

Afternoon

Head to Market Square for lunch at Primanti Bros., famous for its sandwiches stacked with coleslaw and fries. Post-lunch, visit the Cathedral of Learning, an iconic landmark offering breathtaking views from its top floors.

Evening

Enjoy dinner at The Capital Grille, renowned for its dry-aged steaks and elegant ambiance. After dinner, take part in the Pittsburgh Evening Ghost Tour to explore the spooky side of Pittsburgh.

Bedtime

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4.76
Pittsburgh Downtown History and Architecture Tour
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4.64
Cathedral of Learning
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Cultural Day in Pittsburgh

Morning

Begin your day with a visit to La Gourmandine Bakery for some freshly baked pastries and coffee. Then head over to the Phipps Conservatory and Botanical Gardens to enjoy the beautiful flora.

Afternoon

For lunch, stop by Sienna Mercato for some Italian fare. In the afternoon, explore the interactive exhibits at the Carnegie Science Center, perfect for both kids and adults.

Evening

Dine at Monterey Bay Fish Grotto, which offers stunning views of the city along with fresh seafood dishes. End your evening with a trip up the Duquesne Incline to see Pittsburgh's skyline illuminated at night.

Bedtime

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4.70
Phipps Conservatory and Botanical Gardens
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4.70
Carnegie Science Center
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Adventure and Sports

Morning

Kick off your morning with breakfast at DeLuca's Diner in The Strip District. Then enjoy a fun-filled morning on the Pittsburgh Beauty of the Burgh Bike Tour, exploring various neighborhoods on two wheels.

Afternoon

Have lunch at Smallman Galley, a unique food hall featuring various local chefs. Post-lunch, visit Heinz Field, home of the Pittsburgh Steelers, where you can take a guided tour of this iconic stadium.

Evening

For dinner, head over to Meat & Potatoes for some hearty American cuisine. Afterward, unwind with a drink on a relaxing Pittsburgh Yacht River Cruise.

Bedtime

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5.00
Pittsburgh Beauty of the Burgh Bike Tour
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4.57
Heinz Field
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Historical Insights and Local Flavors

Morning

Start your day with breakfast at Café Raymond in The Strip District. Then dive into history with a visit to Point State Park followed by exploring Fort Pitt Museum.

Afternoon

Lunch will be at Gaucho Parrilla Argentina where you can savor delicious Argentinian grilled meats. In the afternoon take part in an intriguing Pittsburgh Downtown Whiskey Walking Tour.

Evening

Enjoy dinner at Butcher and The Rye known for its creative dishes and extensive whiskey selection. Conclude your day by joining an eerie yet fascinating Pittsburgh Sinister Shadows of Steel City Ghost Tour.

Bedtime

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5.00
Pittsburgh Downtown Whiskey Walking Tour
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2.50
Pittsburgh Sinister Shadows of Steel City Ghost Tour
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Artistic Endeavors and Farewell

Morning

Begin your final day with breakfast at The Speckled Egg located downtown. Spend your morning appreciating public art through a guided tour like Pittsburgh Public Art Walking Tour.

Afternoon

For lunch head over to Nicky's Thai Kitchen offering authentic Thai cuisine. Spend your afternoon exploring more art or visiting local galleries around town.

Evening

Wrap up your trip with dinner at Eleven Contemporary Kitchen known for its modern American dishes using local ingredients before heading back home.

Bedtime

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