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Pittsburgh's Historic Highlights and Culinary Delights Itinerary

Last updated: 2024 Jun 16

City Landmarks and Riverfront Dining

Morning

Begin your Pittsburgh adventure with a hearty breakfast at Primanti Bros. Restaurant and Bar, famous for their signature sandwiches. Afterward, take a ride on the historic Duquesne Incline to enjoy panoramic views of the city from Mount Washington.

Afternoon

Descend from Mount Washington and head to Station Square for a diverse lunch at The Foundry | Table & Tap, offering a menu of American classics. Spend your afternoon exploring the shops and riverfront attractions, then visit the fascinating Carnegie Science Center for interactive exhibits.

Evening

For dinner, experience the unique atmosphere of The Smiling Moose, known for its live music and pub fare. Afterward, take a leisurely Gateway Clipper Sightseeing Cruise to see the city's skyline illuminated at night.

Bedtime

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4.75
Duquesne Incline
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4.70
Station Square
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Art, Gardens, and Evening Spirits

Morning

Enjoy a morning coffee at The Standard Market & Pint House before immersing yourself in the stunning botanical displays at Phipps Conservatory and Botanical Gardens. Take your time to explore the various themed gardens and the Victorian glasshouse.

Afternoon

Have a relaxed lunch at Crafted North, offering a farm-to-table menu in a cozy setting. Afterward, engage in a self-guided Pittsburgh Public Art Walking Tour to discover the city's vibrant street art and sculptures.

Evening

Dine at The Warren Bar & Burrow, a speakeasy-style establishment with a creative menu. Cap off the evening with the Pittsburgh Downtown History and Architecture Tour, learning about the city's rich heritage and notable buildings.

Bedtime

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4.70
Phipps Conservatory and Botanical Gardens
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Pittsburgh Public Art Walking Tour
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Whiskey, Sports, and Evening Entertainment

Morning

Start with breakfast at The Urban Tap, known for its extensive beer selection and brunch options. Then, gear up for an interactive morning with the Pittsburgh Historic Downtown City Exploration Game, which will lead you to hidden gems and historical sites.

Afternoon

Enjoy a casual lunch at Ollie's Gastropub, and then visit the iconic Heinz Field for a guided tour, gaining insights into the home of the Pittsburgh Steelers and the University of Pittsburgh Panthers.

Evening

Indulge in a whiskey-themed evening with the Pittsburgh Downtown Whiskey Walking Tour, sampling fine spirits and learning about the city's whiskey history. Conclude with a lively atmosphere and dinner at Industry Public House, offering a menu of comfort foods and a wide beer selection.

Bedtime

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3.00
Pittsburgh Historic Downtown City Exploration Game
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4.57
Heinz Field
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Scenic Biking, Cultural Icons, and Evening Haunts

Morning

Grab a quick bite at Redbeard's on Sixth before embarking on the Pittsburgh Beauty of the Burgh Bike Tour. This guided tour will take you through the city's most beautiful and historic neighborhoods, providing an active and informative start to the day.

Afternoon

Refuel with lunch at Tessaro's American Bar & Hardwood Grill, known for its classic American fare and famous burgers. Afterward, visit the Cathedral of Learning at the University of Pittsburgh, where you can explore the Nationality Rooms and the impressive Commons Room.

Evening

Experience the eerie side of Pittsburgh with the Pittsburgh Sinister Shadows of Steel City Ghost Tour, an evening walk through haunted locations and chilling stories. For a more lighthearted end to the evening, enjoy the vibrant atmosphere and dinner at The Library on Carson.

Bedtime

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5.00
Pittsburgh Beauty of the Burgh Bike Tour
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4.64
Cathedral of Learning
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Culinary Scavenger Hunt and Farewell Dinner

Morning

Begin with breakfast at Kelly's Bar & Lounge, then set off on the Pittsburg Scavenger Hunt, a fun and interactive way to explore the city's landmarks and hidden gems.

Afternoon

For lunch, visit The Foundry | Table & Tap again to enjoy their diverse menu. Afterward, take a self-guided tour of the Strip District, known for its unique shops, markets, and local flavors.

Evening

Conclude your Pittsburgh journey with a memorable dinner at Bridges & Bourbon, savoring their innovative dishes and extensive bourbon selection. Reflect on your trip as you enjoy the evening in this stylish setting.

Bedtime

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