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Pittsburgh 5-Day Restaurant Cafe Hopping

Pittsburgh 5-Day Restaurant Cafe Hopping Itinerary

Last updated: 2024 Jun 17

Discovering Pittsburgh's Icons

Morning
Start your day with a visit to the iconic Duquesne Incline. This historic cable car offers breathtaking views of Pittsburgh's skyline and rivers. After taking in the sights, head to Pamela's Diner for a hearty breakfast. Known for its famous hotcakes, this spot is a local favorite and will fuel you up for the day ahead.
Afternoon
In the afternoon, explore Phipps Conservatory and Botanical Gardens. This beautiful oasis in the city features stunning plant collections and themed gardens. Afterward, enjoy lunch at The Porch at Schenley, which offers delicious farm-to-table dishes in a relaxed setting. Following lunch, embark on the Pittsburgh Downtown History and Architecture Tour, where you'll learn about the city's rich history and architectural marvels.
Evening
As evening approaches, make your way to Heinz Field for a tour of this legendary stadium. If you're lucky, you might catch a game or event. For dinner, dine at Butcher and the Rye, known for its innovative American cuisine and extensive whiskey selection. End your night with a visit to Hard Rock Cafe Pittsburgh, where you can enjoy live music and vibrant atmosphere.
Bedtime
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Cultural Gems & Local Flavors

Morning
Begin your second day with a visit to the impressive Cathedral of Learning. This towering Gothic structure is not only an architectural marvel but also houses unique Nationality Rooms that represent various cultures. After exploring, grab breakfast at Point Brugge Café, known for its Belgian-inspired dishes and cozy ambiance.
Afternoon
In the afternoon, head over to Carnegie Science Center. This interactive museum offers fascinating exhibits that are perfect for all ages. For lunch, stop by Sienna Mercato, which features Italian-American cuisine with rooftop views of downtown Pittsburgh. Post-lunch, join the exciting Pittsburgh Bike and Brewery Tour, combining scenic biking routes with visits to local breweries.
Evening
Conclude your day with an exploration of Pittsburgh Station Square. This historic site turned entertainment complex offers shopping, dining, and beautiful riverfront views. Have dinner at Grand Concourse, located in a beautifully restored train station offering seafood specialties. Later on, delve into some spooky fun with the Pittsburgh Evening Ghost Tour, uncovering eerie tales from Pittsburgh's past.
Bedtime
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Nature & Neighborhood Adventures

Morning
Kick off your third day by visiting one of Pittsburgh’s most picturesque spots: Pittsburgh Mt. Washington. Take in panoramic views of the city from Grandview Avenue’s overlooks before heading down to breakfast at Café Moulin, which specializes in delightful crepes and coffee.
Afternoon
After breakfast, dive into an urban adventure with the engaging activity:  Pittsburgh Troy Hill & Spring Garden Staircase Walking Tour. This tour will take you through some of Pittsburgh’s hidden neighborhoods via its unique staircases while sharing intriguing stories about their history. For lunch afterward, try out some local flavors at Smallman Galley, an innovative food hall featuring diverse culinary talents.
Evening
In the evening head over to explore more about Pittsburgh’s art scene by taking part in Pittsburgh Public Art Walking Tour which will guide you through various murals sculptures around downtown area followed by dinner at Morcia known for its Mediterranean inspired dishes End your night enjoying some craft cocktails at Wigle Whiskey Barrelhouse & Whiskey Garden.
Bedtime
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Historic Trails and Scenic Cruises

Morning
Start your day with a historical deep dive by embarking on the Pittsburgh Historic Downtown City Exploration Game. This interactive game will take you through Pittsburgh's historic sites and hidden gems, making history fun and engaging. For breakfast, head to Deluca's Diner, a beloved spot known for its hearty breakfast options and classic diner feel.
Afternoon
In the afternoon, visit the renowned Pittsburgh’s Family Treasures An Urban Exploring Adventure. This activity will guide you through some of Pittsburgh’s most cherished landmarks and stories. Afterward, enjoy lunch at Eleven, which offers contemporary American cuisine in a chic setting. Post-lunch, take some time to relax at Point State Park, where you can enjoy the confluence of Pittsburgh's three rivers.
Evening
As evening sets in, embark on the Pittsburgh Yacht River Cruise. This scenic cruise offers stunning views of Pittsburgh’s skyline from the water. For dinner, dine at Altius, which provides an upscale dining experience with panoramic views of the city. Conclude your night with a visit to The Speakeasy, a hidden bar offering craft cocktails in an intimate setting.
Bedtime
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Exploring Hidden Treasures & Farewell

Morning
Begin your final day with a visit to one of Pittsburgh’s unique attractions: Pittsburgh Panorama A Pittsburgh Through Iconic Landscapes. This activity will provide you with breathtaking views and insights into the city's landscape. For breakfast, stop by La Gourmandine Bakery, known for its delectable French pastries and coffee.
Afternoon
In the afternoon, delve into more local secrets with the intriguing Pittsburgh's Hidden Treasures Tour. This tour will uncover lesser-known but fascinating spots around the city. Enjoy lunch at The Vandal, which offers fresh and seasonal dishes in a cozy atmosphere. After lunch, spend some time exploring The Strip District – a vibrant area known for its markets, shops, and eateries.
Evening
Wrap up your trip with an evening filled with entertainment by attending a game or event at PPG Paints Arena or Heinz Field if available or simply enjoy strolling around downtown soaking up last moments of this beautiful city before heading for dinner at Meat & Potatoes known for its gastropub fare End your night savoring some sweet treats from Millie's Homemade Ice Cream.
Bedtime
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