6-Day Pittsburgh Hidden Gems and Retro Dining Itinerary Itinerary

Start your day with a visit to the Duquesne Incline, where you can enjoy panoramic views of the city. Afterward, explore the Pittsburgh Downtown History and Architecture Tour to learn about the city's rich history and stunning architecture.

For lunch, head to Butcher and the Rye, a popular spot for contemporary American cuisine. Afterward, visit the Carnegie Science Center to immerse yourself in interactive exhibits and planetarium shows.

In the evening, join the Pittsburgh Downtown Whiskey Walking Tour to sample some of Pittsburgh's finest whiskeys. After the tour, enjoy a delightful dinner at Altius, a restaurant with breathtaking city views and a modern American menu.

Start your day with a visit to the Phipps Conservatory and Botanical Gardens, where you can explore the beautiful gardens and immersive exhibits. Afterward, enjoy a leisurely brunch at Spoon, known for its seasonal and locally sourced dishes.

After brunch, take a stroll through the Pittsburgh Public Art Walking Tour to discover the city's vibrant street art scene. For lunch, head to Smallman Galley, a food hall featuring a rotating selection of chef-driven concepts.

In the evening, experience the Pittsburgh Pittsburgh Penguins Ice Hockey Game Ticket at the PPG Paints Arena. After the game, enjoy a late dinner at Sienna Mercato - Emporio, Mezzo, Il Tetto, a multi-level Italian restaurant with a rooftop bar.

Start your day with a visit to the Beauty of the Burgh Bike Tour, a unique way to explore Pittsburgh's hidden gems and neighborhoods. After the bike tour, enjoy a casual brunch at Pamela's Diner, a local favorite known for its crepe-style pancakes.

After brunch, visit the Cathedral of Learning, an iconic Pittsburgh landmark and the centerpiece of the University of Pittsburgh. For lunch, head to Kaya Pittsburgh Caribbean Restaurant and Rum Bar, where you can enjoy vibrant Caribbean flavors.

In the evening, take a leisurely walk through the Pittsburgh's Strip District Food Tour to discover the area's culinary delights. After the tour, enjoy a delightful dinner at Superior Motors, a restaurant housed in a former car dealership with a focus on local and seasonal ingredients.

Start your day with a visit to Mt. Washington, where you can enjoy stunning views of the city and its three rivers. Afterward, embark on the Pittsburgh Historic Downtown City Exploration Game to uncover hidden gems and historical landmarks.

For lunch, head to Union Standard, a restaurant known for its sustainable seafood and locally sourced ingredients. Afterward, visit the Pittsburgh Panorama A Pittsburgh Through Iconic Landscapes to learn about the city's iconic landscapes and landmarks.

In the evening, enjoy a relaxing dinner at Bridges & Bourbon, a restaurant with a focus on whiskey and a menu inspired by Pittsburgh's iconic bridges. After dinner, take a stroll through the Sinister Shadows of Steel City Ghost Tour to uncover the city's darker history.

Start your day with a visit to the Pittsburg Scavenger Hunt, a fun and interactive way to explore the city's hidden gems. After the scavenger hunt, enjoy a casual brunch at The Original Hot Dog Shop, a Pittsburgh institution known for its hot dogs and fries.

After brunch, visit the Hard Rock Cafe Pittsburgh to explore the rock and roll memorabilia and enjoy a classic American meal. For dessert, head to Dinette, a restaurant known for its wood-fired pizzas and delectable desserts.

In the evening, enjoy a romantic walk through the city with the Love in the City Pittsburgh’s Enchanting Romantic Walk. Afterward, enjoy a memorable dinner at Casbah Mediterranean Kitchen and Wine Bar, known for its Mediterranean-inspired cuisine and extensive wine list.