Day 1: Historical Beginnings & Local Delights
Start your day with a cozy breakfast at Cafe La Maude in Northern Liberties. This French-Lebanese café is beloved by locals for its Mediterranean-inspired dishes like Shakshuka and fresh croissants. After breakfast, head to Independence National Historical Park, where you’ll step back in time to visit the Liberty Bell and the Independence Hall, the birthplace of American democracy. Fun fact: the crack in the Liberty Bell is said to have happened on its first test ring in 1752, though its true origin is still a mystery.
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For lunch, make your way to Reading Terminal Market, one of the nation’s oldest public markets. Indulge in a classic Philly cheesesteak at Tommy DiNic's, where the roast pork sandwich is also a must-try. After lunch, take a short walk to The Museum of the American Revolution to learn about America’s fight for independence with fascinating exhibits and artifacts. To cap the day, head to Franklin Square, where you can enjoy mini-golf, and in the warmer months, a carousel.
For dinner, enjoy farm-to-table dining at Vernick Food & Drink in Rittenhouse Square, known for its wood-fired dishes.
Fun Fact: Reading Terminal Market dates back to 1893 and has over 80 vendors offering local produce, meats, baked goods, and specialty foods.
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Day 2: Art, History, and Philly’s Culinary Scene
Fuel up with coffee and breakfast at La Colombe Coffee in Fishtown, a local favorite for its deliciously strong cold brews and avocado toast. Then, immerse yourself in Philadelphia’s thriving art scene with a visit to the Philadelphia Museum of Art. Don’t miss the famous Rocky Steps, where Sylvester Stallone ran up during the movie "Rocky." Inside, explore one of the finest collections of art, including pieces from Van Gogh, Duchamp, and more.
For lunch, head to Zahav, one of the city's most celebrated restaurants, where Israeli chef Michael Solomonov serves modern Middle Eastern dishes. Afterward, stroll through Rittenhouse Square, one of Philly’s most picturesque parks, and grab some local art from the nearby galleries. In the afternoon, enjoy a Philadelphia Food Tour through South Philly, known for its iconic hoagies, soft pretzels, and Italian market specialties.
For dinner, indulge in mole poblano at Distrito, a vibrant Mexican restaurant in University City, offering a fun and colorful atmosphere. Cap the night with cocktails at The Franklin Bar, a hidden speakeasy known for its unique craft cocktails.
Fun Fact: The “Rocky Steps” are one of the most iconic movie landmarks, drawing thousands of visitors each year, all hoping to recreate Rocky’s triumphant run.
Day 3: Nature, Science, and a Culinary Adventure
Start your day with a hearty breakfast at Sabrina’s Café, where you can try the “Stuffed French Toast” or “Frittata of the Day.” After breakfast, head to the Philadelphia Zoo, one of the oldest zoos in the country. Here, you can see over 1,300 animals, and don't miss the African Plains exhibit for giraffes and zebras.
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For lunch, grab a quick bite at Di Bruno Bros. in the Italian Market, known for its delicious sandwiches and incredible selection of cheeses. Afterward, spend the afternoon at the Franklin Institute, a hands-on science museum with exhibits ranging from space exploration to a giant heart that you can walk through. If you're up for an adventure, take a ride on the Skyline Zipline, which will give you a unique aerial view of the city. For dinner, treat yourself to an authentic Italian meal at Ralph’s, Philadelphia’s oldest Italian restaurant.
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In the evening, enjoy a wine-tasting experience at The Wine School of Philadelphia, where you’ll sample wines paired with small bites and learn about wine-making techniques.
Fun Fact: The Philadelphia Zoo was the first zoo to have an animal hospital, built in 1916, and has been a leader in animal care ever since.
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Day 4: Local Markets, Shopping, and Historical Gems
Start your day at High Street on Market for a delicious breakfast featuring their seasonal menu of inventive dishes. Afterward, stroll through the Historic District, where you can visit Elfreth’s Alley, the oldest continuously inhabited street in America. A stop at Betsy Ross House will introduce you to the woman who sewed the first American flag.
For lunch, enjoy a Philadelphia Pretzel Factory soft pretzel and a Philly cheesesteak at Pat’s King of Steaks—don’t forget to bring cash, as it’s a cash-only spot! In the afternoon, explore the Philadelphia Magic Gardens, an artistic mosaic wonderland located on South Street. Afterward, take a leisurely walk through the charming South Street for shopping and street art. For dinner, head to The Dandelion, an upscale British pub that offers a cozy atmosphere and a wide selection of beers and hearty fare.
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Cap the day with a cocktail at The Ranstead Room, a speakeasy-style bar hidden behind an unmarked door on Ranstead Street.
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Fun Fact: Elfreth’s Alley dates back to 1702, and it is the oldest continuously inhabited residential street in the country, with 32 historic houses.
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Day 5: Family Fun & Philly’s Hidden Gems
Kick off your day with breakfast at Green Eggs Café, where they serve giant pancakes and inventive egg dishes. Then head to The Franklin Institute to visit the Fels Planetarium and the Space Command exhibit. This interactive experience is perfect for science lovers of all ages. For lunch, check out Chinatown’s Dim Sum Garden for dumplings and pork buns—don’t skip their famous soup dumplings!
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In the afternoon, explore the Penn Museum, which houses fascinating exhibits on ancient civilizations, or take a boat tour along the Schuylkill River for beautiful views of the skyline and the Schuylkill Banks Boardwalk. For dinner, try Morimoto, an upscale Japanese restaurant known for its sushi and stylish ambiance.
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Wrap up the day with a cocktail at Barbuzzo, where you can enjoy their rooftop patio and a delicious range of craft cocktails.
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Travel Info & City-Specific Tips​
Money: Credit cards widely accepted, but small businesses may prefer cash. Tip 15–20%.
Cultural Considerations: Proud of their heritage and sports teams (especially the Eagles), Philadelphians appreciate respect for local culture and history.
Best Time to Visit: Spring (March–May) and Fall (September–November).
Time Zone: Eastern Standard Time (EST).