Philadelphia
Philadelphia rewards curiosity. A city layered with history, grit, and some of the best food in America.
Philadelphia blends historic streets, ambitious restaurants, neighborhood character, and a creative energy that feels distinctly its own. From the Italian Market and rowhouse-lined blocks to rooftop views and destination dining, the city reveals itself gradually. Give yourself a long weekend, wear comfortable shoes, and leave room for spontaneous detours—you'll find some of the best moments happen between the landmarks.
After years away, I returned to Philadelphia for three action-packed days focused on two neighborhoods: Fishtown and East Passyunk. Between standout restaurants, neighborhood walks, and a morning spent exploring the Italian Market, the trip felt less like revisiting my hometown and more like discovering a new side of the city.
Fishtown
Fishtown was my base for the first part of the trip. Once considered part of North Philadelphia, the neighborhood has evolved into one of the city's most vibrant areas for independent restaurants, cocktail bars, and boutique stays. I spent a day and evening exploring the neighborhood, with a mix of great design, memorable meals, and plenty of local character.
Artsy Hidden Gem II (Airbnb)
A thoughtfully designed Airbnb that made an ideal first-night landing spot. Comfortable, stylish, and well-positioned for exploring the neighborhood on foot.
Anna & Bel
One of Philadelphia's most distinctive boutique hotels, housed within a beautifully restored historic building. The property balances architectural character with modern comforts and feels worlds away from a standard hotel stay.
Kalaya
One of the most exciting restaurants in Philadelphia. Chef Nok Suntaranon's Southern Thai menu delivers bold flavors, vibrant presentations, and dishes designed for sharing. The dramatic dining room is every bit as memorable as the food.
Next of Kin
A quirky neighborhood cocktail bar with personality to spare. Creative drinks, eclectic décor, and a welcoming atmosphere make it an easy place to settle in after dinner and linger longer than planned.
East Passyunk & the Italian Market
South Philadelphia's character is on full display here. Between the Italian Market's historic storefronts, East Passyunk's independent restaurants, and the skyline views from the Bok Building, this part of the city rewards wandering as much as planning. Spend a day exploring on foot, leaving plenty of time for long meals, local shops, and unexpected discoveries along the way.
Parc
A Philadelphia institution overlooking Rittenhouse Square. The classic French brasserie atmosphere, sidewalk seating, and reliable menu make it just as good for a leisurely brunch as it is for people-watching.
Taco Heart
The entire reason for this trip. Owned by a close friend, Taco Heart gave me the perfect excuse to return to Philadelphia after years away. Founder Nano Wheedan brought his love of Austin-style breakfast tacos back to his hometown, building the business from a pandemic-era sidewalk pop-up into one of South Philly's most beloved spots. The house-made tortillas are the foundation of everything here, and they're reason enough to visit.
Italian Market
One of the oldest and most storied public markets in the country. The neighborhood is best experienced on foot, wandering among produce stands, specialty shops, bakeries, and family-run businesses that have shaped South Philadelphia for generations.
Di Bruno Bros. House of Cheese
A Philadelphia institution for cheese, charcuterie, and specialty foods. Whether you're building a picnic, grabbing provisions for later, or simply browsing, it's worth a stop.
Angelo's Pizzeria
Often mentioned among the best pizza shops in Philadelphia, and for good reason. Expect a line, a no-frills experience, and pizza that fully lives up to the reputation.
Mr. Martino's Trattoria
An intimate neighborhood Italian restaurant where hospitality feels as important as the food. Classic dishes, generous portions, and the kind of atmosphere that makes you want to linger over another glass of wine.
Bok Bar
Set atop the historic Bok Building, a former vocational high school that has been transformed into a hub for artists, makers, and small businesses. The rooftop offers some of the best skyline views in Philadelphia and is an ideal spot for a pre-dinner drink at sunset.
Irwin's
Located on the top floor of the Bok Building, Irwin's pairs Sicilian-inspired cooking with panoramic city views. The chef's menu removes the decision-making and lets the kitchen guide the experience, making for a memorable and distinctly Philadelphia evening..