Exploring Philadelphia’s Historic Old City with a Food Crawl
If you’re visiting Philadelphia and want to combine the city’s colonial charm with some delicious local eats, the Historic Old City Dine Around tour offers a compact way to do both. Priced at $120 per person, this 2.5-hour experience takes you through the heart of the city’s most historic neighborhood, with a small group of just 10 fellow travelers. Led by a friendly local guide, you’ll enjoy a mix of savory and sweet tastings paired with alcoholic drinks, all while learning about Philadelphia’s founding days and seeing iconic sights like Independence Hall.
What we really appreciate about this tour is how it balances history and flavor in a way that makes the past come alive. The guide’s storytelling adds depth to the experience, and sampling the city’s culinary scene makes history tangible. Plus, the intimate group size ensures a more personal and flexible experience. Another perk is the walk through cobblestone alleyways—it’s like stepping back into colonial Philadelphia, making the entire experience feel authentic.
A small caveat, however, is that this tour can be affected by weather since it’s outdoors and in historic streets. Also, for those who prefer a more structured or longer tour, the 2 hours 30 minutes might feel a bit brief considering the depth of history and food options. This experience is best suited for those who enjoy combining cultural learning with tasting local cuisine and don’t mind a shorter, more relaxed pace.
Overall, if you’re after a fun and flavorful way to explore Philadelphia’s Old City—with the bonus of live stories and historic sights—you’ll find this tour a worthwhile option. It’s especially good for curious first-timers or those who want a quick, engaging overview of the city’s most iconic neighborhood.
Key Points

- Small-group intimacy offers personalized attention and a more relaxed experience.
- Tastings include both sweet and savory treats paired with alcoholic drinks, enriching the cultural flavor.
- The tour covers historic sights like Independence Hall, blending stories with tastings.
- Weather considerations could impact outdoor walking segments.
- The tour is ideal for those who want a mix of history and delicious bites in a relatively short time.
- Booking in advance (22 days on average) helps secure a spot, especially during busy seasons.
A Closer Look at the Historic Old City Dine Around Tour

When we think about Philadelphia, the Old City neighborhood naturally comes to mind. It’s where some of the most significant moments of American history unfolded—like the signing of the Declaration of Independence at Independence Hall—and where cobblestone streets and colonial architecture still whisper stories from centuries past. This tour offers a chance to walk those streets with a knowledgeable guide, all while savoring local foods and drinks.
The meeting point at Independence Visitor Center is perfect for travelers arriving via public transportation or those staying nearby. Starting at 4:30 pm, the tour captures the late-afternoon ambiance of the historic district, making it easier to combine with other evening plans.
Interested in history? Here are other past-focused experiences we've examined in Philadelphia
What to Expect from the Itinerary
Stop 1: City Food Tours Philadelphia
This is the core of the experience—a small-group, history-themed food crawl designed to introduce you to Philadelphia’s culinary scene. Your guide, whose name we don’t have but is evidently passionate about both food and history, will lead you through cobblestone alleys and historic sites while offering insights into Philadelphia’s founding. The tour promises traditional tastes, drinks, and a hearty dose of local stories, leaving your belly and mind well satisfied.
What makes this stop special? We loved the way the guide seamlessly wove historic anecdotes with food tastings—making the whole experience more memorable than just a foodie walk. One reviewer mentioned that even after tasting, you leave with a newfound appreciation for the city’s history, which adds value beyond the bites.
Stop 2: Independence Hall
A quick 30-minute visit takes you to this symbol of American independence. While admission to the hall isn’t included, the exterior and surrounding park are worth seeing, and your guide will likely share stories of the founding fathers’ pivotal moments here. The combination of walking and storytelling helps make history accessible and engaging.
Food and Drinks Included
The tour features a carefully curated selection of food tastings and beverages—both sweet and savory. Many reviewers highlight the quality of these samples, describing them as “delicious” and “authentic,” which makes sense given the focus on Philadelphia’s local scene. The inclusion of alcoholic drinks adds a social element, making the experience feel more like a casual happy hour.
Vegetarian and vegan options are available if requested, which is good news for diverse dietary needs. However, keep in mind that the tour is designed for guests aged 21 and over, so it’s not suitable for families with younger children.
Group Size and Atmosphere
Limited to just 10 travelers, this tour offers a cozy atmosphere. Smaller groups mean more interaction with the guide and fewer crowds, enhancing the sense of discovery. Yet, reviews remind us to be prepared for potential scheduling mishaps, as some guests have faced issues with tour cancellations or confusion about timings.
Pricing and Value
At $120 per person, the price reflects a combination of guided storytelling, tastings, and a unique glimpse into Philadelphia’s historic core. Considering the small group size, insider knowledge, and quality food samples, many will find the experience a good value—especially if they enjoy combining history with food. However, for those seeking a longer or more exhaustive tour, this might feel a tad brief for the price.
For broader city exploration in Philadelphia, we've covered these other tours
- Philadelphia: Go City Explorer Pass with 3 to 7 Attractions
- Philadelphia: Revolutionary Walk Through Historic Old City
- Philadelphia: Go City All-Inclusive Pass w/ 30+ Attractions
- Historic Old City Dine Around
- Philadelphia: Private City Highlights Walking Tour
- Old City Philly: Axe Throwing, Bar tour, and Salsa Class
Potential Drawbacks
The main concern, highlighted in reviews, is the risk of scheduling errors or miscommunications. A couple of guests experienced tours being canceled or guides not showing up, which is frustrating. It’s essential to confirm your booking and perhaps arrive early. Also, outdoor walking means you should dress accordingly—comfortable shoes and weather-appropriate attire are a must, especially in Philadelphia’s unpredictable weather.
Who Will Love This Tour?

This experience is ideal for travelers eager to combine history and culinary exploration in a compact, social setting. It’s especially suited for first-time visitors to Philadelphia who want a quick yet meaningful overview of the Old City district. Food lovers looking to sample local specialties and history buffs wanting stories with their bites will find plenty to enjoy here.
It’s less suited for those seeking an in-depth, long-form tour or a private experience, given the small group size and limited duration. Also, if you’re concerned about uneven weather, you might want to consider the timing and dress accordingly.
Final Thoughts: Is It Worth It?

For those who appreciate small-group guided tours with a focus on local flavor, this Dine Around offers a charming way to get a taste of Philadelphia’s historic heart. The combination of flavorful samples, engaging storytelling, and iconic sights makes for a memorable outing. Keep in mind the potential scheduling and weather hiccups, and you’ll be set for a delightful afternoon in one of America’s most historic cities.
If you’re traveling with adults who enjoy learning about history while savoring good food and drinks, this tour fits the bill nicely. It’s an accessible and enjoyable way to spend a few hours, especially if you’re visiting Philadelphia for a short stay.
FAQ

How long is the tour?
The tour lasts approximately 2 hours and 30 minutes, making it a manageable and enjoyable way to experience Old City without feeling rushed.
Where does the tour start and end?
It begins at the Independence Visitor Center at 4:30 pm and ends about four blocks away at Shane’s Confectionery, making it easy to explore other nearby attractions afterward.
Are drinks included?
Yes, the tour includes alcoholic beverages along with food tastings, enhancing the social and relaxing aspect of the experience.
Is it suitable for vegetarians or vegans?
Yes, vegetarian and vegan options are available if you advise the tour provider at the time of booking.
What about weather considerations?
Since the tour operates in all weather conditions, you should dress appropriately. Be prepared for outdoor walking, especially along cobblestone streets.
Is this tour family-friendly?
No, the minimum age is 21 due to the inclusion of alcohol. It’s best suited for adult travelers interested in history and cuisine.
In sum, the Historic Old City Dine Around tour combines Philadelphia’s storied past with its vibrant food scene in a small-group setting. Though some reviews mention scheduling issues, many find the experience authentic, tasty, and engaging. If you’re looking to enjoy a taste of colonial history paired with local bites—without a long commitment—this tour is worth considering. Just be sure to confirm your reservation and dress for the weather, and you’ll have a memorable taste of Philadelphia’s historic charm.
More Historical Tours in Philadelphia
More City Tours in Philadelphia
- Old City Philadelphia Private Guided Tour
- Philadelphia Secret Food Tour of Reading Market and Center City
- City Sightseeing Philadelphia Founding Fathers Walking Tour
- Philadelphia Hop-On Hop-Off City Tour
- Mob City Phillys Mafia Walking Tour
- Unique Scavenger Hunt Experience in Philadelphia by Operation City Quest
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- Real Philly Society Hill Italian Market Mural Mile 4 Hour Tour
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- Ghost Tour of Philadelphia by Candlelight
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- Yo! A Private Rocky Balboa Driving Tour of Philadelphia
- Philadelphia Must-See Private Walking Tour With A Guide
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