A Complete Look at the Historic Old City Dine Around Tour
If you’re thinking about combining a bit of history with a taste of Philadelphia’s local flavors, the Historic Old City Dine Around tour might catch your eye. Promising to blend culinary delights with stories from the city’s colonial past, this experience offers a small-group walk through the heart of Old City, a hub of American history and culture.
What we like about this tour is its focus on personalized experiences—it’s limited to just 10 participants, which means fewer crowds and more interaction with your guide. Plus, the mix of sweet and savory treats paired with alcoholic drinks sounds like a fun way to enjoy a city known for its rich history and vibrant food scene. On the flip side, a major consideration is the mixed reviews around scheduling and organization, which can impact your overall experience.
This type of tour is best suited for those who enjoy combining food adventures with learning stories, and travelers who don’t mind a little unpredictability. If you’re a history buff with a palate for local flavors or someone who loves exploring cities through their culinary scenes, this might be a good fit. However, if you’re expecting a perfectly smooth, flawlessly organized experience, you might want to consider other options or prepare for potential hiccups.
Key Points

- Small-group setting ensures a more intimate and engaging experience.
- Tasty sampling of Philly’s cuisine paired with drinks offers a flavorful way to learn about the city.
- Visit historic sites like Independence Hall, adding cultural depth to the food adventure.
- Potential scheduling issues have been reported, so organization might sometimes fall short.
- Duration of about 2.5 hours makes it a manageable outing for most travelers.
- Tour limited to 10 people ensures personalized attention but also means booking early is wise.
An In-Depth Look at the Tour Experience

Let’s walk through what you can expect from this Historic Old City Dine Around tour. The starting point is the Independence Visitor Center, situated in the heart of Philadelphia’s most historic area. Here, you’ll gather with your small group, usually just 10 or fewer people. The tour begins at 4:30 pm, making it a great way to kick off an evening exploring the city’s sights and bites.
Interested in history? Here are other past-focused experiences we've examined in Philadelphia
The First Stop: Food, Drinks, and Stories
The tour kicks off with a walk through the cobblestone streets of Old City, where your guide will share stories about Philadelphia’s colonial days, its founding, and development as you sample a variety of local foods. The focus here is on a mix of traditional tastes and beverages, so expect some classic Philly bites paired with drinks—possibly local beers or wines, depending on the day.
What makes this part stand out is the combination of culinary and historical storytelling. We loved the way guides can weave tales of Independence Hall and other historic sights while you’re tasting. It’s a relaxed environment where conversation flows naturally.
Visit to Independence Hall
The highlight of the tour is a stop at Independence Hall, where the Declaration of Independence was signed. While the entrance fee isn’t included, the visit itself offers a chance to see an iconic part of American history. Expect about 30 minutes to take in the building and hear some key stories, with the guide possibly sharing insights about the founding fathers and the birth of a nation.
The Food and Drink
During the crawl, you’ll get to sample a selection of sweet and savory foods, which are included in the price. The description mentions dinner and alcohol, so be prepared for a variety of tastings that could range from traditional American fare to local specialties. It’s designed to leave you feeling satisfied, and if you have dietary preferences like vegetarian or vegan options, just mention this when booking.
The End of the Tour
The tour wraps up at Shane’s Confectionery, just a few blocks from the starting point. This makes it easy to continue exploring or head to dinner on your own. The total duration is around 2 hours and 30 minutes—just enough time to enjoy a leisurely walk, some good food, and engaging stories without feeling rushed.
For broader city exploration in Philadelphia, we've covered these other tours
- Old City Philadelphia Private Guided Tour
- Old City After Dark: Drinking Tour in Philadelphia
- Philadelphia Hop-On Hop-Off City Tour
- 90 Minute History Walking Tour of Old City Philadelphia
- City Sightseeing Philadelphia Double Decker Hop-On Hop-Off (24, 48, 72 Hours)
- Philadelphia: Revolutionary Walk Through Historic Old City
Real Traveler Experiences and Considerations
While some reviews highlight the food and guide as positive aspects, there are notable concerns. One traveler mentioned that their booking was “a nogo” because of a scheduling mishap, which left them disappointed and unable to enjoy the tour. The company has responded that they’re working on preventing such issues in the future, but this remains a consideration if you’re booking in advance.
Another review shared a more frustrating experience, stating it “ruined their trip” because no guide was present at the designated time, and they felt it was almost a scam. That kind of experience is rare but does highlight the importance of confirming your booking and being prepared for potential organizational hiccups.
On the upside, several participants appreciated the knowledgeable guides and the delicious food and drinks. The small group size definitely enhances the experience, creating a more personal and less hurried atmosphere, which is perfect if you’re looking to learn and taste at a relaxed pace.
Analyzing the Price and Value

At $120 per person, this tour sits in a mid-range price point for food-focused city experiences. You’re paying for not only the tastings but also the stories and a guided walk through historic Philadelphia. Given the inclusion of multiple food and drink samples, the tour offers good value for those interested in a culinary and cultural overview rolled into one.
However, the value hinges heavily on the organization. If everything runs smoothly, you’ll leave with a full belly, some fun stories, and a deeper appreciation for Philadelphia’s history. If scheduling issues occur, it can feel like a waste of time and money, which is a risk worth considering.
Who Will Get the Most Out of This Tour?

This experience is best suited for history and foodies who enjoy learning through tasting and storytelling. It’s ideal for travelers who want a more personalized, small-group setting rather than large bus tours. If you’re okay with a bit of unpredictability, you’ll find it a fun way to explore the city’s historic core.
It’s not necessarily designed for families or children under 21, as the tour involves alcohol and a focus on adult experiences. Also, those seeking a detailed, perfectly organized experience might want to explore other options or prepare for some surprises along the way.
Final Thoughts

The Historic Old City Dine Around offers a flavorful way to experience Philadelphia, blending bites, drinks, and historic sights into a manageable, engaging tour. If you’re someone who appreciates good food with a side of stories, this tour can be quite enjoyable—especially with a small group and knowledgeable guide.
That said, the risks of scheduling mishaps mean you should book with caution and double-check your reservation. It’s a solid choice if you’re flexible, love tasting local flavors, and want to soak in the historic vibes of Philly.
For travelers who value authentic, intimate experiences and are willing to navigate some organizational bumps, this might be a memorable part of your trip. Otherwise, consider other options or read recent reviews to gauge how smooth the experience might be at the time you plan to visit.
Historic Old City Dine Around
“I found out the tour was a nogo.After I arrived at the waiting spot. It sounds like Viator scheduled the tour on a date that City Tours was not sch…”
Frequently Asked Questions
How long does the tour last?
It’s approximately 2 hours and 30 minutes from start to finish, making it a relaxed yet fulfilling outing.
Where does the tour begin?
It begins at the Independence Visitor Center located at 599 Market St, Philadelphia.
Does the tour include tickets to Independence Hall?
No, the entrance fee to Independence Hall isn’t included, but you’ll have the chance to see the historic site during the visit.
Are dietary restrictions accommodated?
Yes, vegetarian and vegan options are available—just let the organizers know when you book.
Is alcohol included in the tour?
Yes, alcoholic drinks are part of the tasting experience, paired with the food.
What is the group size?
The tour is limited to a maximum of 10 participants, which allows for more personalized attention.
Are there any age restrictions?
Yes, the minimum age is 21 years because of the alcohol served.
Is this tour good for families?
Since it involves alcohol and adult themes, it’s better suited for travelers without young children.
What should I wear?
Dress appropriately for weather conditions, as the tour takes place outdoors in historic streets.
How do I book this tour?
You can reserve your spot through Viator or the provider’s booking platform, but do so well in advance to secure availability.
In the end, this tour offers a tasty and historic taste of Philadelphia—perfect for those looking to combine a little education with a lot of flavor. Just keep in mind the organizational aspects and book early to avoid surprises.
More Historical Tours in Philadelphia
- Audio Journey Through History: A Philadelphia Heritage Walk
- Historic Old City Dine Around
- Walking Tour of Philadelphia Historic Jewish Quarter
- A Complete History of Money and Inflation in the United States
- Jog the Benjamin Franklin Bridge and Enjoy Historic Sightseeing
- Historic Sites of Philadelphia Self-Guided Walking Audio Tour
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