The Philly Captain hosting the Historically Hilarious BYOB Tours of Philadelphia!
Recent Reviews
K R
September 28, 2026
Philly Captain history tour!
VapeRossVape
September 20, 2026
I went on The Philly Captain tour. It was a amazing. The Captain brought things to life I walked by everyday. Can't wait to go back
Lisa U
September 8, 2026
Tour guide was great - very informative and personable. We learned a lot and really enjoyed ourselves.
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More Experiences
A Taste of History Tour
The Ultimate Philly Food & History Trolley Tour. While there are plenty of ways to eat your way through the city, no one does it quite like this. Founding Footsteps is proud to launch a first-of-its-kind experience: a food tour Philadelphia foodies and history buffs alike will obsess over. We’ve combined the rich, storied past of our city’s culinary staples with exclusive stops at the top eateries in town. The best part? You aren’t walking off those calories—you’re cruising in style. Sit back and enjoy the sights and sounds of the city in our famous BYOB trolley as we navigate through Philly’s most iconic neighborhoods. A Taste of History: What’s on the Menu? This isn't just a snack break; it’s a 2.5-hour deep dive into the flavors that put Philly on the map. Our food tour Philadelphia itinerary includes: • Historic Old City: Taste where it all began in the birthplace of American independence. • Authentic Little Italy: Experience the deep-rooted traditions of the 9th Street Italian Market. • Surprise Neighborhood Stops: We’ll venture off the beaten path to secret spots only the locals know. The "Philly Four": Guests will sample legendary local sandwiches, world-famous cheesesteaks, artisan pizza, and decadent desserts throughout the journey. Why Choose This Tour? Most tours make you choose between a history lesson or a full stomach. We give you both. From the origins of the hoagie to the evolution of the modern food scene, our expert guides narrate the journey while you enjoy the convenience of our climate-controlled trolley. Pro Tip: Our trolley is BYOB! Feel free to bring your favorite beer or wine to pair with your cheesesteak as we roll through the city. Book Your Seat at the Table Ready to experience the premier food tour Philadelphia has to offer? Whether you're a lifelong resident or visiting for the weekend, this tour is the most delicious way to see the city. Planning a group outing? A Taste of History Tour is available as a private tour, perfect for bachelor parties, birthdays, or unique corporate events.
Old City Historic Walking Tour
Explore historic Philadelphia on this walking tour of the Old City District, a quick and convenient introduction for first-time visitors. See outside of Independence Hall, the Liberty Bell, the Betsy Ross House, Ben Franklin Post Office, Carpenters’ Hall, and more. Then wander down Elfreth’s Alley, the nation’s oldest continuously inhabited residential street. Plus, choose from multiple departure times to suit your needs. Our storytelling guide will cover famous historic moments in American history as well as the history that you won't see in textbooks! Our Old City Historic Walking Tour can also be booked as a private tour!
Historically Hilarious BYOB Tours of Philadelphia
An entertaining, comedic story-telling adventure through Philadelphia, covering the city's major attractions. Tours runs for 2 hours. All ages are welcome. 21+ to drink.
You Call It BYOB Tour
The Ultimate BYOB Trolley: Your Custom Philly Experience Looking for the most flexible and fun Philly experience for your next group outing? Forget the standard tours and take the wheel—metaphorically speaking—with our custom private trolley rentals. Whether you're celebrating a milestone or just want a unique day out with friends, we provide the ride, the vibes, and the driver; you provide the itinerary! ••••Your City, Your Way••••• This is the premier way to craft a personalized Philly experience. We don’t tell you where to go; we simply make sure you get there in style. Door-to-Door Service: We’ll pick your group up from your preferred location and drop you off wherever you'd like to end your night. Total Freedom: You have three hours to visit the breweries, bars, or restaurants of your choice. Want to hit the craft beer scene in Northern Liberties or grab rooftop cocktails in Center City? It’s entirely up to you. The Ultimate BYOB/BYOF: Our trolleys are fully BYOB/BYOF-friendly. Bring your favorite bottle of wine, a six-pack of local craft beer, or food to enjoy while you cruise between stops. Perfect For Any Occasion Looking to elevate your next gathering? This customizable Philly experience is a fan favorite for: • Bachelor & Bachelorette Parties • Birthday Celebrations • Corporate Team Building • Family Reunions Note: Please drink responsibly. All guests must be 21+ to consume alcohol on the trolley. Ready to Book Your Private Ride? Don't settle for a standard rideshare when you can have a private trolley. Gather your crew, stock the cooler, and prepare for a legendary tour of the city. [Inquire About Private Trolley Rentals Today!]
$10 Tuesdays: Historically Hilarious BYOB Tours of Philadelphia
We are running $10 tickets every Tuesday to donate our proceeds to a non profit. We still provide you an entertaining, comedic story-telling adventure through Philadelphia, covering the city's major attractions. Tours runs for 2 hours. All ages are welcome. 21+ to drink.
School Tours for Students
At Founding Footsteps, we take pride in creating tours that are not only educational, but also immersive and captivating for students. Our tours are thoughtfully designed to bring Philadelphia's fascinating history and rich culture to life, providing students with an interactive learning experience that goes beyond the walls of the classroom. We believe that learning should be engaging and memorable, and our tours are crafted with this principle in mind. We strive to make history come alive for students by incorporating interactive elements and engaging storytelling throughout our tours. By doing so, we hope to instill a lifelong appreciation for history and culture in our young learners. We understand that budget constraints can be a major concern when planning school trips. That's why we offer competitive pricing options, making our tours accessible to as many students as possible. We believe that every student should have the opportunity to learn and explore outside of the classroom, and we aim to make that possible by providing affordable and high-quality tours. At the heart of everything we do is our passion for education and our commitment to providing students with an unforgettable experience. We take great care in creating tours that are not only informative, but also engaging and fun. We believe that learning should be an adventure, and we invite students to join us on a journey through Philadelphia's vibrant history and culture.