Philadelphia Tours

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!

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.

Uncover the Underworld: The Ultimate Philly Mob Tour Philadelphia. Step into the shadows of the City of Brotherly Love for a journey you won’t find in the history books.

**The Philly Mob Tour** invites you to trade the tourist traps for the gritty, high-stakes reality of Philadelphia’s past. This captivating trolley experience takes you deep into a world of organized crime, secret speakeasies, and the notorious figures who ruled the streets with an iron fist.

Experience the Era of Outlaws

During our Crime Tour Philadelphia, you’ll explore hidden corners and historic landmarks as expert guides peel back the curtain on the city’s most scandalous era. Discover how the underworld thrived during Prohibition, fueled by:

• The Rise of Mob Bosses:** Hear the legends of the infamous crime families who built empires on the edge of the law.
• The Bootlegger’s Life:** Uncover the secrets of the illegal liquor trade and the underground bars that kept the city hydrated against all odds.
• Cat and Mouse Games:** Learn about the relentless lawmen who risked everything to bring down the city's most dangerous figures.

For Mature Audiences Only

This isn't your average sightseeing trip. Prepare yourself for the darker side of history as we recount chilling stories of the most heinous murders ever committed in Philadelphia.

**Important Note:** This is a **BYOB tour** for guests **21+ only**. The experience contains graphic and disturbing content that explores the brutal reality of the criminal lifestyle.

Book Your Journey into the Shadows

Whether you’re a true crime enthusiast or a history buff looking for a wilder side of the city, this is the definitive **crime tour Philadelphia** experience. It’s an unforgettable journey through a past that is as fascinating as it is frightening.

**Planning a group outing?**
The Philly Mob Tour is **available as a private tour**, perfect for bachelor parties, birthdays, or unique corporate events.

**Inquire Today to Secure Your Seat on the Trolley!**

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.

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!]

Indulge in a unique experience where you can sip your favorite beverages while we chauffeur you around the city on our BYOB trolley tour! Sit back, relax, and enjoy the ride as some of Philly's finest comedians take the stage onboard, keeping you entertained with their humor and wit throughout the journey. Leave the driving to us and let the laughter flow as we explore the sights and sounds of Philadelphia in style! Price of admission includes 1 single serviced cocktail, beer or non-alcoholic beverage at Craft Hall.

Hear chilling stories of the most heinous murders committed in Philadelphia. This BYOB tour is 21+ and contains graphic and disturbing content.

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.

Elegant & Unique Philadelphia Wedding Trolley Rentals. Make your big day even more unforgettable with a classic Philadelphia wedding experience.

At Founding Footsteps, we believe the journey to the altar should be just as beautiful as the ceremony itself. Our vintage-style trolleys offer a charming, stylish, and practical transportation solution that adds a touch of "Old City" magic to your celebration.

Whether you are whisking the bridal party away for portraits or ensuring your guests arrive in style, a trolley is the quintessential Philly experience for any modern wedding.
Why Choose a Wedding Trolley?

Seamless Logistics: Keep your wedding party together. Our trolleys offer a stress-free way to navigate the city’s historic streets without the hassle of ride-shares or parking.

Picture-Perfect Backdrops: With their classic aesthetic, our trolleys provide a stunning setting for your Philadelphia wedding photos. From the cobblestones of Society Hill to the steps of the Art Museum, you'll capture timeless moments inside and out.

A Memorable Guest Experience: Show off the best of the city to your out-of-town guests. It’s more than a ride; it’s a scenic tour that makes them feel like part of the Philly story.

Fully Customizable Routes: From hotel pickups to late-night reception drop-offs, we tailor our itinerary to fit your schedule perfectly.

Professional Service: Our expert drivers are punctual, polished, and dedicated to providing safe, reliable transportation so you can focus on saying "I do."

Let Us Be Part of Your Love Story

At Founding Footsteps, we don't just provide transportation; we provide a celebratory atmosphere. We love being a small part of your biggest moments, ensuring your loved ones are moved with care and class.

Plan Ahead for the Upcoming Season: We are currently crafting exclusive wedding packages for the new year! Whether you need a shuttle for guests or a grand entrance for the newlyweds, we have a curated option for you.

Say "Yes" to the Trolley!!

Ready to elevate your Philadelphia wedding experience? We’d love to hear about your vision.

Contact our wedding coordinator today at weddings@foundingfootsteps.com for pricing and availability.

In 2026, Philadelphia serves as the epicenter for America’s Semiquincentennial (250th) Anniversary. A walking tour during this historic year is less of a standard history lesson and more of an immersive journey through the "Cradle of Liberty." Celebrate 250 years of American independence in the very streets where the "Great Experiment" began. This commemorative walking tour bridges the gap between 1776 and 2026, exploring the evolution of American democracy through Philadelphia’s most iconic "firsts" and its vibrant, modern neighborhoods. 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!

Experience an adult-exclusive, entertaining, comedic storytelling adventure through Philadelphia, complete with lively karaoke sessions. Explore the city's major attractions on this 3-hour tour, enjoying drinks along the way with BYOB. Participants must be 21 years old and above to join this adult-only, fun-filled journey through the heart of the city! <><><><> 21+ only. <><><><>

Currently Private Tours only! Contact to reserve today!

We offer fully customizable corporate tours to cater to your specific needs and preferences. Whether you're looking to kick off your corporate event with a fun and hilarious tour of Philadelphia or customize an itinerary for your team to experience while in the city, we've got you covered (additional cost).

We can even stock the trolley with local foods and offer a selection of beers or wine to enhance your team's experience (additional). We understand that each corporate event is unique, and we're here to work with you to create a customized tour that meets your needs and exceeds your expectations.

Give us a call today, and our team will provide you with a personalized quote for your event. We're excited to collaborate with you to create a memorable and enjoyable experience for your team in Philadelphia.