Philadelphia: BYOB Trolley Tour with Comedian Guide & Rocky Steps

BYOB trolley laughs, Philly stories, Liberty Bell and Rocky steps

You’ll board a classic trolley in Philadelphia with your own drinks in hand and a comedian guide leading the way. Expect laughs, stories behind landmarks like City Hall and Love Park, plus your own shot at the Rocky Steps challenge. End wandering Elfreth’s Alley as dusk falls. It’s lively but still feels personal.

Step-by-step itinerary

Stops and time at each

1. Betsy Ross Housepass by
2. Philadelphia City Hallpass by
3. Love Parkpass by
4. Cathedral Basilica of Saints Peter and Paulpass by
5. Rodin Museumpass by
6. Barnes Foundationpass by
7. Philadelphia Museum of Art20m
8. Rocky Statue20m
9. Liberty Bell Centerpass by
10. Philadelphia Old City Hallpass by
11. Christ Churchpass by

Philadelphia sightseeing and historic landmarks

• Board trolley with your own drinks
• Learn from comedian and history teacher
• Pass Betsy Ross House and learn flag story
• See largest Chinese Friendship Gate
• View iconic Philadelphia City Hall
• Stop at Love Park sculpture
• Pass Cathedral Basilica of Saints Peter and Paul
• View original replica of The Thinker at Rodin Museum
• Pass Barnes Foundation art collection
• Visit Philadelphia Museum of Art and Rocky Steps
• Take photo at Rocky Statue
• Pass Thomas Jefferson's writing site
• See Liberty Bell Center
• Pass Philadelphia Old City Hall
• Pass oldest confectionary and candy store
• Pass first post office in America
• Pass Christ Church, home to Declaration signers
• End tour with stroll down Elfreth’s Alley

The experience

I’ll admit, I mostly signed up for the BYOB trolley tour in Philadelphia because the idea of sipping a beer while rolling past City Hall just sounded too good to skip. But what I didn’t expect was how much our guide (a former history teacher who’s apparently also done stand-up) would make me laugh at stuff I thought I already knew about Philly. He had this way of mixing in wild facts (like the real story behind Betsy Ross) with jokes that had everyone snorting into their cans. The trolley itself rattled along with this cozy old-timey feel, windows open so you could catch whiffs of hot pretzels from street vendors as we passed.

We stopped at all the big names: Love Park (the sculpture is smaller than I pictured), City Hall (the stonework is kind of hypnotic if you stare too long), and then the Rocky Steps. Our guide dared us to do the run, so yeah, I tried it… made it halfway before my legs started complaining. Some guy in an Eagles jersey cheered me on anyway. The air up there felt sharp and clean for a city, and honestly, that view back over the Benjamin Franklin Parkway. It stuck with me longer than I thought it would.

Old City was buzzing when we rolled through. Independence Hall looked almost shy behind its iron fence. People took selfies but nobody seemed rushed. At Elfreth’s Alley, our last stop, the bricks were slick from an earlier rain and you could smell wet earth mixed with something sweet coming from one of those old houses. We wandered slowly there, not much talking, just listening to footsteps echo on stone. Funny how a silly trolley ride can end with you feeling sort of connected to all these layers of Philly history. If you’re thinking about a day trip in Philadelphia that’s more fun than formal, this one’s worth it.

What’s included

• Your day includes riding a vintage-style trolley through Philadelphia with a local comedian guide sharing stories and humor along every stop.
• You’ll get off to explore places like City Hall, Love Park, Betsy Ross House, Independence Hall area, and take photos at the Rocky Statue before ending your stroll down Elfreth’s Alley.
• All while enjoying whatever drinks you’ve brought along.

Options for this experience

3 options

1:00 pm BYOB Trolley TourGuide in English · 13:00A 1:00 pm BYOB trolley tour with comedic storytelling, taking in all of historic Old City, Chinatown, Center City, City Hall, the famous Rocky Steps and more. The trolley is an old-fashioned open-air model in spring and summer, and heated in winter.

2:00 pm BYOB Trolley TourGuide in English · 14:00The trolley is an old-fashioned open-air model in spring and summer, and heated in winter. Trolley Tour at 2:00 pm: a BYOB trolley tour and comedic storytelling adventure of Philadelphia.

11:30 am BYOB Trolley TourGuide in English · 11:30The trolley is an old-fashioned open-air model in spring and summer, and heated in winter. Starts at 11:30 am: a BYOB trolley tour and comedic storytelling adventure of Philadelphia.

You see the exact price of each option when you check availability.See dates & prices

Before you book

Days and timesThursday to SaturdayDepartures at 11:30, 13:00 and 14:00

Book up toStart time

AgesAdult (13 to 64 years) · Senior (65 and older) · Child (under 13)

GroupUp to 32

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated today

Good to know

Easy physical levelStroller friendlyPets welcomePublic transport nearbyInfants must sit on laps

Operated by Founding Footsteps

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Top questions

Can children come?

Yes. Ticket types: Child (under 13).

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

Is alcohol provided on the BYOB Philadelphia trolley tour?

No, you bring your own drinks such as beer or wine to enjoy during the tour.

Does the tour include stops at major Philadelphia attractions?

Yes, stops include City Hall, Love Park, Rocky Steps at the Museum of Art, Old City sites like Independence Hall and Elfreth’s Alley.

Who leads the BYOB trolley tour in Philadelphia?

The tour is led by a local guide who is both a former comedian and history teacher.

Is lunch included on this Philadelphia sightseeing tour?

No meals are included. Food can be brought or purchased separately during stops if desired.

Does this day trip include hotel pickup?

No hotel pickup is mentioned. Public transportation options are available nearby for easy access to departure point.