American Experiences: Explore Philadelphia and Hershey

Road trip through the Keystone State

Dive into the origins of American history in Philadelphia then delight in the world of chocolate in Hershey.



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Each American Experiences trip is designed for you to craft and customize your own adventure. Pick your own date, add or remove nights, upgrade your car, reverse cities, add on activities, and more. Our team of adventure experts has curated suggestions to make your trip incredible, and our team is standing by to assist you in creating your incredible adventure.

While crafting your road trip, be assured that your package includes centrally-located hotels, a Hertz car rental, breakfast daily, free hotel WiFi, and an adventure all your own.

*Hotel parking is not included in this package


Suggested Itinerary

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Day 1: Arrive in Philadelphia

Welcome to Philly! Upon arrival, pick up your rental car and head to your hotel to check in. Perhaps stop by a local shop for your first taste of the local favorite - Philly Cheesesteak!

Day 2: Philadelphia

The choice is yours for your first full day in Philadelphia! Learn about the Founding Fathers of the United States on a historical tour of some of the cities oldest, most famous establishments. Or maybe the Philly Cheesesteak peaks your interest more - opt to join a foodie tour through the heart of Philadelphia hitting all the locations that make the city a haven for food lovers alike. In the evening, embrace the supernatural and hop on a ghost tour of Philadelphia to learn about the dark secrets of one of America's oldest cities!

Day 3: Philadelphia > Hershey

Today, spend more time exploring Philadelphia before heading to Hershey. Looking to see more local culture? Perhaps join a tour of South Philly to see just how eclectic the city truly is as you wander through back-alley businesses, street art, and Italian markets. Or, continue learning about the history of the US's first capital by seeing where Betsy Ross sewed the first flag, or check out the Liberty Bell! Head to Hershey at your leisure and check in to your hotel before exploring the US's chocolate capital.

Day 4: Hershey

Learn more about the history of one of the world's most famous chocolate brands at the Hershey Story museum, or head to Hershey Park for even more fun! Perhaps check out the AACA Museum, an affiliate of the Smithsonian, that is one of the most highly acclaimed automobile museums in the US. Be sure to see their collection of Tucker Automobiles which is one of the most extensive collections in the world. Whatever you choose, the adventure is yours to make!

Day 5: Farewell

Say goodbye to Philadelphia and Hershey as you make your way home. Make sure to grab some chocolate for the trip!

Add-On Adventures

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Beyond the Cheesesteak

Combine street food and brain food on this private Philadelphia tour that takes in the hallowed halls of academia, the glory of the grand terminal, the worship of college sports, and the fun of food trucking!

Starting at $80 per person

Markets, Mosaics & Magic

Art, culture, diversity, and of course, the spirit of Rocky lives on in South Philly! Join this Philadelphia tour to see just how eclectic this gritty city is. From hidden alleyways to Italian markets, family-owned businesses, and public art, South Philly is a slice of the real Philly.

Starting at $49 per person

Italian Market Immersion

Hit the country’s oldest and largest everyday open-air market for some authentic, Philly foodie action. Sample a few nibbles, then fill your shopping bag with cheeses, chocolates, deli items, and baked goods, and connect with the merchants and personalities that have shaped the character of this street for generations.

Starting at $35 per person

Ghost Tour of Philadelphia by Candlelight

Philadelphia is one of the country’s oldest cities, and its centuries of history also include plenty of ghost tales, spooky stories, and other macabre myths and legends. Meet your costumed guide in Center City, and explore Philadelphia’s historical landmarks after dark. You’ll see the highlights of Old City, Society Hill, and Independence National Historical Park, and will also hear tales of hidden burial grounds, haunted houses, and other dark secrets.

Starting at $24 per person

Philly Foodie Tour

A huge part of Philadelphia is the food and places associated with it. This tour focuses on both the iconic and locally known dishes that make Philly a foodie haven. Come hungry because over the course of this brief tour we will start with cheesesteaks and move across the spectrum of local dishes and drinks. Don't expect touristy eating establishments. Only locals come to these hangouts!

Starting at $142 per person, maximum 5 people per tour

Founding Fathers Tour of Philadelphia

Experience the history of the United States on this guided small-group walking tour around Philadelphia, the birthplace of freedom in America. See Independence Hall, where the Founding Fathers signed the Declaration of Independence (this tour does not enter Independence Hall). Learn about Pennsylvania’s founder, William Penn, and see where George Washington, the first President of the United States, lived. Then check out the galleries and eateries in Old City Philadelphia, America's most historic square mile, followed by a cold beverage at a local establishment.

Starting at $45 per person


American Experiences: Explore Philadelphia and Hershey



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