American Experiences: Explore Williamsburg

Road trip through historic Virginia

Travel back in time in Colonial Williamsburg and discover how our forefathers spurred the American Revolution. Experience era-styled dining and day-to-day living while strolling through the oldest towns in America.



per person


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, hotel parking, and an adventure all your own.


Suggested Itinerary

Show Full Itinerary

Day 1: Arrive in Williamsburg

Make your way to Williamsburg, a city that played a historic role in the American Revolution. Check in to your hotel then get acquainted with the surrounding area, especially the heart of it all: Colonial Williamsburg, a historic district and living history museum. A good place to start is Merchant's Square. Parking is available, and within the surrounding blocks, you'll find numerous boutique stores, cafes and restaurants.

Day 2: Williamsburg

Colonial Williamsburg is the world's largest living history museum filled with skilled artisans, actors, building tours, and notable events that transport you back to the 18th century. Your included tickets give you access to historic buildings, the art museums, and a complimentary shuttle for transportation around the property. After seeing The Governor's Palace, The Bindery, The Capitol Building, and Wetherburn's Tavern and Charleton's Coffee shop, you may have worked up an appetite. Perhaps explore the local food scene that's so well known: gourmet mac 'n' cheese, baked goods, and flights of beer all await!

Day 3: Jamestown

There's plenty more to see. Perhaps you'll visit the Jamestown Settlement and relive the experience of being part of America's first English colony. Climb on board a replica of one of the three ships that sailed from England to Virginia in 1607. Other activities include Virginia Beach, Busch Gardens, and Watertown USA. You can end your adventure tonight with a ghost tour that teaches you some of the lesser-known accounts of the nation's forefathers and discover some of the more sinister sides of the area.

Day 4: Williamsburg

Today, have plenty of time to travel unscripted! Perhaps take a stroll around the Williamsburg Botanical Gardens or kick back and relax in a 15 ton salt cave at the Williamsburg Salt Spa. Or, flash back in time again by heading to one of the many taverns, such as King's Arms Tavern, still operating from the 1700's - it's up to you to make your own adventure!

Day 5: Farewell

Time to head home. Be sure to grab some hand-cooked Virginia peanuts for the ride!

Add-On Adventures

Show All Addons

Williamsburg Ghost Tour

Face the ghosts of Williamsburg’s past on an evening haunted history tour. After nightfall, visit centuries-old sites in Colonial Williamsburg and on the College of William and Mary campus alongside stories of ghostly activity, from the days of early settlers through the Civil War. Beyond just chilling anecdotes, all sightings are based on paranormal research and thoroughly documented for a spine-tingling evening experience.
Starting at $22 per person


American Experiences: Explore Williamsburg



Unscripted experiences, insider access and authentic local flavors

Our team of travel specialists and local contacts have curated some of the best, most exclusive and authentic experiences, restaurants and accommodations to truly immerse yourself in a way that wouldn't be possible in larger groups or just on your own.

Learn more about Club Adventures

More club adventures you might like