Available only for groups of 6 or more with a phone call. This bike tour is more than just a leisurely ride through scenic landscapes; it's an opportunity to confront our past, understand our present, and shape a more just and equitable future. We will have wheeled our way through 400 years of history to a modern vineyard for wine and celebrating good friends and shared connections.
What truly sets this tour apart?
We present a balanced and nuanced account of history, acknowledging the complexities and contradictions that shaped America's identity.
We encourage open dialogue and respectful exchange of ideas, fostering a sense of shared understanding and empathy.
We prioritize responsible travel practices that minimize our impact on the environment and support local communities.
We donate a % of tour proceeds to local conservation concerns like Capital Trees, VCU Rice Rivers, James River Association.
Bike not included
Bike is included
Departing from Upper Shirley Vineyards, enjoy this shorter version of our Signature Ride, a leisurely, guided 6-mile bicycle tour on the Virginia Capital Trail with stories of the area's history, nature, and wine.
We provide: comfortable, chic Priority bicycle fitted with Nantucket bike basket, stylish helmet, signature snack, water, and the guided tour.
Glass of wine included in price.
Park in the visitor "PLAY" parking lot. We will meet you at the entrance to the restaurant in front of the staircase.
Williamsburg, Virginia, is a historic city that brings the American Revolution to life. It is home to Colonial Williamsburg, the world's largest living history museum, where visitors can experience 18th-century life firsthand. The city is also part of the Historic Triangle, along with Jamestown and Yorktown, offering a rich tapestry of American history.
The world's largest living history museum, Colonial Williamsburg, brings the 18th century to life. Visitors can explore historic buildings, interact with costumed interpreters, and experience the daily life of colonial America.
A short drive from Williamsburg, the Jamestown Settlement offers a fascinating look at the first permanent English settlement in America. Visitors can explore re-created ships, a Powhatan Indian village, and a colonial fort.
The Yorktown Battlefield is where the American Revolution effectively ended with the surrender of British General Cornwallis. Visitors can explore the historic battlefield, visit the Yorktown Victory Monument, and learn about the pivotal role Yorktown played in American history.
Bush Gardens Williamsburg is a popular theme park featuring thrilling roller coasters, live entertainment, and beautifully landscaped gardens. The park is known for its European-themed areas and seasonal events.
Founded in 1693, the College of William & Mary is the second-oldest institution of higher education in the United States. The historic campus features beautiful architecture, scenic gardens, and the famous Wren Building.
A creamy and savory soup made with peanuts, vegetables, and sometimes chicken or other meats. It's a classic Southern dish with colonial roots.
Sliced unripe green tomatoes, coated in cornmeal and fried until crispy. Served with various dipping sauces, such as remoulade or spicy mayo.
A popular Southern snack consisting of a flaky biscuit filled with slices of Virginia ham. It's a quick and delicious bite, often enjoyed for breakfast or as an afternoon snack.
This is the best time to visit Williamsburg for pleasant weather and outdoor activities. The historic sites are fully operational, and various festivals and events take place.
United States Dollar (USD)
GMT-5 (Eastern Standard Time, EST) or GMT-4 (Eastern Daylight Time, EDT)
120VV, 60HzHz
Williamsburg is generally a safe destination for travelers, with low crime rates and a welcoming atmosphere. However, visitors should still take basic precautions to ensure a safe and enjoyable trip.
Williamsburg Station
Greyhound Bus Station in Williamsburg
WAT provides affordable and convenient public transportation with multiple routes serving the city and nearby attractions.
Available • Apps: Uber, Lyft
Car, Bike, Scooter
Jamestown and Yorktown are two of the most important historic sites in the United States, marking the beginning and end of the American Revolution. Visitors can explore the historic sites, museums, and battlefields that bring these pivotal moments in history to life.
Richmond, the capital of Virginia, is a vibrant city with a rich history and a thriving arts and culture scene. Visitors can explore historic sites, museums, and galleries, as well as enjoy the city's diverse dining and shopping options.
Chesapeake Bay is the largest estuary in the United States, offering a variety of outdoor activities and scenic views. Visitors can enjoy boating, fishing, kayaking, and wildlife watching, as well as exploring the charming towns and villages along the bay.
Price varies by option