Top Virginia Day Trips

Visit the Historic Triangle and learn about early American history with this full-day group tour of Jamestown, Yorktown, and other sites. Travel comfortably in an air-conditioned vehicle with a driver-guide and go to each site in chronological order. Enjoy a midday stop for a Colonial-style lunch at a local restaurant.

This private self-guided tour offers independent travelers the freedom to set their own pace and start time while driving through Shenandoah National Park. After downloading an app, listen to audio that reveals secrets about Shenandoah’s history and its most impressive landmarks. Enjoy the flexibility to stop for photos or hikes in your own car without group constraints.

Download GuideAlong's self-guided audio tour and you'll discover more on your Shenandoah road trip. Hear fascinating behind-the-scenes stories, local tips and directions play automatically along the route, all based on your location. You'll be guided to all of Skyline Drive's famous highlights as well as lessor known gems including the park's top summit and waterfall hikes, President Herbert Hoover's historic retreat, and a high-elevation meadow that's one of the best places to spot wildlife like deer, elk and black bears. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you. ✅ Stories, tips and directions play automatically based on your location ✅ Travel at your own pace ✅ Tour offline using GPS, no cell service or WiFi needed ✅ Suggested itineraries for half, full or multi day use ✅ Buy once, use forever! No expiry, includes free updates ✅ Like having a tour guide along for the drive Purchase one tour per vehicle.

Escape the city and explore Washington DC’s nearby wine country on this day trip to Loudon County. Visit three wineries and enjoy discounted tastings (or try the all-inclusive upgrade) at each, and also have time to explore the vineyards. Ride in comfort roundtrip on a coach bus and let someone else take care of the driving and navigation so you can drink worry-free at each stop.

Pack two of Virginia’s natural must-sees into one full-day excursion with this guided tour of Luray Caverns and Shenandoah National Park’s gorgeous Skyline Drive. In Luray’s limestone caves, you’ll explore stalactites and other geologic formations before hitting the road to take in the spectacular views of Shenandoah National Park along the Skyline Drive.

Ole Crow Tours warmly invites you to explore the very best that Virginia’s renowned wine region has to offer in comfort and style. Simply sit back, relax, and let us handle all the details, carefully ensuring a seamless and unforgettable experience for you and your guests to truly savor every moment. On this thoughtfully curated tour, you’ll be enjoying visits to 3 carefully selected wineries located on the scenic eastside of Charlottesville. This journey will take us through the charming Keswick area, once home to Thomas Jefferson’s old stomping grounds, a region rich with history, natural beauty, and timeless elegance.

Dive deeper into US history when you embark on this day trip from Washington DC to Gettysburg, Pennsylvania. Head north from the nation’s capital to Gettysburg National Military Park to learn about the Civil War and the 1863 battle that took place on those grounds. Watch a short film and then explore downtown Gettysburg before heading back down to Washington DC.

Explore Yorktown and Colonial Williamsburg, where America’s future was decided. This historical voyage transports you to an era that shaped our nation. See meticulously preserved colonial architecture, revolutionary battlefields, and much more as you explore these iconic destinations. Fascinating audio stories and historical reenactors bring the past to life with this easy-to-use tour bundle. Purchase one tour per car, not per person. Everyone listens together! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

Cycle the gorgeous rural roads of Virginia's wine country. Visit two forward-thinking wineries and eat incredible locally sourced food. Learn about what ecological agriculture means, and walk the vineyards alongside sheep and cattle, with your sommelier-guide.

Step into the world of Thomas Jefferson with a day trip from Washington D.C. to Monticello, his meticulously designed mountaintop estate and a UNESCO World Heritage Site. Enjoy included admission and a 45-minute official guided tour that brings Jefferson’s life, ideas, and influence on life through expert storytelling and preserved interiors. From architectural innovation to sweeping views of the Virginia countryside, Monticello offers a deeper understanding of one of America’s most complex founders. This thoughtfully planned experience provides a meaningful journey into U.S. history without the hassle of organizing transportation or tickets.

If you want to overload your senses, this could be the one. This tour combines two of the area's top vineyards, which not only produce wonderful wine but also provide an unforgettable culinary experience. One of the stops is also recognized for its architectural design, while the other for its architectural ruins.

This private tour picks you up from your Williamsburg hotel to visit Berkeley, Westover and Sherwood Forest Plantations. Berkeley’s 1726 Georgian mansion is the birthplace of Benjamin Harrison V, signer of the Declaration of Independence, and also the birthplace of William Henry Harrison, 9th U.S. President, and his grandson, Benjamin Harrison, 23rd U.S. President. During the Civil War, Berkeley was occupied by General McClellan’s troops. While at Berkeley, General Butterfield composed the familiar tune “Taps”, played by his bugler. We will explore the Native American, Colonial and Civil War artifacts, along with historical paintings and exhibits in the 18th century basement museum. At Westover, we tour the grounds of this beautiful Georgian mansion, its amazing gardens and secondary buildings. At Sherwood Forest, we tour the grounds of our 10th U.S. President, John Tyler's home, the longest frame house in America. If scheduling in advance, we can request an interior tour.

Step away from the city and experience the peaceful traditions of the Amish Country on this full-day trip from Washington, DC. Travel through the rolling countryside of Lancaster County and visit an Amish village and working farm. An optional guided countryside bus tour, farmhouse visit, and farm tour provide a deeper understanding of Amish history, values, and daily life. Enjoy time at the Bird-in-Hand Farmers Market, where you can browse local foods and handmade goods. With curated stops and comfortable transportation, this tour offers a rare look into one of America’s most distinctive cultures.

Perfect for Individuals or Small Groups. We offer guided tours, concierge service and airport transfers throughout the Washington DC , Maryland and Northern Virginia areas.

Embark on an unforgettable Northern Virginia winery tour, led by a certified Sommelier who has extensive knowledge about wines from around the world, and specifically Virginia Wine. The tour will take your group to three exceptional wineries in the region. Relax in a comfortable private vehicle as you explore the picturesque landscapes of the serene Virginia countryside. Enjoy expertly guided tastings, behind-the-scenes experiences, and personalized service tailored to your preferences. Whether you're celebrating a special occasion or simply indulging in a luxurious day of wine exploration, our curated tours offer an unparalleled experience. Discover the finest wines Northern Virginia has to offer with a unique, VIP experience!

Step back in time on a trip to Mt. Vernon, George Washington’s former estate—and learn all about the life and times of the country’s first president—on this private, half-day tour. Pick from morning or afternoon departure times, meet your guide at your local address, and hop aboard your luxury SUV. Explore Mt. Vernon and its grounds with your guide (a veteran and military historian), and even visit Old Town Alexandria.

Delve into the nation’s military history with a twenty-year Navy veteran as your guide on a private tour. Choose from an extensive list of museums, monuments, memorials, battlefields, cemeteries, and even the Pentagon (90 day advanced notice required) on an exclusive tour of Washington, DC and surrounding areas. Get unmatched insights and history and spend the day walking through the pages of a real life history book.

Venture beyond city limits—and discover where one of the most pivotal battles of the Civil War took place—on this private, full-day tour from Washington DC. Meet your guide in the morning, hop aboard your air-conditioned car, and hit the road. Upon arrival in Gettysburg, you’ll discover key sights like Seminary Ridge, while your guide will share immersive stories to bring the three days of battle to life.

This is a private tour (your group) to an exceptional tour to visit Monticello, a World Heritage Site, home to our 3rd President, Thomas Jefferson, primary author of our Declaration of Independence and founder of the University of Virginia. Monticello provides in-depth tours of the historic house, gardens, views of the plantation, and, sometimes, an opportunity to engage in a lively presentation by Bill Barker, who portrays Thomas Jefferson. Jefferson enslaved over six hundred people throughout his life, and there are hourly slave tours to learn about the enslaved men, women, and children who labored on the plantation, including the Hemmings family and many others, like the Fosset family. The Monticello tour concludes with an opportunity to visit Thomas Jefferson's gravesite which is still owned by the family today. After leaving Monticello, guests may choose to have lunch at a nearby restaurant before returning to Williamsburg. Approx: 4 hours travel, 3.5 hours touring, 1 hour lunch.