Top Virginia Tours by Duration in 2026

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 Skyline Drive, including vibrant autumn foliage from mid-October to mid-November when weather permits.

The Ghost Tour is Williamsburg's first and only murder-focused tour. Explore areas that other history tours would be afraid to visit. Explore a historic city that conceals a sinister and unsettling past. A netherworld of horrific death and hatred. Accompany your guide on foot to some of our favorite local watering establishments. To help you get ready for what's to come, try a drink with a murder theme or one of the pub's specialty beverages. Then, take a stroll through the dim, peaceful streets of Historic Williamsburg, where you may learn the real stories of the city's most notorious crimes. There's nothing ghostly about Williamsburg's scariest tour. It has to do with murder.

Choosing a private tour led by a PhD historian provides an experience that is both engaging and academically enriching. Instead of navigating large crowds or relying on headsets, you'll enjoy direct interaction with a knowledgeable scholar, creating opportunities for meaningful discussion and personalized insights throughout the tour. What sets this experience apart is its depth of interpretation. Rather than simply highlighting landmarks, your guide explores the historical context and significance behind them, offering the "why" behind the "what" that many standard tours overlook. The experience is also tailored to your group, with the pace and level of detail adjusted to suit everyone from families with children to dedicated history enthusiasts seeking a deeper understanding of the subject.

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.

Exclusive, private tour (only your family/friends) of the American Revolution Museum at Yorktown (ARMY), some of the Yorktown Battlefields (Surrender Field), the federal museum (National Park Service with General Washington's original tents from the American Revolutionary War), Victory monument, and alleged cave where Cornwallis retreated. This is the only private tour with a private guide at all stops. This is NOT a group bus or group shuttle tour. This tour includes an in depth learning experience about the siege of Yorktown that lasted several weeks and explores the surrendering of arms on October 19, 1781 including Surrender Field. The afternoon tour at the American Revolution Museum at Yorktown includes the canon firing at 3:00pm (weather dependent from March 1st-November 30th). We spend about 4 to 4.5 hours touring and about an hour driving which makes this a 5 to 5.5 hour tour. Note: the state museum has scooter rentals for $15.

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.

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.

Experience Colonial Williamsburg’s holiday traditions with the added insight of a costumed guide who brings local history to life. Instead of exploring on your own, discover the stories behind the town’s seasonal decorations and celebrations while strolling its historic streets. It’s an engaging way to see how Christmas has been celebrated through the centuries.

Explore Old Town Alexandria, focusing on its food and its history, during this walking tour. Follow your guide to some of the area's historical highlights, learning about the nearly three-century history as you travel. Stop at several family-owned restaurants for regional seafood, Italian fare, fusion cuisine, and hand-crafted desserts. Tastings add up to make a full meal.

With the beauty of the Blue Ridge Mountains surrounding the quaint vineyards of Virginia, this private wine excursion delivers a peaceful and harmonious experience in the great outdoors. A private chauffeur will cruise you and your guests from historic Charlottesville to the countryside. Spend the day touring the area and sampling wines from multiple wineries. On the Wine Trail, you’ll have your choice of which tasting rooms to visit and when to have a picnic lunch.

See the highlights of Washington DC without having to rent a car or rely on public transportation by opting for a private tour of the city. Your driver will pick you up at your hotel, the airport, or Union Station and take you out to see sights such as the exterior of the U.S. Capitol building, the White House, the Martin Luther King, Jr. Memorial, and the Lincoln Memorial.

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.

We will discuss the different philosophies of architectural preservation between Europe and the United States during the late 19th and 20th Century and how it applies to the restoration of Colonial Williamsburg. The restoration materials of Colonial Williamsburg had to appear as if they were constructed in the 18th Century. For example, the roofs of many of the reconstructed buildings were man made fire retardant composites, and the masonry emulated the original bound of the public buildings. When the Main College was rededicated as the Wren building, credit was given to the the famous English Architect, Sir Christopher Wren. However, there is no proof that this is true. The base of this building is a Flemish design as opposed to the English bond. As the Wren building stands today, it is a redesign of the building that existed in 1733. It will be a comprehensive discussion of the vision of Rev. W.A.R. Goodwin and John D. Rockfeller, Jr. that resulted in Colonial Williamsburg.

Private guided tour of the Jamestown Settlement. This exclusive tour (only your family/group) includes an in-depth learning experience about the beginning of our oldest, permanent English colony that begins with exploring replicas of the ships that arrived in 1607, the re-created Paspahegh town, the James Fort reflecting the outpost in 1610-1614 and the museum with spectacular artifacts, replicas of 17th Century homes and more. There is an option (for a fee) to tour Historic Jamestowne, actual site of the Jamestown Fort, including the NPS Visitor Center, views of the Fort, James River and Tercentennial Monument that stands 104 feet tall. The monument was installed in 1907 commemorating the 300th anniversary of the Jamestown Colony. This trip may be customized for handicapped patrons as the state park has scooter rental for $15/scooter. For NPS option, wheelchairs are available with notice to guide. Estimated time 3.5-4 hours for Jamestown and Glasshouse and 4.5-5 hours to include NPS.

Follow in the footsteps of Founding Father Thomas Jefferson—and enjoy a hassle-free way to explore Monticello—on this small-group, full-day trip. Travel from downtown Washington DC to Jefferson’s UNESCO–listed estate. Once there, go on a guided tour that shares stories about his life and work, and have free time to explore more of the historic landmark at your own pace.

Enjoy a comfortable, one-of-a-kind way to explore the nation's capital on this private limousine tour. Meet your guide at your preferred Washington DC, Virginia, or Maryland address, and hop aboard your luxury vehicle. In the space of just half a day, you'll see dozens of Washington DC's top landmarks, from the White House and Jefferson Memorial to the Supreme Court, Library of Congress, and much more.

Explore the charming thrift stores of historic downtown Leesburg on a guided walking tour. Led by Carmen, this experience includes visits to three unique shops where you'll find exclusive discounts and receive personal style advice. Enjoy a leisurely stroll as you uncover hidden treasures, with approximately 30 minutes spent in each store. The tour lasts about 2 hours, covering a distance of 1.2 miles. Bottled water is provided, and there’s an option for coffee stops along the way to keep your spirits high while thrifting. - Discover unique thrift store treasures in small groups - Enjoy exclusive discounts at all three visited stores - Receive expert style advice and tips during your shopping - Total tour duration is about 2 hours, covering 1.2 miles

giving you the history, hidden details, and insider perspectives you won’t get on a standard tour. Every stop is interactive, personalized, and designed to make you feel like you’re experiencing the city, not just looking at it.

Get the most out of your trip to the East Coast on this 3-day sightseeing tour from Washington DC. At Niagara Falls State Park, admire the world-famous falls and upgrade to visit the Cave of the Winds, ride the Maid of the Mist, and more. Then, head to New York City, where you can explore the best of the Big Apple (and upgrade to add a Statue of Liberty cruise and other top experiences).

Combine Old Town Alexandria cuisine and history during this half-day walking city tour during which you’ll sample local dishes you might otherwise have overlooked, ideal for first-time visitors. Get a deeper insight into the city’s history than you would alone, thanks to your guide’s sometimes scandalous stories, and pass by off-the-beaten path landmarks many travelers miss.

We do sanitized all our vehicles after each tour. To provide a smooth and stylish travel experience, we only utilize top-notch, freshly cleaned and sanitized vehicles, like luxurious limos and comfortable minibuses. Our large fleet is made to accommodate a wide range of tastes and needs, ensuring that every part of your journey is managed with the highest level of comfort and elegance. Since 1998, we have merged our in-depth knowledge of the business with a profound comprehension of the demands of our customers to guarantee that each tour is specially designed to continuously surpass expectations. We prioritize your safety with regular hygiene practices, regular vehicle maintenance.

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.

This exceptional tour takes us to two of Thomas Jefferson's most iconic masterpieces, the University of Virginia and Monticello, both honored as UNESCO World Heritage sites in 1987 for their outstanding cultural significance. Our journey begins with a detailed guided tour of the picturesque University Lawn and the distinguished Rotunda at the University of Virginia, where history and architecture blend beautifully. Next, we head to Monticello's David M. Rubenstein Visitor Center, a thoughtfully designed space featuring an excellent gift shop and numerous engaging exhibitions dedicated to Thomas Jefferson and the rich history of Monticello. For a convenient and pleasant break, you can enjoy a quick bite and refreshing drink at the Monticello Farm Table Cafe before proceeding to your in-depth guided tour of the historic estate.

Your tours are intentionally designed for small groups, allowing us to provide a level of service and attention that larger tour operators simply cannot match. We take the time to understand your preferences, recommend venues that fit your group's personality, and create an itinerary tailored to your occasion. Whether you're celebrating a birthday, anniversary, bachelorette party, date day, or simply enjoying time with friends, every experience is customized around you. What truly makes us different is your concierge-style approach. From the moment we pick you up until we safely return you home, we're focused on the details. We coordinate timing between venues, help keep your day running smoothly, offer local knowledge of Virginia wine country, and provide the flexibility to adjust the day as needed.