Top Virginia Private Sightseeing Tours

Step back in time on a private ride through historic Fredericksburg in a fully restored 1920's Model-A. Guests meet in the heart of downtown and climb aboard cushioned seats for a 20-30min tour with open-air views and plenty of charm. Along the way you'll pass Fredericksburg's most treasured landmarks including the Mary Washington House & Monument, Huge Mercer Apothecary, Kenmore Plantation, Chatham Manor, and the Rappahannock Riverfront. Your guide shares fascinating stories of colonial times, the Civil War, and Fredericksburg's unique past while you relax and enjoy the ride. This tour is the ideal way to enjoy Fredericksburg highlights with history, nostalgia and fun all rolled into one unforgettable experience. Remember Don't Just Look at History, Ride in It!

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.

Let's go back in time together! Join your licensed guide on this fun, engaging walking tour of Colonial Williamsburg. See the major historic sights, learn how our democracy began, and walk in the footsteps of our Founding Fathers – and maybe bump into them! Discover the special places only a local knows, like delightful gardens, where they hide the sheep, and favorite spots for 18th-century cookies. Starting at The Williamsburg Inn, you'll view the Capitol, stroll by trades and shops, and see horse-drawn carriages on your way to the Governor’s Palace. Our walk ends close to Merchants Square where you can shop or grab a bite. Our guests are saying: “We rank Cyndi in the top 2% of professional guides we’ve experienced.” “She knows her history and shows a lot of enthusiasm for it.” “She was a pleasure to be with.” - She has had the honor of being ranked nationally in the Top 10% of guides in the country. - This tour can be customized to your interests to make the most of your time here.

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.

Many vehicle tours through Richmond can have obstructed views, but this Richmond Tuk-tuk Sightseeing Tour provides a ride around the city in an open-air vehicle that’s easy to see top spots along the way. Plus, this tour stops at Virginia Museum of Fine Arts, Hollywood Cemetery, and Virginia State Capitol and passes more than four popular sites. Book this Richmond tour today and support a woman-owned business.

Discover the highlights of Washington D.C. during this four-hour private tour. Follow a customizable itinerary with a seasoned guide and long-time local resident. Understand the history and significance of iconic landmarks like the White House, Supreme Court, Lincoln Memorial, and more—with plenty of get-down photo stops along the way. Enjoy complimentary bottled water and door-to-door transfers from the airport or your DC Metro Area hotel.

Tick off the highlights of Washington D.C. during this private, half-day tour. Customize your own itinerary, selecting a range of local sights to visit. Optional stops include the White House, Arlington National Cemetery, Lincoln Memorial, or the National Museum of American History at the Smithsonian. Air-conditioned vehicle transfers with hotel pickup and drop-off are provided.

Discover the highlights of the nation’s capital without the hassle of large tour groups when you book this private sightseeing tour of Washington DC. After pickup from your location in McLean, Virginia, head to the city for a few hours of sightseeing. See top landmarks like the White House, Capitol Hill, and Lincoln Memorial and learn about their significance from your guide.

Led by a retired FBI historian and surveillance expert, this small-group tour uncovers hidden Black heritage sites across Northern Virginia, blending powerful storytelling with real history. Guests explore authentic landmarks such as Freedom Hill, Tinner Hill, and a historic courthouse while hearing untold stories of resilience, community, and freedom. This tour is more than sightseeing, it’s a moving journey through America’s Black past that travelers won’t forget.

*FOR MATURE AUDIENCES ONLY-AGES 17 +* During this one-hour walking tour, hear the darker side of 18th-Century Williamsburg. Stories of murder, mayhem, and scandal--those things talked about in taverns, back alleys, and the courts--straight from the town's citizens. Each tour will be different, and the stories are a-plenty. Due to the sensitive nature of the subjects and the salty language of the time, this tour is recommended for mature audiences 17 and older. Please note that since every tour is different, the routes advertised may also differ. Please note: Due to staff participation in other events, tours may be unavailable on some days. Please see our website for information. Shades of Our Past is not affiliated with Colonial Williamsburg; therefore, this tour does not include entrance or admission into Colonial Williamsburg-owned buildings. Since the tour is through the streets of Colonial Williamsburg it is weather contingent. Please be prepared for all weather conditions.

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.

Embark on an unforgettable journey along the Blue Ridge Parkway with Shaka Guide's Ultimate Bundle! Explore three incredible regions: Virginia, South Carolina (Asheville to Cherokee), and Blowing Rock to Asheville. Our GPS audio tour brings this iconic roadway to life, sharing captivating stories, hidden secrets, and breathtaking vistas. Experience the perfect blend of history, culture, and nature as you explore this iconic route like never before. *Download the Shaka Guide app to access your purchased tours.*

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.

Embark on an awe-inspiring journey from Roanoke to Waynesboro with Shaka Guide's Shenandoah National Park tour in Virginia. This adventure promises an exhilarating blend of natural splendor and cultural richness. With real-time audio narration, you'll discover hidden waterfalls, wildlife hotspots, and scenic overlooks at your own pace. Here are just a few of the awesome spots you can explore on the tour: - Stony Man Overlook: Marvel at the majestic Blue Ridge Mountains from the vantage point of Stony Man Overlook - Hawksbill Gap: Reach new heights at Hawksbill Gap, Shenandoah's highest peak! - Big Meadows: Immerse yourself in the tranquility of Big Meadows, a sprawling grassland where wildlife roams freely Book your tour today and let Shaka Guide be your trusted companion on this remarkable journey through the heart of Virginia's natural wonders and cultural treasures. *Download the Shaka Guide app to access your purchased tours.*

Join us on a captivating 2-hour small group boat tour of Chincoteague and Assateague Island, guided by the knowledgeable local guides as we explore the beautiful coastline in search of the famous Wild Assateague Ponies. Our tours allow us to navigate and explore areas that other tours cannot. Along the way, we search for osprey, eagles, dolphins while you local guides provide an informative but laid back overview of the island and its rich history. Book your private tour today and prepare for an exhilarating journey into the heart of the island's natural beauty.

Spend a day learning about how the country’s lawmakers run the United States on a full-day tour of Capitol Hill. Learn about the history of the U.S. as you tour the inside of the Capitol Building, including the Senate and House of Representatives if Congress is in session, peruse thousands of books and documents at the Library of Congress, and visit the highest court in the land, the Supreme Court.

Explore the rich history of Staunton with a guided tour in the guide's vehicle that takes you through all six Historic Districts. Discover the town's unique architecture, beautiful vistas, and historic cemeteries, all while listening to intriguing stories from a professional tour guide. A highlight includes a visit to Trinity Episcopal Church, showcasing stunning stained glass windows by Tiffany and Sons (subject to availability). Perfect for history buffs and architecture enthusiasts alike, this tour offers a comprehensive experience of Staunton's rich heritage. - Visit all six Historic Districts of Staunton with a knowledgeable guide Augusta County Courthouse, Beverley Mansion, Rail station, American Hotel, Stuart Mansion, several historic churches, more - Discover unique architecture and beautiful vistas throughout the town - Enjoy guided tour of Trinity Episcopal Church and its Tiffany stained glass - Ideal for history lovers and those interested in local culture and architecture

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

Explore the northernmost section of the Blue Ridge Parkway to discover scenic overlooks, hiking trails for all levels, and even a historic resort. Here are just a few of the fun things you can do on the tour! • Serene lakes and picturesque trails await at Peaks of Otter, a tranquil haven along the Parkway. • Conquer the challenging trail to Humpback Rocks for breathtaking Shenandoah Valley views that reward your journey. • Immerse yourself in the Parkway's history and nature at the James River Visitor Center, a gateway to understanding the region. • Step into the past at Explore Park, where living history and interactive exhibits revive Virginia's heritage. • Find relaxation and recreation at Sherando Lake, a serene escape perfect for swimming and picnicking. • Witness nature's grandeur at Thunder Ridge Overlook, where sweeping vistas showcase the Parkway's beauty. *Download the Shaka Guide app to access your purchased tours.*

Discover the haunted history of Colonial Williamsburg on a spine-tingling private ghost tour through one of America’s oldest English settlements. THIS IS A PRIVATE TOUR. Centuries of conflict, tragedy, and loss have left their scars—and perhaps a few spirits behind. After dark, explore haunted streets, historic homes, Bruton Parish Church and Graveyard, the Williamsburg Courthouse, and the ancient campus of William & Mary. Hear chilling ghost stories, paranormal encounters, Civil War tragedies, restless spirits, and legends surrounding the Wren Building, Brafferton, steam tunnels, and forgotten graves. Your expert local guide brings Williamsburg’s haunted history vividly to life in an intimate experience blending fascinating history, mystery, and genuine chills. Meet legendary spirits like Lady Skipwith, the Lady in Grey, and the ghostly Peachy children—and hear the chilling story of Williamsburg’s newest ghost, revealed in 2026.

Explore the enchanting barrier islands of Virginia at your own pace with a private charter, tailored for intimate gatherings or larger celebrations. Navigate scenic back-bay routes, where secluded tidal creeks and salt marshes reveal thriving wildlife, including Chincoteague’s wild ponies, playful dolphins, and soaring bald eagles. With your captain acting as a naturalist guide, enjoy personalized narration filled with insights on island history and ecology while savoring the tranquility of your surroundings. Enjoy the flexibility to customize your experience for family reunions, romantic outings, or corporate retreats in a serene natural landscape. - Choose between a 6-passenger or 20-passenger pontoon for your group - Navigate secluded tidal creeks and observe local wildlife in their habitats - Receive personalized insights on ecology and island history from your captain - Enjoy a private experience with no other parties aboard, setting your own pace

Looking for Washington DC private tours? Explore DC with World’s Five Star Limo Service. This Mercedes Van Tour is for up to 14 people. We provide pick up and drop off at any desired place in Washington DC, Virginia and Maryland. Distinguish customer service, modified limos and reliability shape our Tour Quality. Capture yourself in front of most of the historical buildings in the shortest possible time.

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!