Top Virginia Private Sightseeing Tours

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.

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.

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. Tours are private, no sitting with strangers, perfect for families, couples and visitors with pets. Short on time? 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!

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.

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.

*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.

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.

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 James River, Fort 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 includes free scooters first come, first serve. For NPS option, wheelchairs are available with notice to guide. Estimated time 3-4 hours. NOTE:SPANISH SPEAKING GUIDES AVAILABLE WITH NOTICE

We are the only tour boat that specializes in birdwatching tours. We will take you to the most remote areas of the islands to spot the unique and beautiful native birds. We travel through the marshlands and waterways around the barrier islands for a true island experience.

On our historic solo walking tour you’ll discover Fredericksburg Revolutionary past and the people that fought for and won our independence. The tour is a smart phone guided tour on our walking tour app. Go at your own pace, anytime. The tour never expires. After the tour, listen again, anytime. You’ll see sites linked to George Washington, Mary Washington, James Monroe, the man who came up with the now infamous plan of crossing the Delaware to catch the Hessians unaware and thus win the battle, The Rising Sun Tavern, Cemeteries and hear and uncover the stories linked to these historic building bringing them to life.

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.*

Travel back in time more than 300 years—and learn all about Williamsburg’s wealth of history—on this flexible, self-led smartphone tour. Upon booking, download the app; after arriving at Colonial Williamsburg (tickets own expense) set off at your own pace. Thanks to the app’s offline capabilities and GPS maps, you can navigate with ease as you discover the park’s top landmarks and hear the stories behind the sights.

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.

Explore Virginia wine country in comfort and style with your own private chauffeur. This experience is perfect for couples or small groups looking to enjoy the best wineries and breweries around Charlottesville without worrying about driving or planning. You'll ride in a luxury SUV and visit 2-4 top wineries or breweries such as: King Family Vineyards Pippin Hill Farm & Vineyard Veritas Vineyard & Winery Highlights: -Private SUV (up to 6 guests) -Door-to-door pickup -Custom itinerary -Local knowledgeable driver Duration: 4-6 hours Why Guests Love It: Stress-free experience Flexible schedule Perfect for special occasions Saturday availability is limited and books quickly.

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.

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 rich history of Yorktown with this self-guided driving tour. From the scenic waterfront to the battlefield where American independence was won, Yorktown is a place where history lives. Immerse yourself in stories of the Revolutionary War, perseverance, and the enduring spirit of the American people on this riveting narrative tour. One tour purchase covers the entire car, not per individual. Everyone joins in! After booking, check your email/text for a special password and setup instructions. Download the Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and once it's complete, you can enjoy it offline. Just open the app, hit the road, and follow the audio instructions! This is not an entrance ticket. Check opening hours before your visit. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want.

Download GuideAlong’s self-guided driving audio tour of Gettysburg Battlefield as you visit Devil's Den, High Water Mark, Little Round Top, and the Pennsylvania Memorial. Drive the historic fields, follow Union and Confederate movements, and take two bonus walking routes at Seminary Ridge and Devil's Den for deeper stories. Along the way, hear tales of strategy, sacrifice, and Pickett’s Charge that play automatically as you tour one of America’s defining battlefields. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use No time limits or expiry, and free updates Like having a tour guide along for the drive Purchase one tour per vehicle.

Paddle alongside the wild dolphins of Virginia Beach on a small-group kayak tour from North End Beach. Watch for sea birds and other wildlife as you steer an easy to use, sit-on-top kayak along the coast to the Cape Henry Lighthouses. Learn about the Atlantic bottlenose dolphins that swim past the Virginia coast each summer, and explore the shore with an experienced guide.

Discover the beauty of Skyline Drive, a stunning 100-mile stretch through Shenandoah National Park. This self-guided audio experience transforms your drive into an engaging journey, revealing the rich history and natural wonders of the Blue Ridge Mountains. Encounter sweeping overlooks, hidden waterfalls, and captivating tales of the land's past as you cruise along. Perfect for both newcomers and seasoned travelers, this tour lets you explore at your own pace—just drive, look, and listen to the stories unfold along the way. — Self-guided audio experience through Shenandoah National Park — Explore over 100 miles of scenic mountain roads at your own pace — Learn about the geology, history, and local lore of the Blue Ridge — Ideal for first-time visitors and seasoned explorers alike

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.

Watch the sun set over Chesapeake Bay on a 2-hour, small-group dolphin tour by kayak from Virginia Beach. Paddle along the coast as you spot Atlantic bottlenose dolphins, and see the Cape Henry Lighthouses and Chesapeake Bay Bridge Tunnel from the water.

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.