Top Virginia Private Sightseeing Tours

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.

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.

Turn a day in Virginia wine country into a seamless experience. Our private wine & beer tours are designed for couples, small groups and anyone looking to enjoy the best of the Monticello Wine Trail without worrying about driving, planning or logistics. Whether you're celebrating a birthday, planning a girls day, or just want a relaxing afternoon, we make it effortless from start to finish. Your experience includes: 6 hours Private, luxury vehicle Custom itinerary or let us plan it for you Door-to-door pickup and drop-off Flexible timing & personalized experience

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.

Let's go back in time together! Colonial Williamsburg’s historic area covers 10 blocks, making a private walking tour with a licensed local guide a fun, practical way to see its main sights. Walk from the Williamsburg Inn along Duke of Gloucester St, viewing the Capitol, trades and shops, horse-drawn carriages, and the Governor’s Palace while learning about Virginia’s colonial history and the move toward independence. Discover the spots only a local knows, like formal gardens, hidden sheep, and a bakery with 18th-century cookies. The route concludes at Bruton Parish Church near Merchants Square, where you can continue exploring, shop, or grab a bite. The tour can be customized to your interests and covers up to 1.5 miles. 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.”

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.*

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.

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.

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 top highlights of Washington DC in just three hours with this private tour. Travel by private vehicle and see more in less time with less effort. Customize your itinerary to see what interests you, including the US Capitol, Supreme Court, Library of Congress, White House, and the Lincoln, Jefferson, FDR, and Martin Luther King, Jr. memorials, and more.

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.

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.

Explore the significant Yorktown Battlefield—and go at your own pace with a self-guided audio tour for your car. Drive through the park in your own car with GPS directions enabled as you listen to the storied history of this site. See and learn about famous landmarks like Washington’s Headquarters, Grand French Battery, and Yorktown National Cemetery without feeling rushed.

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.

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

Experience the magic of Colonial Williamsburg Christmas on one of our most popular private walking tours. Discover the beauty of Colonial Williamsburg's Christmastide as we stroll from the Williamsburg Inn along Duke of Gloucester Street, admiring spectacular holiday decorations, historic homes, and 18th-century architecture. Learn how handcrafted wreaths and garlands are created from fresh greenery, fruits, seed pods, oyster shells, feathers, and other natural materials, then judged in the Professional, Amateur, Trades, and Crafts divisions. Your knowledgeable local guide brings history to life with stories of Christmastide traditions celebrated by plantation owners, middling families, and military during the Revolutionary War. It's the perfect way to experience Christmas in Colonial Williamsburg, Virginia. Note: Traditional ginger cake is included. Tours before 7PM include a beverage. Grand Illuminations: first three Saturdays in December. Yule Log ceremonies: first three Fridays.

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.

Embark on the US East National Park Self-Guided Driving and Walking Audio Tours Bundle! Explore Acadia, Asheville, and the Smoky Mountains. Visit Cades Cove, Shenandoah, and Cuyahoga Valley, then experience the Everglades and Hot Springs. Cruise the scenic Blue Ridge Parkway (currently closed temporarily) and hike to Clingmans Dome. This bundle offers a diverse mix of nature, history, and adventure in some of the East's most iconic national parks. Purchase one tour per car, not per person. Everyone listens together! After booking, you can check your email before downloading the Tour Guide App by Action, entering your unique password, and accessing your tour. The preceding steps require good internet/Wi-Fi access. Simply follow the audio instructions and the route from there. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This is not an entrance ticket to attractions along the route. Check opening hours before your visit.

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 (only you are your companions). 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 White, the running Indian boy, the vault at Bruton Parish and more—hear the chilling story of Williamsburg’s newest ghost, revealed in 2026.

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.*

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.

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.